NZ617563B2 - Dispersants having biobased compounds - Google Patents
Dispersants having biobased compounds Download PDFInfo
- Publication number
- NZ617563B2 NZ617563B2 NZ617563A NZ61756312A NZ617563B2 NZ 617563 B2 NZ617563 B2 NZ 617563B2 NZ 617563 A NZ617563 A NZ 617563A NZ 61756312 A NZ61756312 A NZ 61756312A NZ 617563 B2 NZ617563 B2 NZ 617563B2
- Authority
- NZ
- New Zealand
- Prior art keywords
- acid
- composition
- lecithin
- polyoxyethylene
- adm
- Prior art date
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- 239000002270 dispersing agent Substances 0.000 title claims description 63
- 150000001875 compounds Chemical class 0.000 title claims description 7
- 239000000203 mixture Substances 0.000 claims abstract description 165
- 239000000787 lecithin Substances 0.000 claims abstract description 67
- 235000010445 lecithin Nutrition 0.000 claims abstract description 67
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims abstract description 66
- 229940067606 lecithin Drugs 0.000 claims abstract description 63
- 239000006185 dispersion Substances 0.000 claims abstract description 52
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 44
- 238000000034 method Methods 0.000 claims abstract description 35
- 150000007524 organic acids Chemical class 0.000 claims abstract description 29
- 239000004094 surface-active agent Substances 0.000 claims abstract description 22
- 230000008569 process Effects 0.000 claims abstract description 19
- 150000002148 esters Chemical class 0.000 claims abstract description 17
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 16
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 239000000049 pigment Substances 0.000 claims description 62
- 239000003973 paint Substances 0.000 claims description 54
- -1 polyoxyethylene Polymers 0.000 claims description 48
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 20
- 238000000576 coating method Methods 0.000 claims description 16
- 239000012855 volatile organic compound Substances 0.000 claims description 16
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 14
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 13
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 12
- 239000000194 fatty acid Substances 0.000 claims description 12
- 229930195729 fatty acid Natural products 0.000 claims description 12
- 150000004665 fatty acids Chemical class 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 11
- 239000004310 lactic acid Substances 0.000 claims description 10
- 235000014655 lactic acid Nutrition 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 9
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 238000000227 grinding Methods 0.000 claims description 8
- 229940116333 ethyl lactate Drugs 0.000 claims description 7
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 claims description 6
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 6
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 6
- 239000001540 sodium lactate Substances 0.000 claims description 6
- 235000011088 sodium lactate Nutrition 0.000 claims description 6
- 229940005581 sodium lactate Drugs 0.000 claims description 6
- 239000000600 sorbitol Substances 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 235000013305 food Nutrition 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 239000012860 organic pigment Substances 0.000 claims description 4
- 239000004033 plastic Substances 0.000 claims description 4
- 229920003023 plastic Polymers 0.000 claims description 4
- 229920000223 polyglycerol Polymers 0.000 claims description 4
- 150000003871 sulfonates Chemical class 0.000 claims description 4
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 4
- 239000004408 titanium dioxide Substances 0.000 claims description 4
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 3
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 3
- PHOQVHQSTUBQQK-SQOUGZDYSA-N D-glucono-1,5-lactone Chemical compound OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O PHOQVHQSTUBQQK-SQOUGZDYSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 3
- 239000001361 adipic acid Substances 0.000 claims description 3
- 235000011037 adipic acid Nutrition 0.000 claims description 3
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 3
- 235000010323 ascorbic acid Nutrition 0.000 claims description 3
- 239000011668 ascorbic acid Substances 0.000 claims description 3
- 229960005070 ascorbic acid Drugs 0.000 claims description 3
- 239000006229 carbon black Substances 0.000 claims description 3
- 239000000919 ceramic Substances 0.000 claims description 3
- 239000004567 concrete Substances 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 3
- 239000001530 fumaric acid Substances 0.000 claims description 3
- 239000000174 gluconic acid Substances 0.000 claims description 3
- 235000012208 gluconic acid Nutrition 0.000 claims description 3
- 239000001023 inorganic pigment Substances 0.000 claims description 3
- 239000000314 lubricant Substances 0.000 claims description 3
- 239000011553 magnetic fluid Substances 0.000 claims description 3
- 239000001630 malic acid Substances 0.000 claims description 3
- 235000011090 malic acid Nutrition 0.000 claims description 3
- 239000007908 nanoemulsion Substances 0.000 claims description 3
- 235000019198 oils Nutrition 0.000 claims description 3
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 3
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 3
- 229920000136 polysorbate Polymers 0.000 claims description 3
- 229920000053 polysorbate 80 Polymers 0.000 claims description 3
- 235000019260 propionic acid Nutrition 0.000 claims description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 3
- 239000011975 tartaric acid Substances 0.000 claims description 3
- 235000002906 tartaric acid Nutrition 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- UUIPAJHTKDSSOK-UHFFFAOYSA-N (2-nonylphenyl) dihydrogen phosphate Chemical class CCCCCCCCCC1=CC=CC=C1OP(O)(O)=O UUIPAJHTKDSSOK-UHFFFAOYSA-N 0.000 claims description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- NKSOSPOXQKNIKJ-CLFAGFIQSA-N Polyoxyethylene dioleate Polymers CCCCCCCC\C=C/CCCCCCCC(=O)OCCOC(=O)CCCCCCC\C=C/CCCCCCCC NKSOSPOXQKNIKJ-CLFAGFIQSA-N 0.000 claims description 2
- 229920001213 Polysorbate 20 Polymers 0.000 claims description 2
- 229920001214 Polysorbate 60 Polymers 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 2
- 239000004147 Sorbitan trioleate Substances 0.000 claims description 2
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 2
- RKZXQQPEDGMHBJ-LIGJGSPWSA-N [(2s,3r,4r,5r)-2,3,4,5,6-pentakis[[(z)-octadec-9-enoyl]oxy]hexyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC RKZXQQPEDGMHBJ-LIGJGSPWSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000012752 auxiliary agent Substances 0.000 claims description 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001400 block copolymer Polymers 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- 238000013329 compounding Methods 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000005553 drilling Methods 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 239000006082 mold release agent Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920000151 polyglycol Polymers 0.000 claims description 2
- 239000010695 polyglycol Substances 0.000 claims description 2
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 claims description 2
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 claims description 2
- 239000000249 polyoxyethylene sorbitan monopalmitate Substances 0.000 claims description 2
- 235000010483 polyoxyethylene sorbitan monopalmitate Nutrition 0.000 claims description 2
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 claims description 2
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 claims description 2
- 239000001816 polyoxyethylene sorbitan tristearate Substances 0.000 claims description 2
- 235000010988 polyoxyethylene sorbitan tristearate Nutrition 0.000 claims description 2
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 2
- 229940068965 polysorbates Drugs 0.000 claims description 2
- 159000000001 potassium salts Chemical class 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 239000001587 sorbitan monostearate Substances 0.000 claims description 2
- 235000011076 sorbitan monostearate Nutrition 0.000 claims description 2
- 229940035048 sorbitan monostearate Drugs 0.000 claims description 2
- 235000019337 sorbitan trioleate Nutrition 0.000 claims description 2
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- 239000003549 soybean oil Substances 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- 125000005480 straight-chain fatty acid group Chemical class 0.000 claims description 2
- 150000003445 sucroses Chemical class 0.000 claims description 2
- 239000003784 tall oil Substances 0.000 claims description 2
- 239000004753 textile Substances 0.000 claims description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000011161 development Methods 0.000 description 31
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
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- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 4
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- 238000012545 processing Methods 0.000 description 2
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- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 1
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- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
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- 102000002322 Egg Proteins Human genes 0.000 description 1
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
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- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 238000004760 accelerator mass spectrometry Methods 0.000 description 1
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- 230000009471 action Effects 0.000 description 1
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- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000013520 petroleum-based product Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
- 150000008104 phosphatidylethanolamines Chemical class 0.000 description 1
- 150000003905 phosphatidylinositols Chemical class 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229950008882 polysorbate Drugs 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005258 radioactive decay Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
- A61K8/553—Phospholipids, e.g. lecithin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/68—Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
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- B01F17/00—
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- B01F17/0021—
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- B01F17/0064—
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- B01F17/0092—
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
- C04B2103/40—Surface-active agents, dispersants
- C04B2103/408—Dispersants
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- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/003—Phosphorus-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
- C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
- C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
- C04B35/632—Organic additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/003—Pigment pastes, e.g. for mixing in paints containing an organic pigment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
- C09D17/005—Carbon black
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
- C09D17/007—Metal oxide
- C09D17/008—Titanium dioxide
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/45—Anti-settling agents
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
Abstract
Disclosed herein are compositions in the form of a thermodynamically stable, nano-dispersion, comprising: a lecithin; an organic acid; a salt of the organic acid, an ester of the organic acid, or a combination thereof; and water. The disclosed compositions may also include one or more co-surfactants such as anionic surfactants and/or non-ionic surfactants. Also disclosed are products made with the composition and processes for making such compositions. s such as anionic surfactants and/or non-ionic surfactants. Also disclosed are products made with the composition and processes for making such compositions.
Description
TITLE
DISPERSANTS HAVING BIOBASED COMPOUNDS
INVENTORS
Shireen S. Baseeth
Teodora R. Tabuena-Salyers
Bruce R. Sebree
TECHNICAL FIELD
The present disclosure is directed to dispersants comprising lecithin and
uses thereof. The present disclosure is also directed to methods for the preparation of such
dispersants and uses of the dispersants.
BACKGROUND
Dispersants and latexes have utility in applications such as paper coatings,
colors, paints, and adhesives, as well as coatings for paper, metal, and the pharmaceutical
industry. Although dispersants account for only a few percent of the total composition of paints
and coating formulations, the dispersants play a critical role in the performance of such paints
and coating formulations. The dispersants provide color stability and maximize pigment opacity
by increasing the exposed surface area of the pigment particles, thus increasing coverage while
reducing costs.
Dispersion is a complex process which involves variables including the
chemistries of the solvent, resin, and pigments involved. Changes in these chemistries are
associated with changes in the rheology and the resultant dispersant technology. Steric and
electrostatic forces can stabilize pigment dispersions and are often accomplished with anionic
and nonionic surfactants and their resulting effects on the pigment surface. These surfactants are
easy to use, inexpensive, and effective at low concentrations. But, anionic surfactants are pH and
salt sensitive. Adsorption of non-ionic surfactants is pH and salt insensitive, but such non-ionic
surfactants need to be used in large amounts to be effective.
Other dispersant technologies use hyperdispersants which have higher
molecular weights than traditional, surfactant-like dispersants. One type of such hyperdispersants
are polymeric dispersants which have an anchoring group in their molecule that absorbs at the
surface of the pigments and a polymeric chain that provides a steric stabilization barrier around
the pigment particle. Although the polymeric dispersants absorb onto the dispersed pigments,
such dispersants provide little wetting and emulsifying properties. Such dispersants are attractive
is some water based-formulations because less foaming often results as compared to the
surfactant-like dispersants.
[0005] Phosphate esters are often used in conjunction with dispersant
technologies and are considered auxiliary dispersants since such phosphate esters are not used by
themselves. The phosphate esters provide assistance with stabilization through steric interactions
with the pigment particles.
Apart from the abilities of wetting and dispersing, dispersants also need to
stabilize the suspended particles or the suspended particles will re-agglomerate. This
stabilization is critical and difficult to accomplish, but when achieved, provides a colorant with a
longer shelf life, improved color, gloss, and color compatibility.
One surfactant that exhibits these desirable dispersant properties is anionic
phosphate esters which have a phosphate moiety as a head group. The anionic phosphate esters
are synthesized with phosphoric acid derivatives and alcohol and have some residual phosphoric
acid resulting in a pH as low as two. Anionic phosphate esters are often available in free acid
form. The presence of the phosphate group in a formulation for a wetting or dispersing agent
enhances the gloss and color acceptance property of a pigment in paint, reduces a viscosity
increase due to aging of the paint, improves surface wetting, and provides a stable dispersion.
[0008] With the growing need for more biobased additives that can replace
petroleum based products based on the desire for “greener” products, a need exists for biobased
products that can be used in dispersants, coatings, and latex type products where the biobased
products fulfill all the desired characteristics of the petroleum based counterparts.
SUMMARY
[0009] In each of its various embodiments, the present invention fulfills these
needs and discloses a biobased product that can be used as a dispersant.
[0009A] In one aspect, the invention provides a composition in the form of a
thermodynamically stable, nano-dispersion, comprising:
a lecithin;
an organic acid;
a salt of the organic acid, an ester of the organic acid, or a combination thereof; and
water.
[0009B] In another aspect, the invention provides a dispersant composition in the
form of a thermodynamically stable, nano-emulsion comprising:
an organic acid having a dielectric constant of between 2 and 35;
a salt of the organic acid;
an ester of the organic acid;
lecithin; and
water.
[0009C] In another aspect, the invention provides a process for producing a product
in the form of a thermodynamically stable, nanodispersion, the process comprising:
mixing lecithin with an organic acid having a dielectric constant of between 2 and 35 and
a salt of the organic acid, an ester of the organic acid, or a combination thereof; and
mixing water with the organic acid and the lecithin such that the thermodynamically
stable, nanodispersion self-assembles.
[0010] In one embodiment, a composition in the form of a nano-dispersion,
comprises a lecithin, an acid, and water.
In another embodiment, a dispersant composition in the form of a nano-
emulsion comprises an organic solvent having a dielectric constant of between 2 and 35,lecithin,
and water.
[0012] In a further embodiment, a process for producing a product in the form of
a nano-dispersion comprises mixing lecithin with an organic solvent having a dielectric constant
of between 2 and 35, and mixing water with the organic solvent and the lecithin.
In other embodiments, uses of the compositions of the present invention as
dispersants and methods of dispersing compounds are also disclosed.
[0014] It should be understood that this disclosure is not limited to the
embodiments disclosed in this Summary, and it is intended to cover modifications that are within
the spirit and scope of the invention, as defined by the claims.
[0014A] In this specification where reference has been made to patent
specifications, other external documents, or other sources of information, this is generally for the
purpose of providing a context for discussing the features of the invention. Unless specifically
stated otherwise, reference to such external documents is not to be construed as an admission
that such documents, or such sources of information, in any jurisdiction, are prior art, or form
part of the common general knowledge in the art.
[0014B] In the description in this specification reference may be made to subject matter
that is not within the scope of the claims of the current application. That subject matter should be
readily identifiable by a person skilled in the art and may assist in putting into practice the
invention as defined in the claims of this application.
[0014C] The term “comprising” as used in this specification and claims means “consisting
at least in part of”. When interpreting statements in this specification and claims which include
the term “comprising”, other features besides the features prefaced by this term in each statement
can also be present. Related terms such as “comprise” and “comprised” are to be interpreted in
similar manner.
BRIEF DESCRIPTION OF THE DRAWINGS
The characteristics and advantages of the present disclosure may be better
understood by reference to the accompanying figures, in which:
[0016] Figure 1 shows the densities of dispersants of various embodiments of the
present invention.
Figure 2 is a graphical representation of properties of paint produced using
an embodiment of a dispersant of the present invention.
Figure 3 shows the color of paint produced using various embodiments of
dispersants of the present invention.
Figure 4 shows a color comparison of a paint produced with one
embodiment of a dispersant of the present invention as compared to paints produced with other
dispersants.
Figure 5 is a graphical representation of properties of paint produced using
an embodiment of a dispersant of the present invention.
Figure 6 shows the color of paint produced using various embodiments of
dispersants of the present invention.
[0022] Figure 7 shows the color of paint produced using various embodiments of
dispersants of the present invention.
Figure 8 is a graphical representation of properties of paint produced using
an embodiment of a dispersant of the present invention.
Figure 9 shows the color of paint produced using various embodiments of
dispersants of the present invention.
Figure 10 shows the color of paint produced using various embodiments
of dispersants of the present invention.
Figure 11 shows the color of paint produced using various embodiments
of dispersants of the present invention.
[0027] Figure 12 is a graphical representation of properties of paint produced
using an embodiment of a dispersant of the present invention.
Figure 13 is a graphical representation of properties of paint produced
using an embodiment of a dispersant of the present invention.
Figure 14 shows the color of paint produced using various embodiments
of dispersants of the present invention.
Figure 15 is a graphical representation of properties of paint produced
using an embodiment of a dispersant of the present invention.
Figure 16 shows the color of paint produced using various embodiments
of dispersants of the present invention.
DETAILED DESCRIPTION
In the present application, including the claims, other than in the operating
examples or where otherwise indicated, all numbers expressing quantities or characteristics are
to be understood as being modified in all instances by the term “about”. Unless indicated to the
contrary, any numerical parameters set forth in the following description may vary depending on
the desired properties in the compositions and methods according to the present disclosure. At
the very least, and not as an attempt to limit the application of the doctrine of equivalents to the
scope of the claims, each numerical parameter described in the present description should at least
be construed in light of the number of reported significant digits and by applying ordinary
rounding techniques.
Any patent, publication, or other disclosure material, in whole or in part,
that is said to be incorporated by reference herein is incorporated herein only to the extent that
the incorporated material does not conflict with existing definitions, statements, or other
disclosure material set forth in this disclosure. As such, the disclosure set forth herein supersedes
any conflicting material incorporated herein by reference.
The embodiments disclosed herein are directed to compositions and
methods that comprise a composition comprising a lecithin and an organic solvent that forms a
nano-dispersion. In one embodiment, the nano-dispersions described herein self-assemble, are
thermodynamically stable, and may have a mean particle size of less than one micron. In various
embodiments, the composition is a blend of lecithin in amounts ranging from 5% to 95% by
weight of the disclosed compositions, and in certain embodiments from 70% to 95%; and the
organic solvent in amounts ranging from 5% to 95% by weight of the disclosed compositions,
and in certain embodiments from 5% to 30%.
[0035] Lecithin is a lipid substance found in animal and plant tissues such as, for
example, egg yolk, soybean, and canola or rapeseed. Lecithin includes various constituents
including, but not limited to, phospholipids, such as, for example, phosphatidyl choline (“PC”),
phosphatidyl inositol (“PI”), and phosphatidyl ethanolamine (“PE”). The amphiphilic properties
of lecithin makes it an effective processing aid, emulsifier, dispersant and/or surfactant. Lecithin
is also a natural ingredient than can form nanodispersions in aqueous mediums and carry high
loads of actives. But, in such aqueous mediums, lecithin tends to have limited tolerance to pH
and electrolytes.
Lecithin may be used in applications where modification of the boundary
layer between substances is desirable. In the presence of immiscible liquid phase, lecithin can
reduce the interfacial surface tension and function as an emulsifier. When used with two or more
solid phases, lecithin can function as a lubricant and/or release agent.
In one embodiment, a lecithin based product of the present invention has
utility in a dispersant formulation is stable at a low pH, such as down to two, and when used in
an aqueous dispersion, the lecithin based product remains stable up to a pH of ten, and also
remains stable in high amounts of silicates and electrolytes (up to 40% calcium chloride) without
breaking the emulsion.
[0038] It has been found that the combination of lecithin and one or more organic
solvents results in aqueous compositions having reduced viscosity as compared to conventional
lecithin. The reduction in viscosity allows for increased applicability of lecithin as a dispersant in
aqueous and non-aqueous systems. The disclosed lecithin- organic solvent compositions may be
formulated to provide a desirable viscosity profile for numerous applications, such as, for
example, pigment dispersion vehicles in paints, inks, and other coatings. In various
embodiments, the disclosed lecithin-acidifier compositions have a viscosity of less than 1500
centipoise. In other embodiments, the disclosed lecithin-acidifier compositions have a viscosity
of less than 1200 centipoise, less than 500 centipoise, or less than 100 centipoise.
Lecithins suitable for use in the disclosed compositions and methods
include, but are not limited to, crude filtered lecithin, fluid lecithin, de-oiled lecithin, chemically
and/or enzymatically modified lecithin, standardized lecithin, and blends of any thereof.
Lecithins employed in the present disclosure generally tend to have a hydrophilic-lipophilic
balance (“HLB”) value ranging from 1.0 to 10.0 depending on the processing conditions and
additives used to obtain and produce the lecithin product. For example, crude filtered lecithin has
an HLB value of approximately 4.0 and favors the formation of water-in-oil emulsions.
Standardized lecithin includes co-emulsifiers having HLB values ranging from 10.0 to 24.0,
which results in lecithin compositions having HLB values of 7.0 to 12.0 and favoring oil-in-
water emulsions. Any lecithin or combinations of lecithins are suitable for use in the disclosed
compositions and methods regardless of the initial HLB value of the lecithin. Lecithins useful in
the disclosed compositions and methods may comprise co-emulsifiers having a hydrophilic-
lipophilic balance value ranging from 10.0 to 24.0, and in certain embodiments 10.0 to 18.0.
The emulsifier and/or surfactant properties of an amphiphilic substance
such as lecithin, for example, may be predicted at least in part by the hydrophilic-lipophilic
balance (“HLB”) value of the substance. The HLB value may function as an index of the relative
preference of an amphiphilic substance for oil or water − the higher the HLB value, the more
hydrophilic the molecule; the lower the HLB value, the more hydrophobic the molecule. A
description of HLB values is provided in U.S. Pat. No., 6,677,327, which is incorporated by
reference herein in its entirety. HLB is also described in Griffin, “Classification of Surface-
Active Agents by ‘HLB,’” J. Soc. Cosmetic Chemists 1 (1949); Griffin, “Calculation of HLB
Values of Non-Ionic Surfactants,” J. Soc. Cosmetic Chemists 5 (1954); Davies, “A quantitative
kinetic theory of emulsion type, I. Physical chemistry of the emulsifying agent,” Gas/Liquid and
Liquid/Liquid Interfaces, Proceedings of the 2d International Congress on Surface Activity
(1957); and Schick, “Nonionic Surfactants: Physical Chemistry”, Marcel Dekker, Inc., New
York, N.Y., pp. 439-47 (1987), each of which is incorporated by reference herein in its entirety.
In various embodiments, the organic solvent used in the disclosed
compositions and methods may be selected from the group of acidifiers consisting of a lactic
acid, propionic acid, methyl acetic acid, acetic acid, fumaric acid, citric acid, ascorbic acid,
gluconic acid, gluconic delta lactone acid, adipic acid, malic acid, tartaric acid, a hydroxy acid,
salts of any thereof, esters of any thereof, or combinations of any thereof. In another
embodiment, the organic solvent is selected from lactic acid, sodium lactate, ethyl lactate, or
combinations of any thereof. The acidifier may also be a bio-derived acid, an organic acid, or a
combination thereof. In another embodiment, a pH of the composition may be below 6, below 5,
or below 4.
Substances of a bio-derived origin are derived from biological materials as
opposed to being derived from petrochemical sources. Bio-derived substances may be
differentiated from petroleum derived substances by their carbon isotope ratios using ASTM
International Radioisotope Standard Method D 6866. As used herein, the term “bio-derived”
refers to being derived from or synthesized by a renewable biological feedstock, such as, for
example, an agricultural, forestry, plant, fungal, bacterial, or animal feedstock.
Various agencies have established certification requirements for
determining bio-derived content. These methods require the measurement of variations in
isotopic abundance between bio-derived products and petroleum derived products, for example,
by liquid scintillation counting, accelerator mass spectrometry, or high precision isotope ratio
13 12
mass spectrometry. Isotopic ratios of the isotopes of carbon, such as the C/ C carbon isotopic
14 12
ratio or the C/ C carbon isotopic ratio, can be determined using isotope ratio mass
spectrometry with a high degree of precision. Studies have shown that isotopic fractionation due
to physiological processes, such as, for example, CO transport within plants during
photosynthesis, leads to specific isotopic ratios in natural or bio-derived compounds. Petroleum
13 12
and petroleum derived products have a different C/ C carbon isotopic ratio due to different
chemical processes and isotopic fractionation during the generation of petroleum. In addition,
radioactive decay of the unstable C carbon radioisotope leads to different isotope ratios in bio-
derived products compared to petroleum products. Bio-derived content of a product may be
verified by ASTM International Radioisotope Standard Method D 6866. ASTM International
Radioisotope Standard Method D 6866 determines bio-derived content of a material based on the
amount of bio-derived carbon in the material or product as a percent of the weight (mass) of the
total organic carbon in the material or product. Bio-derived products will have a carbon isotope
ratio characteristic of a biologically derived composition.
Bio-derived materials offer an attractive alternative for industrial
manufacturers looking to reduce or replace their reliance on petrochemicals and petroleum
derived products. The replacement of petrochemicals and petroleum derived products with
products and/or feed stocks derived from biological sources (i.e., bio-based products) offer many
advantages. For example, products and feed stocks from biological sources are typically a
renewable resource. In most instances, bio-derived chemicals and products formed therefrom are
less burdensome on the environment than petrochemicals and products formed from
petrochemicals. As the supply of easily extracted petrochemicals continues to be depleted, the
economics of petrochemical production will likely force the cost of the petrochemicals and
petroleum derived products to be higher compared to bio-based products. In addition, companies
may benefit from the marketing advantages associated with bio-derived products from renewable
resources in the view of a public becoming more concerned with the supply of petrochemicals.
In various embodiments, the disclosed compositions may also comprise
one or more co-surfactants. The one or more co-surfactants may comprise one or more anionic
surfactants, one or more non-ionic surfactants, or combinations of one or more anionic
surfactants and one or more non-ionic surfactants. In various embodiments, the co-surfactant or
co-surfactant combinations may have a hydrophilic-lipophilic balance ranging from 10.0 to 24.0,
and in some embodiments from 10.0 to 18.0.
[0046] In various embodiments, the lecithin may comprise from 5% to 95% by
weight of the disclosed composition, in some embodiments from 60% to 90%, and in other
embodiments from 30% to 80%; the organic solvent may comprise from 5% to 60% by weight
of the disclosed composition, in some embodiments from 10% to 50%, and in other
embodiments from 15% to 55%; and the water may comprise from 5% to 40% by weight of the
composition, and in some embodiments from 10% to 30%.
Anionic surfactants suitable for use in the disclosed compositions and
methods include, but are not limited to, sodium and potassium salts of straight-chain fatty acids,
polyoxyethylenated fatty alcohol carboxylates, linear alkyl benzene sulfonates, alpha olefin
sulfonates, sulfonated fatty acid methyl ester, arylalkanesulfonates, sulfosuccinate esters,
alkyldiphenylether(di)sulfonates, alkylnaphthalenesulfonates, isoethionates, alkylether sulfates,
sulfonated oils, fatty acid monoethanolamide sulfates, polyoxyethylene fatty acid
monoethanolamide sulfates, aliphatic phosphate esters, nonylphenolphosphate esters,
sarcosinates, fluorinated anionics, anionic surfactants derived from oleochemicals, and
combinations of any thereof. In various embodiments, the surfactant comprises an anionic
surfactant, such as, for example, a phosphate ester.
Non-ionic surfactants suitable for use in the disclosed compositions and
methods include, but are not limited to, sorbitan monostearate, polyoxyethylene ester of rosin,
polyoxyethylene dodecyl mono ether, polyoxyethylene-polyoxypropylene block copolymer,
polyoxyethylene monolaurate, polyoxyethylene monohexadecyl ether, polyoxyethylene
monooleate, polyoxyethylene mono(cisoctadecenyl)ether, polyoxyethylene monostearate,
polyoxyethylene monooctadecyl ether, polyoxyethylene dioleate, polyoxyethylene distearate,
polyoxyethylene sorbitan monolaurate polyoxyethylene sorbitan monooleate, polyoxyethylene
sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan
trioleate, polyoxyethylene sorbitan tristearate, polyglycerol ester of oleic acid, polyoxyethylene
sorbitol hexastearate, polyoxyethylene monotetradecyl ether, polyoxyethylene sorbitol
hexaoleate, fatty acids, tall-oil, sorbitol hexaesters, ethoxylated castor oil, ethoxylated soybean
oil, rapeseed oil ethoxylate, ethoxylated fatty acids, ethoxylated fatty alcohols, ethoxylated
polyoxyethylene sorbitol tetraoleate, glycerol and polyethylene glycol mixed esters, alcohols,
polyglycerol esters, monoglycerides, sucrose esters, alkyl polyglycosides, polysorbates, fatty
alkanolamides, polyglycol ethers, derivatives of any thereof, and combinations of any thereof. In
various embodiments, the surfactant comprises a non-ionic surfactant, such as, for example, a
fatty acid ethoxylate.
In various embodiments, the disclosed compositions and methods may
comprise lecithin, an organic solvent, and a co-surfactant, such as an anionic surfactant or a non-
ionic surfactant. The organic solvent may have a dielectric constant of between 2 and 35.
The combination of lecithin and an organic solvent results in a
composition having reduced viscosity as compared to conventional lecithin. The reduction in
viscosity increases the applicability of the composition as a processing aid, emulsifier, dispersant
and/or surfactant in various applications, such as, for example, in paints, inks, and other coating
compositions. Embodiments comprising lecithin and an organic solvent find utility in aqueous
systems, where the low viscosity composition is water dispersible.
[0051] In various embodiments, the disclosed water dispersible lecithin-acidifier
compositions find utility in water-based coatings, including, but not limited to, latex paints. In
various embodiments, the disclosed compositions may be used as dispersion vehicles for
pigments in paint and ink formulations. In various embodiments, the disclosed compositions aid
in pigment processing, including, but not limited to, grinding, milling and release aids, which
may contribute to improved gloss, colorant, and body in pigmented formulations. The low
viscosity of the disclosed compositions provides improved coating uniformity to pigments and
other particulates in dispersions. Thus, the disclosed compositions provide improved dispersant,
wetting agent, and/or stabilizer properties and performance.
In other embodiments, the disclosed compositions may be used in
magnetic fluid applications. In one embodiment, the disclosed compositions may be used to
stabilize magnetic particles in a solvent base, including, but not limited to, a mixture of a base oil
and an ester compound. The improved wetting and dispersant properties of the disclosed
compositions result in reduced agglomeration of the suspended particles in magnetic fluids
without resulting in adverse effects on the viscosity of the fluid.
The disclosed compositions may also be used in nanotechnology
applications. In one embodiment, the disclosed compositions may be used as a dispersant,
wetting agent, solubilizer, and/or stabilizer in nanoparticle suspensions. Additional applications
for the disclosed compositions and methods include, but are not limited to, use in fiberglass,
concrete, ceramics, plastics, and composites. Additional uses of the disclosed compositions
include, but are not limited to, uses as textile auxiliary agents, leather finishing agents, plastic
compounding agents, lubricants, oilfield drilling additives, emollients, film-formers, and mold
release agents.
In addition to the multiple functionalities of the disclosed compositions as
a dispersant, wetting agent, solubilizer, and/or stabilizer in various applications, the disclosed
compositions also contain low or no volatile organic compounds (“VOCs”). Low VOC paints,
inks, and other surface coatings may use water as a carrier instead of petroleum-based solvents.
As such, the levels of harmful emissions are lower than solvent-borne surface coatings.
However, dispersion of pigments and other colorants may be more difficult in aqueous-based
coating systems as compared to petroleum-based systems. The disclosed compositions, therefore,
may be used in low VOC coating formulations to improve pigment and colorant dispersion
without contributing undesirable VOCs to the compositions.
[0055] In order to meet EPA standards, paints, inks and other surface coatings
must not contain VOCs in excess of 200 grams per liter. Generally, low VOC surface coatings
usually meet a 50 g/L VOC threshold. For example, paints with the Green Seal Standard (GS-
11) mark are certified lower than 50 g/L (for flat sheen) or 150 g/L (for non-flat sheen). Surface
coatings containing VOCs in the range of 5 g/L or less according to the EPA Reference Test
Method 24 may be called "Zero VOC."
In various embodiments, the compositions disclosed herein have less than
25 grams of VOCs per liter of composition. In various embodiments, the compositions disclosed
herein have VOC levels of less than 5 g/L, less than 1 g/L, or less than 0.5 g/L. In various
embodiments, the compositions disclosed herein may be used as low-VOC bio-derived
dispersants, wetting agents, solubilizers, and/or stabilizers.
In another embodiment, the compositions of the present invention may be
food grade and include a food grade surfactant such as, for example, a polysorbate.
The embodiments disclosed herein are also directed to methods of
preparing the disclosed compositions. In various embodiments, lecithin is heated to a
temperature above ambient temperature, an organic solvent is added to the lecithin at the
elevated temperature, and the organic solvent and lecithin are mixed together to form a lecithin-
organic solvent blend. The blend is cooled to ambient temperature. The resulting blend has a
viscosity lower than the lecithin ingredient alone, which may be less than 3000 cP. In various
embodiments, the viscosity of the lecithin-organic solvent blend may be less than 2000 cP, less
than 500 cP, or less than 100 cP. In various other embodiments, one or more co-surfactants may
be added to the lecithin either before or simultaneously with one or more organic solvents. The
one or more co-surfactants may alternatively be added to the blend of the lecithin and the one or
more organic solvents.
The embodiments disclosed herein are also directed to methods of using
the disclosed compositions. In various embodiments, the disclosed compositions are used to aid
in the dispersion or wetting of an ingredient in a formulation such as, for example, concrete,
ceramic, fiberglass, plastic, ink, paint, or other coating. The disclosed compositions are mixed
into the formulation to disperse or wet at least one ingredient, such as, for example, a pigment. In
various embodiments, the disclosed compositions comprise low-VOC bio-derived additives for
use in a variety of formulations.
As described herein, the disclosed compositions are suitable for
formulating solvent and water based paints, inks, and other coating systems. The amphiphilic
properties of the disclosed compositions allows for their use as good wetting and stabilizing
agents for organic pigments, inorganic pigments, carbon black, or titanium dioxide. The
disclosed compositions are also suitable for a wide variety of pigment concentrates. In various
embodiments, as illustrated herein, the disclosed compositions are added as a grinding aid in
pigment dispersion processes during formulation of paints, inks and other coating systems.
In various embodiments, as illustrated herein, the disclosed compositions
may function as low-VOC dispersants exhibiting low-grind viscosity, high pigment load, low
foam, high color development, and fast dispersion/wetting. In various embodiments, the
disclosed compositions may comprise an emulsifier blend free of alkyl phenol ethoxylates.
EXAMPLES
The following exemplary, non-limiting examples are provided to further
describe the embodiments presented herein. Those having ordinary skill in the art will appreciate
that variations of these Examples are possible within the scope of the invention.
Example 1.
This example describes a method of making a lecithin concentrate that is
water dispersible. A lecithin-cosurfactant blend was prepared by mixing: lecithin (available from
Archer-Daniels-Midland Company of, Decatur, IL) in an amount of 73 percent by weight; tall
fatty acid ethoxylate (available from Stepan, Northfield, IL) in an amount of 20 percent by
weight; and soy fatty acid in an amount of 7 percent by weight. The components were mixed at
50 C under constant stirring for between 30 minutes to 60 minutes, thus producing an amber,
transparent lecithin-cosurfactant blend.
Example 2.
The lecithin-cosurfactant blend from Example 1 was mixed in an amount
of 65 percent by weight with lactic acid of 88% strength (available from Archer-Daniels-
Midland Company of, Decatur, IL) in an amount of 35 percent by weight, at room temperature
with constant stirring for thirty minutes to obtain a clear system that easily forms a stable milky
dispersion in water.
Example 3.
The blend from Example 1 was mixed in an amount of 65 percent by
weight with ethyl lactate (available from Archer-Daniels-Midland Company of, Decatur, IL) in
an amount of 4 percent by weight, followed by the addition of water in an amount of 7 percent
by weight at room temperature with constant stirring for thirty minutes to obtain a clear system
that easily forms a stable milky dispersion in water. The pH of this blend is 2.0.
Example 4.
The lecithin-cosurfactant blend from Example 1 was mixed in an amount
of 58 percent by weight with sodium lactate of 60% strength (available from Archer-Daniels-
Midland Company of, Decatur, IL) in an amount of 22 percent by weight, followed by 9% lactic
acid of 88% strength (available from Archer-Daniels-Midland Company of, Decatur, IL). To this
blend, ethyl lactate (available from Archer-Daniels-Midland Company of, Decatur, IL) in an
amount of 4 percent by weight, followed by the addition of water in an amount of 7 percent by
weight at room temperature with constant stirring for thirty minutes to obtain a clear system that
easily forms a stable milky dispersion in water. The pH of this blend is 4.5. The composition
produced by this Example is referred to as ADM 6200.
Example 5.
The lecithin-cosurfactant blend from Example 1 was mixed in an amount
of 56 percent by weight with sodium lactate of 60% strength (available from Archer-Daniels-
Midland Company of, Decatur, IL) in an amount of 22 percent by weight, followed by 9% lactic
acid of 88% strength (available from Archer-Daniels-Midland Company of, Decatur, IL). To this
blend, ethyl lactate (available from Archer-Daniels-Midland Company of, Decatur, IL) in an
amount of 4 percent by weight, followed by the addition of Tergitol L-62, a polyether polyol,
nonionic surfactant having an HLB value of about 7, (available from DOW Chemical Company,
Midland, Michigan) in an amount of 9 percent by weight at room temperature with constant
stirring for thirty minutes to obtain a clear system that easily forms a stable milky dispersion in
water. The pH of this blend is 4.5.
Example 6.
[0068] The lecithin-cosurfactant blend from Example 1 was mixed in an amount
of 56 percent by weight with sodium lactate of 60% strength (available from Archer-Daniels-
Midland Company of, Decatur, IL) in an amount of 22 percent by weight, followed by 9% lactic
acid of 88% strength (available from Archer-Daniels-Midland Company of, Decatur, IL). To this
blend, ethyl lactate (available from Archer-Daniels-Midland Company of, Decatur, IL) in an
amount of 4 percent by weight, followed by the addition of propylene glycol (available from
Archer-Daniels-Midland Company of, Decatur, IL) in an amount of 9 percent by weight at room
temperature with constant stirring for thirty minutes to obtain a clear system that easily forms a
stable milky dispersion in water. The pH of this blend is at 4.5.
Example 7.
This Example describes a method of making a lecithin concentrate that is
water dispersible. A lecithin-cosurfactant blend was prepared by mixing: lecithin (available from
Archer-Daniels-Midland Company of, Decatur, IL) in an amount of 73 percent by weight; a
blend of Polyoxyethylene (20) monooleate, Polysorbate 80 (available from BASF, Florham, NJ)
in an amount of 20 percent by weight; and soy fatty acid in an amount of 7 percent by weight.
The components were mixed at 50 C under constant stirring for between 30 minutes to 60
minutes, thus producing an amber, transparent lecithin-cosurfactant blend.
Example 8.
The lecithin-cosurfactant blend from Example 7 was mixed in an amount
of 58 percent by weight with sodium lactate of 60% strength (available from Archer-Daniels-
Midland Company of, Decatur, IL) in an amount of 22 percent by weight, followed by 9% lactic
acid of 88% strength (available from Archer-Daniels-Midland Company of, Decatur, IL). To this
blend, ethyl lactate (available from Archer-Daniels-Midland Company of, Decatur, IL) in an
amount of 4 percent by weight, followed by the addition of water in an amount of 7 percent by
weight at room temperature with constant stirring for thirty minutes to obtain a clear system that
easily forms a stable milky dispersion in water. The pH of this blend is 4.5. The composition of
this Example is referred to as ADM 6400 and is food grade.
Example 9.
Pigment dispersions were prepared according to formulations shown on
Table 1. The composition produced in Example 4, referred to herein as ADM 6200, was
compared to ADM 3200 (produced in accordance with Example 8 of US Patent Application
Serial No. 12/993,282, filed November 18, 2010) as a standard or reference. Pigments were
ground using cowles blade and glass beads to simulate bead mill for 45 minutes at 1300 rpm.
Color development was evaluated at 1% pigmentation with Sherwin-Williams Gloss blue tint
base. Paint mixtures were applied on white Leneta paper and dried overnight under normal
laboratory condition. Color properties were determined by Spectro-guide.
[0072] Table 1. Formulations of ADM 6200 and the reference ADM 3200.
ADM 6200 ADM 3200
Trial 1 Trial 2
Grind
Water 69.00 69.00 69.00
ADM 3200 18.00
ADM 6200 18.00 18.00
Tergitol L-62 7.50 5.00 7.50
AMP-95 2.25 2.25 2.25
Byk 024 1.50 1.50 1.50
Hostaperm Yellow H3G 45.00 45.00 45.00
(%Pigment = 30.00%)
Add after pigment grind
Water 6.75 9.25 6.75
Total(grams) 150.00 150.00 150.00
Table 2 shows the pigment dispersion and paint film properties. Replacing
ADM 3200 with ADM 6200 (Trial 1) increased the paint film gloss with a very minimal increase
in color development as shown by increased color strength, but very minimal color difference
(∆E*). However, the pigment dispersion of ADM 6200 showed some foam development as
shown by ADM 6200’s lower density than ADM 3200. Reducing the amount of Tergitol L-62 by
33% (Trial 2) decreased the paint film gloss, and resulted in a very minimal increase in color
development as shown by increased color strength, but very minimal difference in color (∆E*).
However, the pigment dispersion of Trial 2 showed more foam development as shown by Trial
2’s lower density than Trial 1 and ADM 3200 as shown in Figure 1.
[0074] Table 2. Paint film properties of ADM 6200 and the reference ADM 3200.
ADM 6200
ADM 3200
Trial 1 Trial 2
Dispersion
Properties
Brookfield Visco (p) 0.446 0.413 0.467
Density (#/gal) 8.94 8.81 9.09
Fineness of Grind 0 0 0
(FOG) µ
Paint Film Properties
L* = 100 82.77 82.77 82.83
(lightness)
- a* (greenness) -18.06 -18.60 -18.08
+ b*(yellowness) 22.14 22.10 22.13
∆E* 0.06 0.06 Std
Gloss 40.10 37.90 39.10
Color Strength 100.20 100.18 100.00%
∆E*=
A graphical presentation of the paint film properties is shown in Figure 2
and the color is shown in Figure 3.
The ADM 6200 dispersant showed equal color development as ADM
3200 and having a little increase in gloss.
Example 10.
The pigment dispersions of Example 9 (ADM 6200 Trials 1 and 2, and
ADM 3200) and the commercially available dispersant, Disperbyk from BYK, USA, were mixed
with Sherwin-Williams Gloss blue tint base for color development and applied on white Leneta
paper and dried overnight under laboratory conditions. Color properties were determined by
Spectro-guide.
Table 3 shows the CIELab comparison of ADM 6200 (Trial 1) and ADM
3200 with Disperbyk that were applied on the same day and the color comparisons are shown in
Figure 4. Table 4 shows the CIELab of ADM 6200 (Trial 1) in comparison with ADM 3200 and
Disperbyk. From the b* values that in Tables 3 and 4, there was not much color difference
between the ADM 6200, ADM 3200, and Disperbyk dispersants.
Table 3. CIELab Comparison.
ADM 6200 Trial 1 ADM 3200 Disperbyk
L* 82.87 83.02 82.94
a* -18.15 -18.16 -18.19
b* 22.25 22.26 22.38
∆E* 0.17 0.24 Standard
Table 4. CIELab Comparison.
ADM 6200 Trial 1 ADM 3200 Disperbyk
L* 82.57 82.93 82.91
a* -18.15 -18.14 -18.15
b* 22.25 22.34 22.36
∆E* 0.12 0.02 Standard
Example 11.
[0081] Pigment dispersions were prepared according to the formulations of Table
. ADM 6200 was evaluated and compared to ADM 3100 (produced in accordance with
Example 4 of US Patent Application Serial No. 12/993,282, filed November 18, 2010) as a
standard. Pigments were ground using cowles blade and glass beads to simulate bead mill for 45
minutes at 1200 rpm. Color development was evaluated at 1% pigmentation with Sherwin-
Williams Gloss White Base. Paint mixtures were applied on white Leneta paper and dried
overnight under normal laboratory condition. Color properties were determined by Spectro-
guide.
Table 5.
ADM 6200 Standard
ADM 3100
Grind
Water 62.10 62.10
ADM 3100 --- 18.40
ADM 6200 18.40 ---
Tergitol L-62 4.60 9.20
Drewplus L-475 2.30 2.30
Bayferrox 130M 138.00 138.00
(% Pigment) (61.22%) (60.00%)
Add after pigment grind
Water --- ---
Total (grams) 225.40 230.00
[0083] Table 6 shows the pigment dispersion and paint film properties. Reducing
the amount of Tergitol L-62 by 50% in the ADM 6200 formulation decreased the foam
development in the dispersion as shown by its high density and low viscosity (Figure 5). The
color development for ADM 6200 was slightly improved as compared to ADM 3100 as shown
by the CIELab L* and +b* values and color strength, and the gloss of the paint having ADM
6200 was improved as compared to ADM 3100.
Table 6.
ADM 6200 ADM 3100
Brookfield Visco (p) 0.458 0.825
Density (#/gal) 16.85 16.18
Fineness of Grind 10 10
(FOG) µ
L* (= 100 lighter) 72.35 72.52
+ a* (redness) 16.77 16.61
+ b*(yellowness 5.73 5.66
∆E* 0.25 Standard
Gloss 41.7 40.6
Color Strength 100.67% 100.00%
A graphical presentation of the paint film properties is shown in Figure 5
and the color is shown in Figure 6.
Example 12.
Pigment dispersions were mixed with Sherwin-Williams Gloss white base
for color development using ADM 6200, ADM 3100, Nuosperse, and Disperbyk were applied on
white Leneta paper and dried overnight under laboratory condition. Color properties were
determined by Spectro-guide.
Table 7 shows the CIELab comparison of ADM 6200 and ADM 3100 in
comparison with the commercially available dispersants Nuosperse and Disperbyk from BYK,
USA, and color comparisons are shown in Figure 7. Table 8 shows the CIELab of Lactic Blend
B in comparison with ADM 3100P, Nuosperse, and Disperbyk. From the CIELab a* value,
Lactic Blend B was comparable with Nuosperse and Disperbyk.
Table 7.
ADM ADM
Nuosperse Disperbyk
6200 3100
L* 72.24 72.43 72.08 71.82
a* 16.62 16.43 16.59 16.70
b* 5.33 5.57 5.43 5.52
∆E* 0.46 0.69 0.28 Standard
∆E* 0.17 0.40 Standard 0.28
[0089] Table 8.
ADM ADM
Nuosperse Disperbyk
6200 3100
L* 72.24 71.50 72.22 72.15
a* 16.62 17.31 16.72 16.70
b* 5.33 6.09 5.48 5.42
∆E* 0.10 1.47 0.07 Standard
∆E* 0.05 1.44 Standard 0.07
Example 13.
Pigment dispersions were prepared according to the formulations of Table
9. ADM 6200 was evaluated with ADM 3200 as a standard. Pigments were ground using cowles
blade and glass beads to simulate bead mill for 45 minutes at 1300 rpm. Color development was
evaluated at 1.56% pigmentation with Sherwin-Williams Gloss white base. Paint mixtures were
applied on white Leneta paper and color properties were determined by Spectro-guide.
Table 9.
ADM 6200 Standard
ADM 3200
Blend to disperse
Water 69.00 69.00
ADM 3200 18.00
ADM 6200 18.00
Tergitol L-62 7.50 7.50
AMP-95 2.25 2.25
Byk 024 1.50 1.50
Hostaperm Green GNX 45.00 45.00
(%Pigment = 31.41%)
Add after pigment dispersion
Water --- ---
Total(grams) 143.25 143.25
ADM 6200 was compared to ADM 3200. 6.75 g of water was withheld in
both formulations. ADM 6200 showed less foam development during grinding than ADM 3200
as shown by higher viscosity and density compared with ADM 3200, and ADM 6200 showed an
increase in gloss and comparable color development as compared to ADM 3200 as shown in
Table 10.
Table 10.
ADM 6200 Standard
ADM 3200
Brookfield Visco (p) 0.529 0.350
Density (#/gal) 10.17 9.71
Fineness of Grind 0 0
(FOG) µ
L* (= 100 lightness) 67.96 67.96
- a* (greenness) -43.30 -43.69
+ b*(yellowness) 1.07 1.00
∆E* 0.39 Standard
Gloss 37.90 35.90
Color Strength 99.95 100.00%
A graphical presentation of the paint film properties are shown in Figure 8
and the color is shown in Figure 9.
Example 14.
Pigment dispersions that were mixed with Sherwin-Williams Extra White
Gloss base for color development included ADM 6200 (Trial 5), ADM 3200, and Disperbyk.
The different pigment dispersions were applied on white Leneta paper and dried overnight under
laboratory condition. Color properties were determined by Spectro-guide.
Table 11 shows the CIELab comparison of ADM 6200, ADM 3200, and
Disperbyk. The color comparisons are shown in Figure 10. Table 12 shows the CIELab
comparison of ADM 6200 with Disperbyk and ADM 3200, and color comparisons are shown in
Figure 11.
Table 11.
ADM ADM ADM Disperbyk
6200 Trial 3200 3200
L* 43.57 43.83 43.90 52.27
a* -0.59 -0.59 -0.66 -0.83
b* -2.59 -2.44 -2.58 -2.18
∆E* 8.93 8.57 8.56 Standard
Table 12.
ADM 6200 ADM Disperbyk
Trial 5 3200
L* 43.57 44.19 46.11
a* -0.59 -0.55 -0.65
b* -2.59 -2.41 -2.48
∆E* 2.56 1.94 Standard
From the CIELab L* values in Tables 11 and 12, ADM 6200 showed
better color development than Disperbyk (the lower the value, the darker the color). Disperbyk
showed color instability on storage at room temperature. This is shown on the change of color as
shown in Figure 11. Figure 12 shows the graphical comparison of the L* values.
Example 15. Dispersion of pigment black.
Pigment dispersions were prepared according to formulations of Table 13.
Various trials were made to compare to the standard ADM 3200 formulation. Pigments were
ground using cowles blade and glass beads to simulate bead mill for 60 minutes at 1200 rpm.
Color development was evaluated at 1% pigmentation with Sherwin-Williams Gloss white base.
Paint mixtures were applied on white Leneta paper and dried overnight under normal laboratory
condition. Color properties were determined by Spectro-guide.
Table 13. Formulations of ADM 6200 and the reference ADM 3200.
ADM 6200 ADM 3200
Trial 5
Blend to disperse
Water 78.00 78.00
ADM 3200 --- 17.70
ADM 6200 17.70 ---
Tergitol L-62 15.00 15.00
AMP-95 2.60 1.20
Drewplus L-475 2.40
Byk 021 1.45
Monarch 1100 30.00 35.70
(%Pigment) (20.00) (23.80)
Water 5.25 ---
Total (grams) 150.00 150.00
A lb-lb substitution of ADM 3200 with ADM 6200 in the standard
formulation showed an increase in viscosity during grinding, development of excess foam, and
lighter color development. Several trials on reduction of Tergitol L-62 or increasing ADM 6200
did not decrease the foam formation and improve the color development. Replacing the
defoamer Drewplus L475 with Byk 021 (Trial 4) improved the color development, however, the
viscosity of the millbase increased after 60 minutes of grinding, but was still able to be filtered.
Decreasing the pigmentation to about 20% (Trial 5) improved the foaming property. There was
no increase in mill base viscosity in the entire 60 minutes pf grinding and color development was
better than ADM 3200.
Table 14 shows the dispersion and paint film properties. ADM 6200 (Trial
) showed lower viscosity, better color development and higher color strength as shown by the
CIELab values.
[00104] Table 14. Paint film properties of ADM 6200 and the reference ADM
3200.
ADM 6200 Trial ADM 3200
Brookfield Visco (p) 0.417 0.579
Density (#/gal) 8.93 8.90
Fineness of Grind 5 5
(FOG) µ
L* = 0 (darkness) 43.42 43.81
- a* (greenness) -0.58 -0.59
- b*(blueness) -2.52 -2.37
∆E* 0.41 Standard
Gloss 36.50 37.20
Color Strength 101.82 100.00%
A graphical representation of the paint film properties is shown in Figure
13 and color is shown in Figure 14.
[00106] The ADM 6200 dispersant showed better color development than ADM
3200, even at a lower pigment loading. ADM 6200 also improved foam development.
Example 16. Dispersion of Titanium dioxide.
Pigment dispersions were prepared according to the formulations of Table
. ADM 6200 was evaluated with ADM 3100 as a standard. Pigments were dispersed under
high speed dispersion for 45 minutes at 1600 rpm. Color development was evaluated at 1.5% in
Sherwin-Williams Gloss Blue Tint Base. Paint mixtures were applied on white Leneta paper and
dried overnight under normal laboratory condition. Color properties were determined by
Spectro-guide.
Table 15. Formulations of ADM 6200 and the reference ADM 3100.
ADM 6200 ADM 3100
Blend to disperse
Water 53.66 53.66
ADM 3100 --- 21.60
ADM 6200 21.60 ---
Tergitol L-62 7.21 7.21
Byk 021 3.60 3.60
Titanium Dioxide 252.00 252.00
R902P
(% Pigment) (74.54%) (73.43%)
Water --- 5.11
Total(grams) 338.07 343.18
A lb-lb substitution of ADM 3100 with ADM 6200 in the White
dispersion formulation was evaluated. No additional water was added to the sample after
addition of the pigment since the millbase viscosity was already low, thus increasing the
pigmentation by at least 1%. Table 16 shows the dispersion and paint film properties. Both
dispersants showed good dispersing property as shown by the Fineness of Grind and color
development with a very minimal color difference. Pigment dispersion with ADM 6200 resulted
in lower viscosity, slightly higher pigment loading, and minimal foam development as shown by
its high density.
Table 16. Paint film properties of ADM 6200 and the reference ADM
3100.
ADM 6200 ADM 3100
Dispersion Properties
Density (#/gal) 18.95 18.02
Fineness of Grind 0 0
(FOG) µ
Viscosity @ 30 rpm 3563 3861
(cps)
Paint Film Properties
L* (= 100 lightness) 86.57 86.61
- a* (greenness) -11.81 -11.79
- b*(blueness) -10.78 -10.75
∆E* 0.04 Standard
Gloss 39.30 40.80
Color Strength 100.11% 100.00%
A graphical representation of the paint film properties is shown in Figure
and color is shown in Figure 16.
ADM 6200 dispersant showed equal color development with ADM 3100,
decreased foam development of the millibase, and increased pigment loading.
Example 17.
The following Table 17 shows the effect of ADM 6400 being effective in
increasing the pigment loading, while being able to lower viscosity with no compromise on
color. As shown by the Standard ADM 3200, the pigment loading is very limited and an upper
limit is reached with respect to viscosity. With ADM 6400, a good synergy is seen with
dispersing action and pigment loading where pigment loading may even reach 42%. Similar
results were obtained with organic pigments.
Table 17. Pigment Blue Dispersion
ADM 6400 ADM 3200 ADM 3200/ADM 6400
Blend to disperse
Water 42.14 52.7 41.19
ADM 3200 --- 11 7.14
ADM 6400 11.6 4.74
Tergitol L-62 2.1 5.8 2.62
AMP-95 1.3 0.75 1.3
Byk 021 1.05 0.75 1.04
Pigment Blue (15:3) 41.8 29 41.98
Lansco 5576 C
Total 100 100 100
This disclosure has been described with reference to certain exemplary
embodiments, compositions and uses thereof. However, it will be recognized by those of
ordinary skill in the art that various substitutions, modifications or combinations of any of the
exemplary embodiments may be made without departing from the spirit and scope of the
disclosure. Thus, the disclosure is not limited by the description of the exemplary embodiments,
but rather by the appended claims as originally filed.
Claims (15)
- CLAIMS is: 1. A composition in the form of a thermodynamically stable, nano-dispersion, comprising: a lecithin; an organic acid; a salt of the organic acid, an ester of the organic acid, or a combination thereof; and water.
- 2. The composition of claim 1, wherein the organic acid is lactic acid and the composition further comprises ethyl lactate and sodium lactate.
- 3. The composition of claim 1, wherein the organic acid is selected from the group consisting of lactic acid, propionic acid, methyl acetic acid, acetic acid, fumaric acid, citric acid, ascorbic acid, gluconic acid, gluconic delta lactone acid, adipic acid, malic acid, tartaric acid, a hydroxyl acid, and combinations of any thereof.
- 4. The composition of claim 3 further comprising the salt and the ester of the organic acid.
- 5. The composition of any one of claims 1-4, wherein the lecithin is selected from the group consisting of crude filtered lecithin, de-oiled lecithin, chemically modified lecithin, enzymatically modified lecithin, standardized lecithin, and combinations of any thereof.
- 6. The composition of any one of claims 1-5, comprising: the lecithin from 30% to 80% by weight of the composition; the organic acid from 10% to 50% by weight of the composition; and the water from 10% to 30% by weight of the composition.
- 7. The composition of any one of claims 1-6, comprising less than 5 g/L of volatile organic compounds.
- 8. The composition of any one of claims 1-7, further comprising a surfactant selected from the group consisting of an anionic surfactant, a non-ionic surfactant and combinations of any thereof.
- 9. The composition of claim 8, wherein the surfactant has a hydrophilic-lipophilic balance of between 10.0 and 24.0.
- 10. The composition of claim 8 or claim 9, wherein the non-ionic surfactant is selected from the group consisting of sorbitan monostearate, polyoxyethylene ester of rosin, polyoxyethylene dodecyl mono ether, polyoxyethylene-polyoxypropylene block copolymer, polyoxyethylene monolaurate, polyoxyethylene monohexadecyl ether, polyoxyethylene monooleate, polyoxyethylene mono(cisoctadecenyl)ether, polyoxyethylene monostearate, polyoxyethylene monooctadecyl ether, polyoxyethylene dioleate, polyoxyethylene distearate, polyoxyethylene sorbitan monolaurate polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan trioleate, polyoxyethylene sorbitan tristearate, polyglycerol ester of oleic acid, polyoxyethylene sorbitol hexastearate, polyoxyethylene monotetradecyl ether, polyoxyethylene sorbitol hexaoleate, fatty acids, tall-oil, sorbitol hexaesters, ethoxylated castor oil, ethoxylated soybean oil, rapeseed oil ethoxylate, ethoxylated fatty acids, ethoxylated fatty alcohols, ethoxylated polyoxyethylene sorbitol tetraoleate, glycerol and polyethylene glycol mixed esters, alcohols, polyglycerol esters, monoglycerides, sucrose esters, alkyl polyglycosides, polysorbates, fatty alkanolamides, polyglycol ethers, derivatives of any thereof, and combinations of any thereof.
- 11. The composition of any one of claims 8-10, wherein the anionic surfactant is selected from the group consisting of sodium and potassium salts of straight-chain fatty acids, polyoxyethylenated fatty alcohol carboxylates, linear alkyl benzene sulfonates, alpha olefin sulfonates, sulfonated fatty acid methyl ester, arylalkanesulfonates, sulfosuccinate esters, alkyldiphenylether(di)sulfonates, alkylnaphthalenesulfonates, isoethionates, alkylether sulfates, sulfonated oils, fatty acid monoethanolamide sulfates, polyoxyethylene fatty acid monoethanolamide sulfates, aliphatic phosphate esters, nonylphenolphosphate esters, fluorinated anionics, and combinations of any thereof.
- 12. The composition of any one of claims 1-11, wherein the composition has a viscosity of 1,500 centipoise or less.
- 13. The composition of any one of claims 1-12, further comprising propylene glycol.
- 14. A dispersant composition in the form of a thermodynamically stable, nano- emulsion comprising: an organic acid having a dielectric constant of between 2 and 35; a salt of the organic acid; an ester of the organic acid; lecithin; and water.
- 15. The dispersant composition of claim 14, wherein the organic acid is selected from the group consisting of lactic acid, propionic acid, methyl acetic acid, acetic acid, fumaric acid, citric acid, ascorbic acid, gluconic acid, gluconic delta lactone acid, adipic acid, malic acid, tartaric acid, a hydroxyl acid, and combinations of any thereof. 17. A product comprising the composition of any one of claims 1-16. 18. The product of claim 17, wherein the product is selected from the group consisting of a paint, an ink, a coating, a magnetic fluid, concrete, a ceramic, a textile auxiliary agent, an aid in leather finishing, a plastic compounding agent, a lubricant, an oilfield drilling additive, a mold release agent, and a cosmetic. 19. A process for producing a product in the form of a thermodynamically stable, nanodispersion, the process comprising: mixing lecithin with an organic acid having a dielectric constant of between 2 and 35 and a salt of the organic acid, an ester of the organic acid, or a combination thereof; and mixing water with the organic acid and the lecithin such that the thermodynamically stable, nanodispersion self-assembles. 20. The process of claim 19, further comprising mixing a co-surfactant with the lecithin. 21. The process of claim 20, further comprising heating the lecithin and the co- surfactant. 22. The process of claim 20 or 21, wherein the co-surfactant is selected from the group consisting of an anionic surfactant, a non-ionic surfactant and a combination thereof. 23. The process of any one of claims 19-22, further comprising mixing propylene glycol with the lecithin. 24. A product produced by the process of any one of claims 19-23. 25. A process comprising use of the composition of any one of claims 1-16 as a dispersion aid, a grinding aid, or a combination thereof. 26. A process of dispersing a compound in a solution comprising mixing the composition of any one of claims 1-16 with the compound in the solution. 27. The process of claim 26, wherein the compound is a pigment. 28. The process of claim 27, wherein the pigment is selected from the group consisting of an organic pigment, an inorganic pigment, carbon black, and combinations of any thereof. 29. A food composition comprising the composition of any one of claims 1-16. 30. The composition of any one of claims 1-16, further comprising a pigment. 31. The composition of claim 30, wherein the pigment is selected from the group consisting of an organic pigment, an inorganic pigment, carbon black, titanium dioxide, and combinations of any thereof. 32. The composition of any one of claims 1-16, having a pH of less than 6. 33. Use of the composition of any one of claims 1-16 as dispersion aid, a grinding aid, or a combination thereof. 34. A composition of claim 1 or 14, substantially as herein described or exemplified with or without reference to the accompanying drawings. 35. A product of claim 17 or claim 24, substantially as herein described or exemplified with or without reference to the accompanying drawings. 36. A process of claim 19, 25 or 26, substantially as herein described or exemplified with or without reference to the accompanying drawings. 37. A use of claim 33, substantially as herein described or exemplified with or without reference to the accompanying drawings.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161484293P | 2011-05-10 | 2011-05-10 | |
| US61/484,293 | 2011-05-10 | ||
| PCT/US2012/037241 WO2012154917A2 (en) | 2011-05-10 | 2012-05-10 | Dispersants having biobased compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NZ617563A NZ617563A (en) | 2015-09-25 |
| NZ617563B2 true NZ617563B2 (en) | 2016-01-06 |
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