US20080257827A1 - Use of silicon-containing polymers to improve red mud flocculation in the bayer process - Google Patents
Use of silicon-containing polymers to improve red mud flocculation in the bayer process Download PDFInfo
- Publication number
- US20080257827A1 US20080257827A1 US12/052,415 US5241508A US2008257827A1 US 20080257827 A1 US20080257827 A1 US 20080257827A1 US 5241508 A US5241508 A US 5241508A US 2008257827 A1 US2008257827 A1 US 2008257827A1
- Authority
- US
- United States
- Prior art keywords
- silicon
- flocculant
- hydroxamated
- group
- containing polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 229920005573 silicon-containing polymer Polymers 0.000 title claims abstract description 91
- 238000004131 Bayer process Methods 0.000 title claims abstract description 53
- 238000005189 flocculation Methods 0.000 title claims description 29
- 230000016615 flocculation Effects 0.000 title claims description 29
- 239000007787 solid Substances 0.000 claims abstract description 65
- 239000000203 mixture Substances 0.000 claims description 92
- 229920000642 polymer Polymers 0.000 claims description 72
- 238000000034 method Methods 0.000 claims description 59
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 56
- 229910052710 silicon Inorganic materials 0.000 claims description 56
- 239000010703 silicon Substances 0.000 claims description 56
- 229920001577 copolymer Polymers 0.000 claims description 31
- 239000008394 flocculating agent Substances 0.000 claims description 27
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 19
- 125000000129 anionic group Chemical group 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 229920006318 anionic polymer Polymers 0.000 claims description 14
- 229920002873 Polyethylenimine Polymers 0.000 claims description 12
- 229920002472 Starch Polymers 0.000 claims description 12
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 12
- 239000008107 starch Substances 0.000 claims description 12
- 235000019698 starch Nutrition 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 150000004676 glycans Chemical class 0.000 claims description 9
- 229920001282 polysaccharide Polymers 0.000 claims description 9
- 239000005017 polysaccharide Substances 0.000 claims description 9
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 229920000058 polyacrylate Polymers 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 230000003311 flocculating effect Effects 0.000 claims description 6
- 229920002401 polyacrylamide Polymers 0.000 claims description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 5
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 5
- PGECUMPWQLVJCY-UHFFFAOYSA-N 2-methylidene-5-triethoxysilylpentanamide Chemical compound CCO[Si](OCC)(OCC)CCCC(=C)C(N)=O PGECUMPWQLVJCY-UHFFFAOYSA-N 0.000 claims description 4
- 150000002500 ions Chemical class 0.000 claims description 4
- 229910021645 metal ion Inorganic materials 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 91
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 78
- 239000000243 solution Substances 0.000 description 52
- -1 acrylate salt Chemical class 0.000 description 28
- 239000000839 emulsion Substances 0.000 description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- 239000000047 product Substances 0.000 description 23
- 230000008569 process Effects 0.000 description 22
- 239000000178 monomer Substances 0.000 description 18
- 125000000217 alkyl group Chemical group 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000007864 aqueous solution Substances 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 11
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- UPBDXRPQPOWRKR-UHFFFAOYSA-N furan-2,5-dione;methoxyethene Chemical compound COC=C.O=C1OC(=O)C=C1 UPBDXRPQPOWRKR-UHFFFAOYSA-N 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 229910001570 bauxite Inorganic materials 0.000 description 9
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 125000005647 linker group Chemical group 0.000 description 7
- 229910000077 silane Inorganic materials 0.000 description 7
- 239000002002 slurry Substances 0.000 description 7
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 238000013019 agitation Methods 0.000 description 6
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical class [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 6
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 6
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 6
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 229910001388 sodium aluminate Inorganic materials 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 238000005352 clarification Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- YICILWNDMQTUIY-UHFFFAOYSA-N 2-methylidenepentanamide Chemical compound CCCC(=C)C(N)=O YICILWNDMQTUIY-UHFFFAOYSA-N 0.000 description 3
- ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 3
- 102100032533 ADP/ATP translocase 1 Human genes 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 101000796932 Homo sapiens ADP/ATP translocase 1 Proteins 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000004645 aluminates Chemical class 0.000 description 3
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 3
- 239000003708 ampul Substances 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 239000003518 caustics Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 125000006165 cyclic alkyl group Chemical group 0.000 description 3
- 229910001679 gibbsite Inorganic materials 0.000 description 3
- 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- BGXNGARHYXNGPK-UHFFFAOYSA-N 2-[1-[(4-methoxyphenyl)methylsulfanyl]cyclohexyl]acetic acid Chemical compound C1=CC(OC)=CC=C1CSC1(CC(O)=O)CCCCC1 BGXNGARHYXNGPK-UHFFFAOYSA-N 0.000 description 2
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical compound C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 description 2
- 0 C.C.C.C.C.C.C=C.C=C.[1*]C(CC)CC([2*])C Chemical compound C.C.C.C.C.C.C=C.C=C.[1*]C(CC)CC([2*])C 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 239000005708 Sodium hypochlorite Substances 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 2
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical group C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000007810 chemical reaction solvent Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 230000029087 digestion Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- LQPLDXQVILYOOL-UHFFFAOYSA-I pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC(=O)[O-])CCN(CC([O-])=O)CC([O-])=O LQPLDXQVILYOOL-UHFFFAOYSA-I 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 150000004760 silicates Chemical class 0.000 description 2
- 239000000429 sodium aluminium silicate Substances 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- KRHOKZHVSQKTJI-BJBXXJATSA-N (1S,3R,8R,9S,11R)-2,2-dichloro-3,7,7,11-tetramethyl-10-oxatetracyclo[6.5.0.01,3.09,11]tridecane Chemical compound CC1(C)CCC[C@@]2(C)C(Cl)(Cl)[C@]22CC[C@@](C)(O3)[C@@H]3[C@@H]21 KRHOKZHVSQKTJI-BJBXXJATSA-N 0.000 description 1
- ORFPMGWJDWEAAQ-UHFFFAOYSA-N (4-ethenylphenyl)-triethoxysilane Chemical compound CCO[Si](OCC)(OCC)C1=CC=C(C=C)C=C1 ORFPMGWJDWEAAQ-UHFFFAOYSA-N 0.000 description 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- MGRVRXRGTBOSHW-UHFFFAOYSA-N (aminomethyl)phosphonic acid Chemical class NCP(O)(O)=O MGRVRXRGTBOSHW-UHFFFAOYSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- YPKNIURCMPHHJJ-UHFFFAOYSA-N 1-(3-triethoxysilylpropyl)pyrrole-2,5-dione Chemical compound CCO[Si](OCC)(OCC)CCCN1C(=O)C=CC1=O YPKNIURCMPHHJJ-UHFFFAOYSA-N 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 0.000 description 1
- 125000006023 1-pentenyl group Chemical group 0.000 description 1
- 125000006069 2,3-dimethyl-2-butenyl group Chemical group 0.000 description 1
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical compound CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-UHFFFAOYSA-N 0.000 description 1
- YZUMRMCHAJVDRT-UHFFFAOYSA-N 2-(hexadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCOCC1CO1 YZUMRMCHAJVDRT-UHFFFAOYSA-N 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- PTZRYAAOQPNAKU-UHFFFAOYSA-N 2-[(1-carboxy-3-cyanobutyl)diazenyl]-4-cyanopentanoic acid Chemical compound N#CC(C)CC(C(O)=O)N=NC(C(O)=O)CC(C)C#N PTZRYAAOQPNAKU-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- MNKMYBNTUYUVPA-UHFFFAOYSA-N 2-[ethoxy(dimethoxy)silyl]prop-2-enoic acid Chemical compound CCO[Si](OC)(OC)C(=C)C(O)=O MNKMYBNTUYUVPA-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
- 125000006029 2-methyl-2-butenyl group Chemical group 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 1
- GXDMUOPCQNLBCZ-UHFFFAOYSA-N 3-(3-triethoxysilylpropyl)oxolane-2,5-dione Chemical compound CCO[Si](OCC)(OCC)CCCC1CC(=O)OC1=O GXDMUOPCQNLBCZ-UHFFFAOYSA-N 0.000 description 1
- 125000006027 3-methyl-1-butenyl group Chemical group 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical class CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- RWLDCNACDPTRMY-UHFFFAOYSA-N 3-triethoxysilyl-n-(3-triethoxysilylpropyl)propan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCNCCC[Si](OCC)(OCC)OCC RWLDCNACDPTRMY-UHFFFAOYSA-N 0.000 description 1
- KGYYLUNYOCBBME-UHFFFAOYSA-M 4-fluoro-2-phenyl-4-(4-propylcyclohexyl)cyclohexa-1,5-diene-1-carboxylate Chemical compound C1CC(CCC)CCC1C1(F)C=CC(C([O-])=O)=C(C=2C=CC=CC=2)C1 KGYYLUNYOCBBME-UHFFFAOYSA-M 0.000 description 1
- TVTRDGVFIXILMY-UHFFFAOYSA-N 4-triethoxysilylaniline Chemical compound CCO[Si](OCC)(OCC)C1=CC=C(N)C=C1 TVTRDGVFIXILMY-UHFFFAOYSA-N 0.000 description 1
- BHTZPJXABISXPB-UHFFFAOYSA-N 4-triethoxysilylbutan-2-amine Chemical compound CCO[Si](OCC)(OCC)CCC(C)N BHTZPJXABISXPB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910003202 NH4 Inorganic materials 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000002521 alkyl halide group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- YPUVTLQZHBUGSK-UHFFFAOYSA-K aluminum;trihydroxide;trihydrate Chemical compound O.O.O.[OH-].[OH-].[OH-].[Al+3] YPUVTLQZHBUGSK-UHFFFAOYSA-K 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- SARLAKSPUJWQHN-UHFFFAOYSA-N azanylidyne-[hydroxy(nitrosulfonyl)amino]methane Chemical compound N#CN(O)S(=O)(=O)[N+]([O-])=O SARLAKSPUJWQHN-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229960003328 benzoyl peroxide Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000005998 bromoethyl group Chemical group 0.000 description 1
- RMCOJEZDSRZFOF-UHFFFAOYSA-N but-1-enyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=CCC RMCOJEZDSRZFOF-UHFFFAOYSA-N 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004855 decalinyl group Chemical group C1(CCCC2CCCCC12)* 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 239000003866 digestant Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 125000005469 ethylenyl group Chemical group 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 238000012781 high pressure - size exclusion chromatography Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- SBGKURINHGJRFN-UHFFFAOYSA-N hydroxymethanesulfinic acid Chemical compound OCS(O)=O SBGKURINHGJRFN-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000012688 inverse emulsion polymerization Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000005468 isobutylenyl group Chemical group 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- LIBWSLLLJZULCP-UHFFFAOYSA-N n-(3-triethoxysilylpropyl)aniline Chemical compound CCO[Si](OCC)(OCC)CCCNC1=CC=CC=C1 LIBWSLLLJZULCP-UHFFFAOYSA-N 0.000 description 1
- JUGMHUQFSYYJTB-UHFFFAOYSA-N n-(3-triethoxysilylpropyl)prop-2-enamide Chemical compound CCO[Si](OCC)(OCC)CCCNC(=O)C=C JUGMHUQFSYYJTB-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000005470 propylenyl group Chemical group 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002210 silicon-based material Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- WZWGGYFEOBVNLA-UHFFFAOYSA-N sodium;dihydrate Chemical compound O.O.[Na] WZWGGYFEOBVNLA-UHFFFAOYSA-N 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000010414 supernatant solution Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- NNBZCPXTIHJBJL-UHFFFAOYSA-N trans-decahydronaphthalene Natural products C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 1
- UMFJXASDGBJDEB-UHFFFAOYSA-N triethoxy(prop-2-enyl)silane Chemical compound CCO[Si](CC=C)(OCC)OCC UMFJXASDGBJDEB-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical group CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical group CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
- C08F230/085—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D3/00—Differential sedimentation
- B03D3/06—Flocculation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01F—COMPOUNDS OF THE METALS BERYLLIUM, MAGNESIUM, ALUMINIUM, CALCIUM, STRONTIUM, BARIUM, RADIUM, THORIUM, OR OF THE RARE-EARTH METALS
- C01F7/00—Compounds of aluminium
- C01F7/02—Aluminium oxide; Aluminium hydroxide; Aluminates
- C01F7/04—Preparation of alkali metal aluminates; Aluminium oxide or hydroxide therefrom
- C01F7/06—Preparation of alkali metal aluminates; Aluminium oxide or hydroxide therefrom by treating aluminous minerals or waste-like raw materials with alkali hydroxide, e.g. leaching of bauxite according to the Bayer process
- C01F7/0646—Separation of the insoluble residue, e.g. of red mud
- C01F7/0653—Separation of the insoluble residue, e.g. of red mud characterised by the flocculant added to the slurry
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
- C02F1/56—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F216/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F216/12—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
- C08F216/14—Monomers containing only one unsaturated aliphatic radical
- C08F216/16—Monomers containing no hetero atoms other than the ether oxygen
- C08F216/18—Acyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/04—Anhydrides, e.g. cyclic anhydrides
- C08F222/06—Maleic anhydride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
- C02F1/545—Silicon compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
Definitions
- Bauxite is the basic raw material for almost all manufactured alumina compounds. In the course of production of aluminum compounds, most bauxite is refined to aluminum hydroxide by the Bayer process.
- the Bayer process involves hot leaching of bauxite with NaOH solution in pressure vessels to obtain supersaturated sodium aluminate solutions from which Al(OH) 3 is precipitated by seeding.
- Bayer process refineries share six common process stages: bauxite mining; raw material preparation; bauxite digestion; separation, washing, disposal of insoluble bauxite residue; aluminum hydroxide (trihydrate) precipitation; and calcinations to anhydrous alumina.
- the process of separating bauxite residue solids from the supersaturated green liquor near its boiling point is known as “clarification”.
- the coarser solid particles are generally removed with a “sand trap” cyclone.
- the slurry is normally fed to the center well of a mud settler where it is treated with a flocculant composition that may be based on a variety of flocculating agents including starch, flour, polyacrylate salt polymer, acrylate salt/acrylamide copolymer, and/or water-soluble polymers containing pendant hydroxamic acid or salt groups.
- clarified sodium aluminate solution referred to as green liquor, overflows a weir at the top of the mud settling tank and is passed to the subsequent process steps.
- the sodium aluminate solution is generally cooled to enhance supersaturation and then seeded, e.g. with fine gibbsite seed from previous cycles to initiate precipitation of the desired end product Al(OH) 3 .
- the present invention provides silicon-containing polymers, flocculant compositions and processes for the reduction of suspended solids from a process stream of the Bayer alumina process.
- the processes involve contacting a Bayer process stream with such a silicon-containing polymer and/or flocculant composition to flocculate suspended solids in Bayer process streams.
- silicon-containing polymers and flocculant compositions described herein are particularly useful for flocculating suspended DSP in Bayer process streams.
- silicon-containing polymers include those having pendant silane groups, e.g., silicon-containing pendant groups of the Formula (I) attached thereto:
- each R is independently hydrogen, C 1-20 alkyl, C 1-20 alkenyl, C 6-12 aryl, C 7-20 arylkyl, a group I metal ion, a group II metal ion, or NR′ 4 + ; where each R′ is independently hydrogen, C 1-20 alkyl, C 1-20 alkenyl, C 6-12 aryl, and C 7-20 arylkyl; and where R and R′ are each independently unsubstituted, hydroxy-substituted, or beta-hydroxy substituted.
- R can be or include an aryl group.
- aryl as used herein is a broad term and is used in its ordinary sense, including, without limitation, to refer to an aromatic carbocyclic moiety such as phenyl or naphthyl, as well as arylalkyl and alkylaryl moieties.
- the polymer backbone comprises substituted ethylene recurring units, e.g., —[CH 2 C(R x )H]—, wherein R x comprises a silane group with or without a linking group as described elsewhere herein, or another pendant substituent.
- R x comprises a silane group with or without a linking group as described elsewhere herein, or another pendant substituent.
- a single kind of linking group can be employed, or combinations of linking groups can be employed.
- additional hydrogen atoms of the ethylene recurring unit can be substituted by a pendant silane group or some other pendant group.
- the monomers or resulting recurring units can be hydrolyzed by aqueous base, either before or after polymerization.
- Suitable comonomers include, but are not limited to, vinyl acetate, acrylonitrile, styrene, acrylic acid and it esters, acrylamide and substituted acrylamides such as acrylamidomethylpropanesulfonic acid.
- the copolymers can also be graft copolymers, such as polyacrylic acid-g-poly(vinyltriethoxysilane) or poly(vinylacetate-co-crotonic acid)-g-poly(vinyltriethoxysilane).
- the silicon-containing polymer comprises recurring units, the recurring units comprising a first recurring unit having a structure —[CH 2 C(R 1 )H]—, a second recurring unit having a structure —[CH 2 C(R 2 )H]—, a third recurring unit having a structure —[CH 2 C(R 3 )H]—, a fourth recurring unit having a structure —[CH 2 C(R 4 )H]—, and a fifth recurring unit having a structure —[CH 2 C(R 5 )H]—, wherein R 1 is C( ⁇ O)NH 2 , wherein R 2 is —C( ⁇ O)O ⁇ , wherein R 3 is —C( ⁇ O)NHO ⁇ , wherein R 4 is —NHC( ⁇ O)NHCH 2 CH 2 CH 2 Si(O ⁇ ) 3 , and wherein R 5 is —NH 2 .
- Flocculant compositions including those containing a silicon-containing polymer flocculant as described herein (e.g., a silicon-containing polymer flocculant for a DSP) and/or a polymer flocculant for a Bayer process red mud, may be concentrated or diluted (e.g., in water), and may include additional ingredients. It will be appreciated by those skilled in the art that Bayer process sites are often located far from flocculant manufactureres, and thus it is often desirable to transport the flocculant composition to the Bayer process site in a relatively concentrated form in order to minimize shipping costs.
- a silicon-containing polymer flocculant as described herein e.g., a silicon-containing polymer flocculant for a DSP
- a polymer flocculant for a Bayer process red mud may be concentrated or diluted (e.g., in water), and may include additional ingredients. It will be appreciated by those skilled in the art that Bayer process sites are often located far from flocculant
- the concentrated flocculant composition can then be conveniently diluted in an aqueous medium on site to form a dilute flocculant composition, at or about the time that it is to be used.
- the aqueous medium with which the concentrated flocculant composition is diluted may be water in a relatively pure form, recycled water from various sources, or an aqueous Bayer process stream.
- the DSP may comprise, for example, a sodium aluminosilicate.
- at least a portion of the DSP is suspended in the flocculant composition.
- concentration of any particular polymer flocculant in a flocculant composition may vary over a broad range, e.g., from about 0.1 part per million to about 100% (e.g., highly concentrated form containing little or no water).
- examples of suitable concentrations of the anionic polymer flocculant in the flocculant composition include amounts in the range of from about 0.1 part per million to about 1,000 parts per million, and examples of suitable concentrations of the silicon-containing polymeric flocculant in the flocculant composition include amounts in the range of from about one part per million to about 500 parts per million.
- the Bayer process stream comprises suspended DSP, e.g., from about 0.02 grams per liter to about 200 grams per liter of suspended DSP.
- suspended DSP e.g., from about 0.02 grams per liter to about 200 grams per liter of suspended DSP.
- the polymer flocculants and flocculant compositions described herein are particularly useful for flocculating suspended DSP in Bayer process streams.
- a synthetic Bayer liquor is made by adding 256 g sodium aluminate, 66 g sodium hydroxide, and 40 g sodium carbonate to water to make a total of 1000 ml and heating to 100° C.
- a DSP is made by heating kaolin in sodium hydroxide solution to 150° C., followed by filtration, washing, and drying to recover dry DSP.
- Red mud solids are obtained from mud slurry typically being discharged to waste at an operating Bayer plant. This mud is washed free of the associated dilute sodium aluminate solution, dried and ground.
- a slurry of 9 g Pearl starch (National Starch and Chemical Co., Bridgewater, N.J., USA) is mixed with 2 g glycidoxypropyltrimethoxysilane and stirred at room temperature for 16 hours.
- the reaction product is partially dried at 50° C., then heated to 95° C. in 20 g/l aqueous NaOH to make a 3% solution.
- the product is Reagent C.
- Reagent C exhibits significantly increased settling rates for suspended DSP or red mud, compared to unfunctionalized pearl starch, indicating that Reagent C is an effective flocculating agent in its own right.
- Reagent C is even more effective in flocculating suspended DSP/red mud mixtures (10/70, 20/80, and a 40/60). Good clarity is also observed for red mud and DSP/red mud mixtures treated with Reagent C.
- Reagent C significantly increases the settling rate of red mud and substantially improves clarity when employed in combination with Superfloc HX-400.
- a reagent is made by a process similar to that of Example 5a, except 0.005 moles (0.60 g) styreneoxide is used instead of the epoxybutane.
- the product is Reagent G.
- Scripset 520 a styrene-maleic anhydride copolymer made by Hercules Inc., Wilmington, Del., USA
- Scripset 520 a styrene-maleic anhydride copolymer made by Hercules Inc., Wilmington, Del., USA
- toluene a styrene-maleic anhydride copolymer made by Hercules Inc., Wilmington, Del., USA
- 2.19 g of aminopropyl-triethoxysilane in 10 g of toluene is added.
- the mixture is refluxed for 2 hours and then cooled to ambient temperature.
- the solid polymer is filtered off, washed with hexane, and dried at 60° C. to yield Reagent N.
- aqueous solution of the product is prepared by breaking the white emulsion into a 2% sodium hydroxide solution containing nonylphenol ethoxylate nonionic surfactant (SURFONIC N-95 from Huntsman Petrochemical Corporation of Houston, Tex., USA), yielding Reagent S.
- SURFONIC N-95 nonylphenol ethoxylate nonionic surfactant
- a polymer backbone emulsion of poly(acrylamide-co-acrylic acid) is prepared in a similar process as described in Example 15, except that N-vinylformamide is not included in the aqueous phase.
- the emulsion product contains 32% real polymer.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Inorganic Chemistry (AREA)
- Geology (AREA)
- Geochemistry & Mineralogy (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Water Supply & Treatment (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Hydrology & Water Resources (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Treatment Of Sludge (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Compounds (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/052,415 US20080257827A1 (en) | 2007-04-20 | 2008-03-20 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
| US13/363,712 US8906239B2 (en) | 2007-04-20 | 2012-02-01 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
| US14/929,914 US20160052807A1 (en) | 2007-04-20 | 2015-11-02 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91298107P | 2007-04-20 | 2007-04-20 | |
| US12/052,415 US20080257827A1 (en) | 2007-04-20 | 2008-03-20 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/363,712 Division US8906239B2 (en) | 2007-04-20 | 2012-02-01 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
| US14/929,914 Division US20160052807A1 (en) | 2007-04-20 | 2015-11-02 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20080257827A1 true US20080257827A1 (en) | 2008-10-23 |
Family
ID=39540637
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US12/052,415 Abandoned US20080257827A1 (en) | 2007-04-20 | 2008-03-20 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
| US13/363,712 Expired - Fee Related US8906239B2 (en) | 2007-04-20 | 2012-02-01 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
| US14/929,914 Abandoned US20160052807A1 (en) | 2007-04-20 | 2015-11-02 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/363,712 Expired - Fee Related US8906239B2 (en) | 2007-04-20 | 2012-02-01 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
| US14/929,914 Abandoned US20160052807A1 (en) | 2007-04-20 | 2015-11-02 | Use of silicon-containing polymers to improve red mud flocculation in the bayer process |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US20080257827A1 (pt) |
| EP (2) | EP2139812B1 (pt) |
| JP (2) | JP5350362B2 (pt) |
| CN (2) | CN102515228B (pt) |
| AP (1) | AP2481A (pt) |
| AU (1) | AU2008242419B2 (pt) |
| BR (1) | BRPI0810024B1 (pt) |
| CA (4) | CA2962679A1 (pt) |
| ES (1) | ES2718610T3 (pt) |
| RU (1) | RU2429207C2 (pt) |
| SA (1) | SA08290216B1 (pt) |
| TR (1) | TR201904663T4 (pt) |
| WO (1) | WO2008130766A1 (pt) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011100183A1 (en) | 2010-02-12 | 2011-08-18 | Cytec Technology Corp. | Water-in-oil emulsion compositions and methods for making and using the same |
| WO2011100185A1 (en) | 2010-02-12 | 2011-08-18 | Cytec Technology Corp. | Flocculant compositions containing silicon-containing polymers |
| US8298508B2 (en) * | 2010-08-09 | 2012-10-30 | Nalco Company | Recovery of alumina trihydrate during the bayer process using cross-linked polysaccharides |
| US9102995B2 (en) | 2010-08-09 | 2015-08-11 | Nalco Company | Cross-linked ethylsulfonated dihydroxypropyl cellulose |
| US20150284278A1 (en) * | 2012-11-07 | 2015-10-08 | Rio Tinto Alcan International Limited | Treatment of alkaline bauxite residue |
| US9199855B2 (en) | 2010-08-09 | 2015-12-01 | Nalco Company | Chemical treatment to improve red mud separation and washing in the bayer process |
| WO2017213626A1 (en) | 2016-06-07 | 2017-12-14 | Cytec Industries Inc. | Silicon containing polymer flocculants |
| US10301414B2 (en) * | 2014-12-08 | 2019-05-28 | Cytec Industries Inc. | Silicon containing polymer flocculants |
| US10315944B2 (en) * | 2014-04-30 | 2019-06-11 | Dow Global Technologies Llc | Polymeric flocculants for treating aqueous mineral suspensions |
| US10427950B2 (en) | 2015-12-04 | 2019-10-01 | Ecolab Usa Inc. | Recovery of mining processing product using boronic acid-containing polymers |
| US11046794B2 (en) | 2014-12-17 | 2021-06-29 | Cytec Industries Inc. | Scale inhibitor compositions and methods of using |
| CN117699934A (zh) * | 2024-02-06 | 2024-03-15 | 克拉玛依市弘智油田技术服务有限公司 | 一种净水剂及其制备方法 |
| US12145856B2 (en) | 2021-02-12 | 2024-11-19 | Ecolab Usa Inc. | Purification of ores using boronic acid-functional compounds |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0810024B1 (pt) * | 2007-04-20 | 2019-03-19 | Cytec Technology Corp. | Polímero hidroxamado contendo silício, e, método de floculação |
| JP5464718B2 (ja) * | 2008-10-17 | 2014-04-09 | サイテク・テクノロジー・コーポレーシヨン | ボーキサイトからのアルミナの生産工程における改善された固形分の凝集のための、珪素含有ポリマーの使用 |
| EP3199218B1 (en) | 2009-09-15 | 2019-11-06 | Suncor Energy Inc. | Process for drying oil sand mature fine tailings |
| CA2701317C (en) | 2009-09-15 | 2016-08-23 | Suncor Energy Inc. | Process for flocculating and dewatering oil sand mature fine tailings |
| AU2009354586A1 (en) | 2009-10-30 | 2012-05-24 | Suncor Energy Inc. | Depositing and farming methods for drying oil sand mature fine tailings |
| CN104768627B (zh) * | 2012-10-29 | 2017-03-22 | 纳尔科公司 | 用于改进拜耳法的过滤的方法 |
| KR101258092B1 (ko) | 2012-11-23 | 2013-04-25 | 태성건설 주식회사 | 황화합물 악취제거제 제조방법 및 이를 이용한 악취제거제 |
| ES2859723T3 (es) * | 2012-12-28 | 2021-10-04 | Nalco Co | Tratamiento químico para mejorar la separación y lavado del lodo rojo en el proceso Bayer |
| CA2931183C (en) | 2014-01-22 | 2019-05-07 | Halliburton Energy Services, Inc. | Clusters of micron-and nano-sized proppant for use in subterranean operations |
| JP7010453B2 (ja) * | 2016-05-05 | 2022-02-10 | スリーエム イノベイティブ プロパティズ カンパニー | 組成物、物品の製造方法、及び物品 |
| CN110316938A (zh) * | 2018-03-27 | 2019-10-11 | 上海凯赛生物技术研发中心有限公司 | 一种强化污泥浓缩方法 |
| CN109679015B (zh) * | 2018-12-17 | 2021-08-24 | 安徽天润化学工业股份有限公司 | 一种用于赤泥沉降的含硅丙烯酸类聚合物及其制备方法 |
| CN109762104B (zh) * | 2019-01-31 | 2020-12-29 | 安徽天润化学工业股份有限公司 | 一种水性核壳结构纳米氧化铝/疏水缔合型纳米聚丙烯酰胺乳液及其乳液的制备方法 |
| RU2707023C1 (ru) * | 2019-05-20 | 2019-11-21 | Пётр Александрович Зимовец | Способ реагентной обработки отходов промывки технологического оборудования производства технических тканей с пропиткой из синтетических волокон |
| CN110040832A (zh) * | 2019-06-03 | 2019-07-23 | 滨州大宗固废资源循环利用研究院有限公司 | 一种基于赤泥的聚合硅硫酸铝铁絮凝剂的制备方法 |
| CN110950998B (zh) * | 2019-11-08 | 2021-03-09 | 中南大学 | 一种天然-合成共聚物改良剂的应用 |
| JP7372594B2 (ja) * | 2019-11-29 | 2023-11-01 | 株式会社リコー | 手技練習用臓器モデル造形用のハイドロゲル前駆体液、手技練習用臓器モデルの製造方法及び手技練習用臓器モデル |
Citations (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3390959A (en) * | 1965-04-30 | 1968-07-02 | Nalco Chemical Co | Process of making alumina |
| US3691012A (en) * | 1966-12-28 | 1972-09-12 | Kyowa Hakko Kogyo Kk | Process for producing citric acid |
| US3779912A (en) * | 1970-10-12 | 1973-12-18 | Petrolite Corp | Water clarification process using silicon-containing aminomethyl phosphonates |
| US4083925A (en) * | 1976-03-22 | 1978-04-11 | Martin Marietta Aluminum, Inc. | Method for removing ferrous iron from alkali metal aluminate liquor |
| US4678585A (en) * | 1981-12-30 | 1987-07-07 | American Cyanamid Company | Process for alumina recovery |
| US4767540A (en) * | 1987-02-11 | 1988-08-30 | American Cyanamid Company | Polymers containing hydroxamic acid groups for reduction of suspended solids in bayer process streams |
| US5476522A (en) * | 1995-03-08 | 1995-12-19 | Nalco Chemical Company | Method for dewatering coal tailings using DADMAC/vinyl trialkoxysilane copolymers as a coagulant |
| US5516435A (en) * | 1994-11-04 | 1996-05-14 | Cytec Technology Corp. | Blends of hydroxamated polymer emulsions with polyacrylate emulsions |
| US5534235A (en) * | 1995-09-05 | 1996-07-09 | Nalco Chemical Company | Polymers containing phosphonic acid groups for the treatment of red mud in the Bayer process |
| US5560832A (en) * | 1995-05-08 | 1996-10-01 | Nalco Chemical Company | Demulsification of oily waste waters using silicon containing polymers |
| US5597475A (en) * | 1995-07-28 | 1997-01-28 | Nalco Chemical Company | DADMAC/vinyl trialkoxysilane copolymers for dewatering copper and taconite slurries in the mining industry |
| US5601726A (en) * | 1994-06-06 | 1997-02-11 | Cytec Technology Corp. | Hydroxameted polymers in the bayer process to reduce solids |
| US5679261A (en) * | 1995-11-30 | 1997-10-21 | Nalco Chemical Company | Use of silicon containing polyelectrolytes in wastewater treatment |
| US6036869A (en) * | 1997-12-12 | 2000-03-14 | Nalco Chemical Company | Water continuous methyl acrylate emulsion polymers for improved flocculation of red mud in the Bayer process |
| US6200377B1 (en) * | 1999-04-16 | 2001-03-13 | Thiele Kaolin Company | Process for beneficiation of mixtures of mineral particles |
| US6527959B1 (en) * | 2001-01-29 | 2003-03-04 | Ondeo Nalco Company | Method of clarifying bayer process liquors using salicylic acid containing polymers |
| US6605674B1 (en) * | 2000-06-29 | 2003-08-12 | Ondeo Nalco Company | Structurally-modified polymer flocculants |
| US20040162406A1 (en) * | 2002-07-22 | 2004-08-19 | Spitzer Donald P. | Method of preventing or reducing aluminosilicate scale in a bayer process |
| US20050274926A1 (en) * | 2002-07-22 | 2005-12-15 | Spitzer Donald P | Method of preventing or reducing aluminosilicate scale in kraft pulp mills |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3681012A (en) | 1969-06-17 | 1972-08-01 | Nalco Chemical Co | Process for making alumina |
| US3700715A (en) * | 1971-08-23 | 1972-10-24 | Gen Electric | Polyaminoalkylthioalkyl silanes |
| JPS5974149A (ja) * | 1982-10-20 | 1984-04-26 | Kanegafuchi Chem Ind Co Ltd | 硬化性組成物 |
| JP3316863B2 (ja) * | 1991-12-25 | 2002-08-19 | 住友化学工業株式会社 | 赤泥の分離方法 |
| JPH06166790A (ja) * | 1992-09-01 | 1994-06-14 | Kanegafuchi Chem Ind Co Ltd | 安定な常温架橋型水性組成物およびその製法 |
| US5286391A (en) * | 1993-02-04 | 1994-02-15 | Nalco Chemical Company | Red mud flocculation |
| US5589075A (en) * | 1995-11-30 | 1996-12-31 | Nalco Chemical Company | Use of silicon containing polyelectrolytes in wastewater treatment |
| WO1996035731A1 (en) * | 1995-05-08 | 1996-11-14 | Nalco Chemical Company | Dadmac/vinyl trialkoxysilane copolymers and their use in wastewater treatment |
| JPH09169817A (ja) * | 1995-12-19 | 1997-06-30 | Sumitomo Chem Co Ltd | ケイ素含有水溶性高分子化合物、その製法および用途 |
| MY118983A (en) * | 1996-04-01 | 2005-02-28 | Cytec Tech Corp | Method of making polymers containing hydroxamate functional groups |
| US6048463A (en) * | 1997-12-12 | 2000-04-11 | Nalco Chemical Company | Water continuous methyl acrylate emulsion polymer combinations and methyl acrylate emulsion homopolymers for improved flocculation of red mud in the bayer process |
| US20040033923A1 (en) * | 2001-08-03 | 2004-02-19 | Mcclung James E. | Method of making a composition, a product from such method, and the use thereof in removing or dissolving a contaminant from an environment |
| DE10041392A1 (de) * | 2000-08-23 | 2002-03-07 | Stockhausen Chem Fab Gmbh | Wasserlösliche Homo- und Copolymere mit verbesserter Umweltverträglichkeit |
| JP2002137919A (ja) * | 2000-10-30 | 2002-05-14 | Showa Denko Kk | ゲーサイトを含む赤泥の分離方法 |
| US6669852B2 (en) * | 2000-10-30 | 2003-12-30 | Showa Denko Kabushiki Kaisha | Separation method of goethite-containing red mud |
| CA2815766C (en) * | 2005-02-09 | 2016-01-05 | Cytec Technology Corp. | Method of preventing or reducing aluminosilicate scale in industrial processes |
| BRPI0810024B1 (pt) * | 2007-04-20 | 2019-03-19 | Cytec Technology Corp. | Polímero hidroxamado contendo silício, e, método de floculação |
-
2008
- 2008-03-20 BR BRPI0810024-1A patent/BRPI0810024B1/pt not_active IP Right Cessation
- 2008-03-20 CN CN201110400016.8A patent/CN102515228B/zh not_active Expired - Fee Related
- 2008-03-20 CA CA2962679A patent/CA2962679A1/en not_active Abandoned
- 2008-03-20 US US12/052,415 patent/US20080257827A1/en not_active Abandoned
- 2008-03-20 EP EP08732581.7A patent/EP2139812B1/en active Active
- 2008-03-20 RU RU2009142813/05A patent/RU2429207C2/ru active
- 2008-03-20 JP JP2010504138A patent/JP5350362B2/ja not_active Expired - Fee Related
- 2008-03-20 ES ES08732581T patent/ES2718610T3/es active Active
- 2008-03-20 CA CA2684493A patent/CA2684493C/en not_active Expired - Fee Related
- 2008-03-20 CA CA2962683A patent/CA2962683C/en not_active Expired - Fee Related
- 2008-03-20 TR TR2019/04663T patent/TR201904663T4/tr unknown
- 2008-03-20 WO PCT/US2008/057676 patent/WO2008130766A1/en not_active Ceased
- 2008-03-20 AU AU2008242419A patent/AU2008242419B2/en not_active Ceased
- 2008-03-20 CA CA2893223A patent/CA2893223C/en not_active Expired - Fee Related
- 2008-03-20 CN CN2008800127927A patent/CN101675004B/zh not_active Expired - Fee Related
- 2008-03-20 EP EP18208569.6A patent/EP3486216A1/en not_active Withdrawn
- 2008-03-20 AP AP2009004994A patent/AP2481A/xx active
- 2008-04-12 SA SA8290216A patent/SA08290216B1/ar unknown
-
2012
- 2012-02-01 US US13/363,712 patent/US8906239B2/en not_active Expired - Fee Related
-
2013
- 2013-05-29 JP JP2013112976A patent/JP5876443B2/ja not_active Expired - Fee Related
-
2015
- 2015-11-02 US US14/929,914 patent/US20160052807A1/en not_active Abandoned
Patent Citations (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3390959A (en) * | 1965-04-30 | 1968-07-02 | Nalco Chemical Co | Process of making alumina |
| US3691012A (en) * | 1966-12-28 | 1972-09-12 | Kyowa Hakko Kogyo Kk | Process for producing citric acid |
| US3779912A (en) * | 1970-10-12 | 1973-12-18 | Petrolite Corp | Water clarification process using silicon-containing aminomethyl phosphonates |
| US4083925A (en) * | 1976-03-22 | 1978-04-11 | Martin Marietta Aluminum, Inc. | Method for removing ferrous iron from alkali metal aluminate liquor |
| US4678585A (en) * | 1981-12-30 | 1987-07-07 | American Cyanamid Company | Process for alumina recovery |
| US4767540A (en) * | 1987-02-11 | 1988-08-30 | American Cyanamid Company | Polymers containing hydroxamic acid groups for reduction of suspended solids in bayer process streams |
| US5601726A (en) * | 1994-06-06 | 1997-02-11 | Cytec Technology Corp. | Hydroxameted polymers in the bayer process to reduce solids |
| US5516435A (en) * | 1994-11-04 | 1996-05-14 | Cytec Technology Corp. | Blends of hydroxamated polymer emulsions with polyacrylate emulsions |
| US5539046A (en) * | 1994-11-04 | 1996-07-23 | Cytec Technology Corp. | Blends of hydroxamated polymer emulsions with polyacrylate emulsions |
| US5476522A (en) * | 1995-03-08 | 1995-12-19 | Nalco Chemical Company | Method for dewatering coal tailings using DADMAC/vinyl trialkoxysilane copolymers as a coagulant |
| US5560832A (en) * | 1995-05-08 | 1996-10-01 | Nalco Chemical Company | Demulsification of oily waste waters using silicon containing polymers |
| US5597475A (en) * | 1995-07-28 | 1997-01-28 | Nalco Chemical Company | DADMAC/vinyl trialkoxysilane copolymers for dewatering copper and taconite slurries in the mining industry |
| US5534235A (en) * | 1995-09-05 | 1996-07-09 | Nalco Chemical Company | Polymers containing phosphonic acid groups for the treatment of red mud in the Bayer process |
| US5679261A (en) * | 1995-11-30 | 1997-10-21 | Nalco Chemical Company | Use of silicon containing polyelectrolytes in wastewater treatment |
| US6036869A (en) * | 1997-12-12 | 2000-03-14 | Nalco Chemical Company | Water continuous methyl acrylate emulsion polymers for improved flocculation of red mud in the Bayer process |
| US6200377B1 (en) * | 1999-04-16 | 2001-03-13 | Thiele Kaolin Company | Process for beneficiation of mixtures of mineral particles |
| US6605674B1 (en) * | 2000-06-29 | 2003-08-12 | Ondeo Nalco Company | Structurally-modified polymer flocculants |
| US6527959B1 (en) * | 2001-01-29 | 2003-03-04 | Ondeo Nalco Company | Method of clarifying bayer process liquors using salicylic acid containing polymers |
| US20040162406A1 (en) * | 2002-07-22 | 2004-08-19 | Spitzer Donald P. | Method of preventing or reducing aluminosilicate scale in a bayer process |
| US6814873B2 (en) * | 2002-07-22 | 2004-11-09 | Cytec Technology Corp. | Method of preventing or reducing aluminosilicate scale in a bayer process |
| US20050010008A2 (en) * | 2002-07-22 | 2005-01-13 | Cytec Industries, Inc. | Method of preventing or reducing aluminosilicate scale in a bayer process |
| US20050274926A1 (en) * | 2002-07-22 | 2005-12-15 | Spitzer Donald P | Method of preventing or reducing aluminosilicate scale in kraft pulp mills |
| US7390415B2 (en) * | 2002-07-22 | 2008-06-24 | Cytec Technology Corp. | Method and compositions for preventing or reducing aluminosilicate scale in alkaline industrial processes |
Cited By (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102869437B (zh) * | 2010-02-12 | 2015-10-21 | 塞特克技术公司 | 油包水乳液组合物及其制备和使用方法 |
| WO2011100185A1 (en) | 2010-02-12 | 2011-08-18 | Cytec Technology Corp. | Flocculant compositions containing silicon-containing polymers |
| WO2011100183A1 (en) | 2010-02-12 | 2011-08-18 | Cytec Technology Corp. | Water-in-oil emulsion compositions and methods for making and using the same |
| CN102869437A (zh) * | 2010-02-12 | 2013-01-09 | 塞特克技术公司 | 油包水乳液组合物及其制备和使用方法 |
| JP2013519506A (ja) * | 2010-02-12 | 2013-05-30 | サイテク・テクノロジー・コーポレーシヨン | 油中水エマルジョン組成物およびそれの製造および使用方法 |
| EA022770B1 (ru) * | 2010-02-12 | 2016-02-29 | Сайтек Текнолоджи Корп. | Эмульсионные композиции "вода-в-масле", способ их получения и применения |
| AU2016203536B2 (en) * | 2010-08-09 | 2017-11-30 | Nalco Company | The recovery of alumina trihydrate during the bayer process using cross-linked polysaccharides |
| US9199855B2 (en) | 2010-08-09 | 2015-12-01 | Nalco Company | Chemical treatment to improve red mud separation and washing in the bayer process |
| US9102995B2 (en) | 2010-08-09 | 2015-08-11 | Nalco Company | Cross-linked ethylsulfonated dihydroxypropyl cellulose |
| US8298508B2 (en) * | 2010-08-09 | 2012-10-30 | Nalco Company | Recovery of alumina trihydrate during the bayer process using cross-linked polysaccharides |
| US10494280B2 (en) * | 2012-11-07 | 2019-12-03 | Rio Tinto Alcan International Limited | Treatment of alkaline bauxite residue |
| US20150284278A1 (en) * | 2012-11-07 | 2015-10-08 | Rio Tinto Alcan International Limited | Treatment of alkaline bauxite residue |
| US10315944B2 (en) * | 2014-04-30 | 2019-06-11 | Dow Global Technologies Llc | Polymeric flocculants for treating aqueous mineral suspensions |
| US10301414B2 (en) * | 2014-12-08 | 2019-05-28 | Cytec Industries Inc. | Silicon containing polymer flocculants |
| US11046794B2 (en) | 2014-12-17 | 2021-06-29 | Cytec Industries Inc. | Scale inhibitor compositions and methods of using |
| US11208332B2 (en) | 2015-12-04 | 2021-12-28 | Ecolab Usa Inc. | Recovery of mining processing product using boronic acid-containing polymers |
| US10427950B2 (en) | 2015-12-04 | 2019-10-01 | Ecolab Usa Inc. | Recovery of mining processing product using boronic acid-containing polymers |
| RU2717813C1 (ru) * | 2016-06-07 | 2020-03-25 | Сайтек Индастриз Инк. | Кремнийсодержащие полимерные флокулянты |
| EP3821966A1 (en) | 2016-06-07 | 2021-05-19 | Cytec Industries Inc. | Silicon containing polymer flocculants |
| WO2017213626A1 (en) | 2016-06-07 | 2017-12-14 | Cytec Industries Inc. | Silicon containing polymer flocculants |
| AU2016409864B2 (en) * | 2016-06-07 | 2023-05-18 | Cytec Industries Inc. | Silicon containing polymer flocculants |
| US12145856B2 (en) | 2021-02-12 | 2024-11-19 | Ecolab Usa Inc. | Purification of ores using boronic acid-functional compounds |
| CN117699934A (zh) * | 2024-02-06 | 2024-03-15 | 克拉玛依市弘智油田技术服务有限公司 | 一种净水剂及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| SA08290216B1 (ar) | 2012-02-27 |
| ES2718610T3 (es) | 2019-07-03 |
| CA2962683A1 (en) | 2008-10-30 |
| CN101675004A (zh) | 2010-03-17 |
| AP2009004994A0 (en) | 2009-10-31 |
| RU2429207C2 (ru) | 2011-09-20 |
| BRPI0810024B1 (pt) | 2019-03-19 |
| EP2139812A1 (en) | 2010-01-06 |
| CA2684493A1 (en) | 2008-10-30 |
| US8906239B2 (en) | 2014-12-09 |
| CA2962679A1 (en) | 2008-10-30 |
| US20160052807A1 (en) | 2016-02-25 |
| CN102515228B (zh) | 2016-08-31 |
| RU2009142813A (ru) | 2011-05-27 |
| CA2893223A1 (en) | 2008-10-30 |
| JP2013241596A (ja) | 2013-12-05 |
| CN102515228A (zh) | 2012-06-27 |
| BRPI0810024A2 (pt) | 2014-10-14 |
| CA2962683C (en) | 2018-06-26 |
| AP2481A (en) | 2012-09-28 |
| WO2008130766A1 (en) | 2008-10-30 |
| CA2893223C (en) | 2017-06-13 |
| EP2139812B1 (en) | 2019-01-02 |
| AU2008242419B2 (en) | 2013-03-28 |
| CA2684493C (en) | 2015-10-06 |
| JP2010524664A (ja) | 2010-07-22 |
| US20120125862A1 (en) | 2012-05-24 |
| JP5876443B2 (ja) | 2016-03-02 |
| JP5350362B2 (ja) | 2013-11-27 |
| TR201904663T4 (tr) | 2019-04-22 |
| AU2008242419A1 (en) | 2008-10-30 |
| CN101675004B (zh) | 2013-05-08 |
| EP3486216A1 (en) | 2019-05-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8906239B2 (en) | Use of silicon-containing polymers to improve red mud flocculation in the bayer process | |
| EP2346786B1 (en) | Use of silicon-containing polymers for improved flocculation of solids in processes for the production of alumina from bauxite | |
| US20130048571A1 (en) | Flocculant compositions containing silicon-containing polymers | |
| RU2699032C2 (ru) | Композиции ингибиторов образования отложений и способы их применения | |
| US20160185613A1 (en) | Water-in-Oil Emulsion Compositions and Methods for Making and Using the Same | |
| AU2013201696B2 (en) | Use of silicon-containing polymers to improve red mud flocculation in the Bayer process | |
| CN109641163B (zh) | 含硅聚合物絮凝剂 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: CYTEC TECHNOLOGY CORP., DELAWARE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:DAI, QI;SPITZER, DONALD PAUL;HEITNER, HOWARD I.;AND OTHERS;REEL/FRAME:020708/0056;SIGNING DATES FROM 20080306 TO 20080318 |
|
| STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |