GB2030609A - Bleaching composition - Google Patents
Bleaching composition Download PDFInfo
- Publication number
- GB2030609A GB2030609A GB7835812A GB7835812A GB2030609A GB 2030609 A GB2030609 A GB 2030609A GB 7835812 A GB7835812 A GB 7835812A GB 7835812 A GB7835812 A GB 7835812A GB 2030609 A GB2030609 A GB 2030609A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- percent
- carbon atoms
- acid
- water
- 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.)
- Granted
Links
- 238000004061 bleaching Methods 0.000 title claims abstract description 52
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- -1 phenoxy, amino Chemical group 0.000 claims abstract description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 33
- 150000003839 salts Chemical class 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims abstract description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 19
- 150000002978 peroxides Chemical class 0.000 claims abstract description 17
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 15
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 13
- JGUQDUKBUKFFRO-CIIODKQPSA-N dimethylglyoxime Chemical compound O/N=C(/C)\C(\C)=N\O JGUQDUKBUKFFRO-CIIODKQPSA-N 0.000 claims abstract description 12
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims abstract description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001301 oxygen Substances 0.000 claims abstract description 9
- 125000004423 acyloxy group Chemical group 0.000 claims abstract description 7
- 125000005605 benzo group Chemical group 0.000 claims abstract description 7
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 7
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 5
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical group 0.000 claims abstract description 5
- 125000004929 pyrrolidonyl group Chemical group N1(C(CCC1)=O)* 0.000 claims abstract description 5
- 125000001118 alkylidene group Chemical group 0.000 claims abstract description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract description 4
- 125000002252 acyl group Chemical group 0.000 claims abstract description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 29
- 239000004744 fabric Substances 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 239000007844 bleaching agent Substances 0.000 claims description 14
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 7
- BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical compound C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 claims description 6
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 6
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 229960003330 pentetic acid Drugs 0.000 claims description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000002431 hydrogen Chemical group 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- WYMDDFRYORANCC-UHFFFAOYSA-N 2-[[3-[bis(carboxymethyl)amino]-2-hydroxypropyl]-(carboxymethyl)amino]acetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)CN(CC(O)=O)CC(O)=O WYMDDFRYORANCC-UHFFFAOYSA-N 0.000 claims description 4
- 125000003435 aroyl group Chemical group 0.000 claims description 4
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 3
- XNCSCQSQSGDGES-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]propyl-(carboxymethyl)amino]acetic acid Chemical compound OC(=O)CN(CC(O)=O)C(C)CN(CC(O)=O)CC(O)=O XNCSCQSQSGDGES-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 3
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 3
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 3
- MKBUQYWFFBCMFG-UHFFFAOYSA-N acetic acid propane-1,1-diamine Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.CCC(N)N MKBUQYWFFBCMFG-UHFFFAOYSA-N 0.000 claims description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012964 benzotriazole Substances 0.000 claims description 3
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical group [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 claims description 3
- DEFVIWRASFVYLL-UHFFFAOYSA-N ethylene glycol bis(2-aminoethyl)tetraacetic acid Chemical compound OC(=O)CN(CC(O)=O)CCOCCOCCN(CC(O)=O)CC(O)=O DEFVIWRASFVYLL-UHFFFAOYSA-N 0.000 claims description 3
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 3
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical group O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 229960001922 sodium perborate Drugs 0.000 claims description 3
- 229940045872 sodium percarbonate Drugs 0.000 claims description 3
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 claims description 3
- 150000003536 tetrazoles Chemical class 0.000 claims description 3
- 150000003852 triazoles Chemical class 0.000 claims description 3
- FCKYPQBAHLOOJQ-UWVGGRQHSA-N 2-[[(1s,2s)-2-[bis(carboxymethyl)amino]cyclohexyl]-(carboxymethyl)amino]acetic acid Chemical compound OC(=O)CN(CC(O)=O)[C@H]1CCCC[C@@H]1N(CC(O)=O)CC(O)=O FCKYPQBAHLOOJQ-UWVGGRQHSA-N 0.000 claims description 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000005333 aroyloxy group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- WODGXFMUOLGZSY-UHFFFAOYSA-J tetrasodium phosphonatooxy phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OOP([O-])([O-])=O WODGXFMUOLGZSY-UHFFFAOYSA-J 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 239000000126 substance Substances 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 230000007935 neutral effect Effects 0.000 claims 2
- 229940083542 sodium Drugs 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 abstract description 7
- 238000002845 discoloration Methods 0.000 description 25
- 238000005562 fading Methods 0.000 description 25
- 229910052751 metal Inorganic materials 0.000 description 21
- 239000002184 metal Substances 0.000 description 21
- 239000003795 chemical substances by application Substances 0.000 description 10
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000002738 chelating agent Substances 0.000 description 4
- 239000011651 chromium Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 239000000391 magnesium silicate Substances 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 229960001484 edetic acid Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine group Chemical group N1=CCC2=CC=CC=C12 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 3
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 3
- 235000019792 magnesium silicate Nutrition 0.000 description 3
- 229910052919 magnesium silicate Inorganic materials 0.000 description 3
- 239000000434 metal complex dye Substances 0.000 description 3
- 239000010446 mirabilite Substances 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 235000017550 sodium carbonate Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 125000005036 alkoxyphenyl group 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
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- 239000000982 direct dye Substances 0.000 description 2
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000006081 fluorescent whitening agent Substances 0.000 description 2
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 150000004760 silicates Chemical class 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 125000005425 toluyl group Chemical group 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical compound C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 description 1
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
- YMRIDJQAEZFTSC-UHFFFAOYSA-N 2,3-dihydro-1h-tetrazole Chemical compound N1NC=NN1 YMRIDJQAEZFTSC-UHFFFAOYSA-N 0.000 description 1
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 description 1
- URDCARMUOSMFFI-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid Chemical compound OCCN(CC(O)=O)CCN(CC(O)=O)CC(O)=O URDCARMUOSMFFI-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 description 1
- VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical compound C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 description 1
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- IWTIBPIVCKUAHK-UHFFFAOYSA-N 3-[bis(2-carboxyethyl)amino]propanoic acid Chemical compound OC(=O)CCN(CCC(O)=O)CCC(O)=O IWTIBPIVCKUAHK-UHFFFAOYSA-N 0.000 description 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- FSVCELGFZIQNCK-UHFFFAOYSA-N N,N-bis(2-hydroxyethyl)glycine Chemical compound OCCN(CCO)CC(O)=O FSVCELGFZIQNCK-UHFFFAOYSA-N 0.000 description 1
- JYXGIOKAKDAARW-UHFFFAOYSA-N N-(2-hydroxyethyl)iminodiacetic acid Chemical compound OCCN(CC(O)=O)CC(O)=O JYXGIOKAKDAARW-UHFFFAOYSA-N 0.000 description 1
- GRRYEQYOEVEFFG-UHFFFAOYSA-N O.O.O.O.O.O.O.O.CC(C(=NO)C)=NO.[Na].[Na] Chemical compound O.O.O.O.O.O.O.O.CC(C(=NO)C)=NO.[Na].[Na] GRRYEQYOEVEFFG-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- DPOPAJRDYZGTIR-UHFFFAOYSA-N Tetrazine Chemical compound C1=CN=NN=N1 DPOPAJRDYZGTIR-UHFFFAOYSA-N 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- HUPXVBJTMJUPEX-UHFFFAOYSA-L disodium hydrogen peroxide hydrogen sulfate chloride Chemical compound [Cl-].[Na+].OO.S(=O)(=O)([O-])O.[Na+] HUPXVBJTMJUPEX-UHFFFAOYSA-L 0.000 description 1
- 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 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- IFQUWYZCAGRUJN-UHFFFAOYSA-N ethylenediaminediacetic acid Chemical compound OC(=O)CNCCNCC(O)=O IFQUWYZCAGRUJN-UHFFFAOYSA-N 0.000 description 1
- 150000002244 furazanes Chemical class 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 235000001055 magnesium Nutrition 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 150000002681 magnesium compounds Chemical class 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 235000012243 magnesium silicates Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([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])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical class O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
Landscapes
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
A bleaching composition comprises (a) a peroxide capable of releasing oxygen in an aqueous solution, (b) a compound having the formula (I): <IMAGE> wherein R1 is hydrogen or alkyl having 1 to 3 carbon atoms, <IMAGE> is a radical of a 5-member or 6- member heterocyclic ring which may be fused to another ring, R2 is hydrogen, alkyl having 1 to 10 carbon atoms, phenyl, pyridyl or pyrrolidonyl, which alkyl, phenyl, pyridyl or pyrrolidonyl may have a substituent thereon, R3 is hydrogen, halogen or substituted or unsubstituted alkyl, phenyl, alkoxy, phenoxy, amino, acyloxy, carbamoyl, acyl, R4 is the same as R3, or a monovalent radical -R5Y, or R4 may form together with R3 a benzo group, R5 is alkylene or alkylene or alkylidene having 1 to 6 carbon atoms or phenylene, and Y is a residue formed by removal of R4 from a compound of the above formula, or dimethylglyoxime or salt thereof, and (c) an aminocarboxylic acid having a coordination number of at least 6, or salt thereof.
Description
SPECIFICATION Bleaching composition
The present invention relates to an oxygen-type bleaching agent composition. More particularly,
the invention relates to a bleaching composition which can bleach, with safety, fibrous articles dyed by
or printed with designs containing metal complex dyes or metal complex pigments.
In general, an oxidation reaction is utilized for household and industrial bleaching, and bleaching
agents of the chlorine type are commonly used. However, dyed or printed fibrous articles cannot be
bleached with safety by bleaching agents of the chlorine type. Accordingly, bleaching agents of the
oxygen type, which can safely be used to bleach dyed or printed fibrous articles have recently been
developed and used. However, it has been confirmed that the safety of these bleaching agents is
insufficient to make them suitable for bleaching dyed or printed fibrous articles which have been treated
by a metal salt or metal-containing fixing agent.
There is known a method in which an aminocarboxylic acid such as NTA (nitrilotriacetic acid), EDTA (ethylenediamine-tetraacetic acid) or DTPA (diethylenetriamine-pentaacetic acid) or a water
soluble salt thereof, or an inorganic salt such as a condensed phosphoric acid salt, a magnesium salt or
a silicic acid salt, is incorporated in an oxygen-type bleaching agent to stabilize the peroxide in the
bleaching bath, to prevent reduction of the activity of a fluorescent whitening agent or to prevent
brittleness in textile fibers. However, when dyed or printed design fibrous articles colored by a metal
containing dye or pigment, or dyed or printed design fibrous articles treated with a metal salt or metal
containing fixing agent, are bleached according to this method, there occur various disadvantages.For
example, the amount incorporated of such compound should be increased or the hue of the fibrous
article will be changed or degraded.
The mechanism of discoloration or color fading in dyed or printed design fibrous articles will now
be described. These dyed or printed design fibrous articles are colored by the dip dyeing method or the printing method. For example, when a woven fabric is dyed with a metal-containing or metal-free direct
dye, in order to improve the wet fastness or light fastness, the fabric is ordinarily treated with a metalfree or metal-containing fixing agent or a metal salt. When a cotton woven fabric is colored by the
printing method, in order to obtain a good wet fastness and a clear hue, a reactive dye containinga metal in the dye molecule is ordinarily used. As such metal, there are used copper, cobalt, chromium, nickel and the like, and copper is used most popularly.The metal in the thus-colored dyed or printed fabric reacts catalytically with hydrogen peroxide in a bleaching bath to generate a hydroxyl radical from the hydrogen peroxide. It is considered that this hydroxyl radical causes discoloration or color fading in the dyed or printed fabric. This discoloration or color fading is especially conspicuous in the case of copper.In view of the foregoing, in order to prevent discoloration or color fading in a dyed or printed fibrous article, it is important to find a chelating agent which can inactivate the metal in the dyed or printed fibrous article, i.e., a chelating agent which can fill the coordination sites of the metal completely, which does not act as a decomposition catalyst for hydrogen peroxide and which has the characteristic prnpertythafthe chelating agentperse and its rnetal chelateare non-oxidative and itis capable of coordination with the metal which has already been chelated with the dye.
We have proposed a method in which discoloration or color fading of dyed or printed fibrous articles is prevented by incorporating a compound having the following formula (I):
wherein R1 is hydrogen or alkyl having 1 to 3 carbon atoms;
is a monovalent radical of a 5- or 6-membered heterocyclic ring which may be fused to another
ring; R2 is hydrogen, alkyl having 1 to 10 carbon atoms, phenyl, pyridyl or pyrrolidonyl group,
which alkyl, phenyl, pyridyl or pyrrolidonyl group may optionally have a substituent thereon; Rs is
hydrogen, halogen, or a member selected from the group consisting of substituted or
unsubstituted alkyl, phenyl, alkoxy, phenoxy, amino, acyloxy, carbamoyl and acyl, or R3 may form
together with R4 a benzo group;R4 is the same as R3, or a monovalent radical -R5Y; R5 is alkylene
or alkylidene having 1 to 6 carbon atoms or phenylene; and Y is a radical obtained by removing R4
from a compound of the above formula (I), or dimethylglyoxime into a bleaching composition comprising an inorganic peroxide as the main ingredient (see Japanese Patent Application No. 105277/76, corresponding to U.S. Serial No. 823 271, the entire contents of which are incorporated herein by reference).
In U.S. Patent No. 4 046 705 there is disclosed a bleaching detergent composition comprising a peroxide capable of releasing oxygen in aqueous solution, a water-soluble synthetic organic surfactant, water-soluble builders and a compound of the formula (I).
U.S. Patent No. 3 951 840 discloses a bleaching composition comprising a peroxide capable of releasing oxygen in aqueous solution and a chelating agent which agent can be dimethylglyoxime.
There also are disclosed polyamino carboxylic acids as chelating agents capable of forming watersoluble metal chelate compounds.
U.S. Patent No. 3 816 324 discloses a composition comprising hydrogen peroxide or compound capable of releasing hydrogen peroxide and an N-acyl azole as an activator therefor.
However, it has been found that the use of the compound of the formula (I), or dimethylglyoxime or salt thereof, for preventing discoloration or color fading during the step of bleaching a dyed or printed fibrous article such as those mentioned above, still involves some problems remaining to be solved.
More specifically, when the formula (I) compound is incorporated in the bleaching agent in a relatively smail amount, such as about 0.1 to about 0.3% by weight, a sufficient effect of preventing discoloratioin or color fading cannot be attained at a relatively high bleaching temperature, such as 500 to 800C. In this case, the formula (I) compound should be incorporated in a considerably large amount, such as 0.5 to 5% by weight. Further, it sometimes happens that the formula (I) compound acts as decomposing catalystfora peroxide in the bleaching solution or that the formula (I) compound is decomposed catalytically by the heavy metal contained in an aqueous solution of the bleaching agent and the added formula (I) compound does not completely exert its intended function.
SUMMARY OF THE INVENTION
As a result of our research made with a view to solving these problems, we have found that the foregoing disadvantages can be eliminated by incorporating a specific aminocarboxylic acid or salt thereof into a bleaching agent containing the formula (I) compound. Based on this finding, we have now completed the present invention.
DETAILED DESCRIPTION
More specifically, in accordance with the present invention, there is provided a bleaching composition which does not cause discoloration or color fading in dyed or printed fibrous articles, which comprises as critical components (a) a peroxide capable of releasing oxygen in an aqueous solution, (b) a compound having the above formula (I) or dimethylglyoxime or salt thereof, and (c) an aminocarboxylic acid having a coordination number of at least 6 or salt thereof.
As the 5-member or 6-member heterocyclic ring
in the above formula (I), there can be mentioned, for example, heterocyclic rings containing a nitrogen atom in the ring in addition to carbon atoms and heterocyclic rings containing oxygen and nitrogen atoms in the ring in addition to carbon atoms. The 5-member or 6-member heterocyclic ring can be fused to a benzene ring or another heterocyclic ring to give a polycyclic radical.Specific examples of such 5-member and 6-member heterocyclic rings include triazole, benzotriazole, triazine, tetrazole, tetrazine, imidazole, benzimidazole, indazole, imadazoline, indolenine, pyrazole, benzopyrazole, pyrazolone, pyrazine, pyridazine, pyrimidine, 2-pyrazolone, pyrrolidine, quinoline, quinazoline, isoquinoline, carbazole, pyrrole, pyrrolidine, isoxazole, oxazole, furazane, piperazine, oxazine, morpholine, pyridine, piperidine, indole, isoindole, indoline, benzoxazole, pyrrolidone, pyrroline, imidazolidone and indoxazene.
As specific examples of the substituent R2 on the heterocyclic ring in formula (I), there can be mentioned hydrogen; alkyls (C, to C1O) such as methyl, ethyl, isopropyl and nonyl; substituted alkyls (Ca to C10) substituted with hydroxy, chloro, amino, alkoxy (C1-C10), phenoxy, phenyl, hydroxyphenyl or benzoylamino such as hydroxyethyl, chloromethyl, aminomethyl, butyloxyethyl, ethoxyethyl, phenoxymethyl, phenylmethyl, p-hydroxyphenylethyl and benzoylaminomethyl; phenyl; substituted phenyls wherein the substituents are one or two alkyls (C, or C2), chloro, hydroxy, alkoxy (C, to C,O), acyloxy (C, to C4) or amino such as toluyl, monochlorophenyl, hydroxyphenyl, alkoxyphenyl, acyloxyphenyl and aminophenyl; aroyl (C6 to C) such as xylenoyl; pyridyl and pyrrolidone.
As specific examples of the substituent R3 in the formula (I) compound, there can be mentioned hydrogen; alkyls (C, to C22) such as methyl, ethyl, propyi, isopropyl, butyl, hexyl, 2-ethylhexyl, isodecyl, lauryl, palmityi and stearyl groups; substituted alkyls (C, to C22) wherein the substituents are hydroxy, chloro, alkoxy (Cr to C4), phenoxy, amino or phenyl such as hydroxymethyl, ethoxyethyl, chloromethyl, phenoxymethyl, aminoethyl and phenylmethyl; phenyl; substituted phenyls wherein the substituents are one or 2 alkyls (C1 to C2) or alkoxy (Cr to C1O) such as toluyl, alkoxyphenyl; aroyl (C6 to Cs) such as xylenoyl; alkoxy (C1 to C,O) such as methoxy, butoxy, phenylmethoxy and octoxy; phenoxy; halogen such as chlorine and bromine; alkylamino (C1 to C1O) such as ethylamino; aminosulfonamide; alkanoyloxy (C2 to C6) such as acetoxy; aroyloxy (C6 to C8) such a benzoxy; carbamoyl; and alkoxy (Cr to C,O) carbonyl and aryl (Ce to C8) oxycarbonyl such as methoxycarbonyl, octoxycarbonyl and phenoxycarbonyl.
The compounds in which R3 forms together with R4 a benzo group mean compounds of the formula (I) in which the benzene ring is replaced by a naphthalene ring.
All of the compounds represented by the formula (I) can achieve the objects of the present invention sufficiently, but in the present invention, it is preferred to employ compounds in which R2 is hydrogen or methyl, R3 is hydrogen or methyl, R4 is hydrogen or methyl, or R3 and R4 together form a benzo group, and
is a member selected from the group consisting of triazole, benzotriazole, imidazole, benzimidazole,
tetrazole, indazole, pyrazole, benzopyrazole, triazine, pyridine, pyridazine, pyrimidine, pyrazine,
piperidine and imidazolidone.
As the aminocarboxylic acid having a coordination number of at least 6 or salt thereof that is used
in the present invention, there can be mentioned, for example, ethylenediaminetetraacetic acid,
triethylenetetra minehexaacetic acid, diethylenetriamine-pentaacetic acid, propylenediamine-tetraacetic
acid, diaminopropanol-tetraacetic acid, tra ns- ,2-cyclohexanediamine-tetraacetic acid,
g lycoletherdiamine-tetra acetic acid, dia mi nopropane-tetraacetic acid, tetraethylenepentamine- heptaacetic acid and alkali metal salts thereof.
The term peroxide capable of releasing hydrogen peroxide in water means a peroxide or hydrogen
peroxide adduct of a water-soluble inorganic or organic salt. More specifically, there can be mentioned
peroxides and hydrogen peroxide adducts of alkali metal carbonates, alkali metal borates, alkali metal
phosphates, alkali metal sulfates, alkali metal silicates and alkali metal polycarboxylates.Suitable
examples include sodium percarbonate 12Na2CO3-3H202), sodium perborate (NaBO3.4H2O2), sodium
peroxypyrophosphate (Na4P207.3H2O2), sodium peroxytripolyphosphate, sodium sulfate-sodium
chloride-hydrogen peroxide adduct (4Na2SO4. NaCI-2H202), and tetrasodium ethane-1 1,2,2- tetracarboxylate-hydrogen peroxide adduct ([CH(CO2Na)2]2-H202).
In the bleaching composition of the present invention, the peroxide capable of releasing hydrogen
peroxide in water is incorporated in an amount of 5 to 99% by weight, preferably 10 to 95% by weight,
especially preferably 40 to 95% by weight.
The amount incorporated of the compound of the formula (I) or dimethylglyoxime or salt thereof is
from 0.01 to 10% by weight, preferably 0.1 to 5% by weight, especially preferably 0.5 to 3% by weight.
The amount incorporated of the aminocarboxylic acid having a coordination number of at least 6 or salt
thereof is from 0.001 to 3% by weight, preferably 0.01 to 1 % by weight, especially preferably 0.05 to
0.5% by weight. When the amount incorporated of the aminocarboxylic acid having a coordination
number of at least 6 is too high, discoloration or color fading of a dyed or printed fibrous article is
sometimes promoted. Accordingly, the amount of the aminocarboxylic acid or salt should not exceed
3% by weight. When an aminocarboxylic acid having a coordination number of 5 or less is used in
combination with a compound of the formula (I) or dimethylglyoxime or its salt, the effect of preventing
discoloration or color fading is lost.
The bleaching composition of the present invention may contain known additives customarily
added to conventional bleaching compositions, in addition to the above-mentioned critical components.
For example, as builders, there can be used water-soluble inorganic builders such as sulfates,
carbonates, bicarbonates, silicates, phosphates and condensed phosphates, and organic builders such
as tartrates and citrates. Further, there can be used known stabilizers for peroxides or hydrogen peroxide
adducts, such as magnesium compounds, e.g., magnesium sulfate, magnesium silicate, magnesium
chloride, magnesium silicofluoride, magnesium oxide and magnesium hydroxide, and silicates, e.g.,
sodium silicate. Moreover, there can be added re-deposition-preventing agents such as carboxymethyl
cellulose, polyvinyl pyrrolidone and polyethylene glycol, and peroxide activating agents such as N-acyl
compounds, organic acid anhydrides and esters, according to need.Still in addition, various surface
active agents, enzymes, fluorescent whitening agents, dyes, pigments and perfumes can be
incorporated in the bleaching composition of the present invention.
When the bleaching composition of the present invention is used, it is possible to bleach a dyed or
printed fibrous article colored with a metal complex dye or pigment or treated with a metal salt or
metal-containing fixing agent. Even if the bleaching treatment is carried out at a high temperature (for example, 500 to 800C.), no discoloration or color fading is caused and the fastness to washing or hot
water is not degraded.
The present invention will now be further described in detail by reference to the following illustrative Examples, in which all references to "parts" and "%" are by weight.
EXAMPLE 1
[Preparation of Dyed Cloth]
A cotton broadcloth #60 was dyed with Color Index Direct Blue 248 (metal complex-free direct
dye) according to the dip dyeing method.
Dyeing Conditions:
Bath ratio:/120 Dye concentration: 4.0% o.w.f. (based on the fiber weight)
Temperature: 900C
Time: 45 minutes
Anhydrous Glauber salt: 30% o.w.f. (based on the fiber weight)
Sodium carbonate: 1% o.w.f. (based on the fiber weight)
After water washing and removal of water, the dyed cloth was subjected to the fixing treatment
Fixing Treatment Conditions:
Treating agent:Sanfix 555C (metal-containing fixing agent manufactured by Sanyo Kasei)
Bath ratio: 1/20
Temperature: 600C
Time: 20 minutes
Concentration: 3 g/l
After water washing and removal of water, the cloth was dried to obtain a sample of a dyed cloth
In the category of dyed cloths in which discoloration or color fading is caused, the thus-prepared dyed cloth is characterized by the property that the degree of discoloration or color fading is extremely high.
[Bleaching Test]
Bleaching Composition: 2Na2CO3 3H202 70 parts
Na2CO3 15 parts
Compound of formula (I) ordimethylglyoxime or
salt thereof (component X) x parts (See Table 1)
Aminocarboxylic acid having coordination number
of at least 6 (component Y) y parts (See Table 1)
Aminocarboxylic acid having coordination number
of 5 or less (component Z) parts (See Table 1)
Magnesium silicate 1 part Glauber salt balance Total 100 parts
Bleaching Conditions:
Bath ratio: 1/50
Concentration: 0.5% Temperature: 500C Time: 30 minutes
Water used: service water (3 DH)
The dyed cloth was treated under the above conditions.
The degree of discoloration or color fading was evaluated by a gray scale for determination of discoloration or color facing according to the method of JIS L-0804 (1974).
5: not changed (not discolored)
3: detectable change (slightly discolored)
1: considerable change (substantially completely discolored)
The results obtained are shown in Table 1.
TABLE 1
X, Y, Z or Combination Thereof Coordination Number Degree of Discoloration
Comparisons Symbol of Y or Z x y z or Color Fading not added 1
Component X 3-salicyloylamido-1,2,4-triazole A 0.1 0 0 3 - 4 3-salicyloylamido-benzimidazole B 0.1 0 0 3 5-salicyloylamido-1,2,3,5-tetrazole C 0.1 0 0 3 - 4 2-salicyloylamido-1,3-imidazole D 0.1 0 0 3 3-salicyloylamido-1,2-pyrazole E 0.1 0 0 3 - 4 3-salicyloylamido-1,2-benzopyrazole F 0.1 0 0 3 3-(2-hydroxy-3-naphthoenic)-acid-amido- G 0.1 0 0 3 1,2,4-triazole 5-methyl-3-salicyloylamido-1,2,4-triazole H 0.1 0 0 3 - 4 3-(5-methylsalicyloyl)-amido-triazole I 0.1 0 0 3 3-(5-octylsalicyloyl)-amido-triazole J 0.1 0 0 3 5-methyl-3-(2-hydroxy-3-naphthoenic)-acid-amido- K 0.1 0 0 3 1,2,4-triazole
N-methyl-3-salicyloylamido-1,2,4-triazole L 0.1 0 0 3
Dimethylglyoxime M 0.1 0 0 3 - 4
Disodium dimethylglyoxime octahydrate N 0.1 0 0 3 TABLE 1 (Continued)
X, Y, Z or Combination Thereof
Coordination Number Degree of Discoloration
Comparisons Symbol of Y or Z x y z or Color Fading
Component Y tetrasodium ethylenediamine-tetraacetate a 6 0 1.0 0 1 diethylenetriamine-pentaacetic acid b 8 0 1.0 0 1 glycoletherdiamine-tetraacetic acid c 8 0 1.0 0 1 trans-1,2-cyclohexanediamine-tetraacetic acid d 6 0 1.0 0 1 hydroxyethylethylenediamine-triacetic acid e 6 0 1.0 0 1 ethylenediamine-di-o-hydroxyphenyl-acetic acid f 6 0 1.0 0 1 diaminopropanol-tetraacetic acid g 7 0 1.0 0 1 ethylenediamine-diacetic-dipropionic acid h 6 0 1.0 0 1 diaminopropane-tetraacetic acid i 6 0 1.0 0 1 metaphenylenediamine-tetraacetic acid j 6 0 1.0 0 1 triethylenetetramine-hexaacetic acid k 10 0 1.0 0 1
Component Z trisodium nitrilo-triacetate l 4 0 0 1.0 2 - 3 imino-diacetic acid m 3 0 0 1.0 3 - 2 TABLE 1 (Continued)
X, Y, Z or Combination Thereof
Coordination Number Degree of Discoloration
Comparisons Symbol of Y or Z x y z or Color Fading hydroxyethylimino-diacetic acid n 4 0 0 1.0 2 ethylenediamine-diacetic acid o 4 0 0 1.0 2 dihydroxyethylglycine p 4 0 0 1.0 2 ethylenediamine-dipropionic aicd q 4 0 0 1.0 2 nitrilo-tripropionic acid r 4 0 0 1.0 2 - 3
A + 1 0.1 0 0.5 1 - 2
B + 1 0.1 0 0.5 1
C + 1 0.1 0 0.5 1
D + 1 0.1 0 0.5 1 - 2
E + 1 0.1 0 0.5 1
F + 1 0.1 0 0.5 1
G + 1 0.1 0 0.5 1
M + 1 0.1 0 0.5 1
H + 1 0.1 0 0.5 1
I + 1 0.1 0 0.5 1 TABLE 1 (Continued)
X, Y, Z or Combination Thereof
Coordination Number Degree of Discoloration
Comparisons Symbol of Y or Z x y z or Color Fading
J + 1 0.1 0 0.5 1
K + 1 0.1 0 0.5 1
L + 1 0.1 0 0.5 1
N + 1 0.1 0 0.5 1
A + m 0.1 0 0.5 1
A + n 0.1 0 0.5 1
A + o 0.1 0 0.5 1
A + p 0.1 0 0.5 1
A + q 0.1 0 0.5 1
A + r 0.1 0 0.5 1
D + m 0.1 0 0.5 1
D + n 0.1 0 0.5 1
D + o 0.1 0 0.5 1
D + p 0.1 0 0.5 1
D + q 0.1 0 0.5 1
D + r 0.1 0 0.5 1 TABLE 1 (Continued)
X, Y, Z or Combination Thereof
Coordination Number Degree of Discoloration
Present Invention Symbol of Y or Z x y z or Color Fading
A + a 0.1 0.5 0 5
B + a 0.1 0.5 0 5
C + a 0.1 0.5 0 5
D + a 0.1 0.5 0 5
E + a 0.1 0.5 0 5
F + a 0.1 0.5 0 5
G + a 0.1 0.5 0 5
M + a 0.1 0.5 0 5
H + a 0.1 0.5 0 5
I + a 0.1 0.5 0 5
J + a 0.1 0.5 0 5
K + a 0.1 0.5 0 5
L + a 0.1 0.5 0 5
N + a 0.1 0.5 0 5 TABLE 1 (Continued)
X, Y, Z or Combination Thereof
Coordination Number Degree of Discoloration
Present Invention Symbol of Y or Z x y z or Color Fading
A + b 0.1 0.5 0 5
A + c 0.1 0.5 0 5
A + d 0.1 0.5 0 5
A + e 0.1 0.5 0 5
A + f 0.1 0.5 0 5
A + g 0.1 0.5 0 5
A + h 0.1 0.5 0 5
A + i 0.1 0.5 0 5
A + j 0.1 0.5 0 5
A + k 0.1 0.5 0 5
D + b 0.1 0.5 0 5
D + c 0.1 0.5 0 5
D + g 0.1 0.5 0 5
D + i 0.1 0.5 0 5
D + k 0.1 0.5 0 5 TABLE 1 (Continued)
X, Y, Z or Combination Thereof
Coordination Number Degree of Discoloration
Present Invention Symbol of Y or Z x y z or Color Fading
M + c 0.1 0.5 0 5
M + d 0.1 0.5 0 5
M + e 0.1 0.5 0 5
M + f 0.1 0.5 0 5
M + g 0.1 0.5 0 5
M + h 0.1 0.5 0 5
M + i 0.1 0.5 0 5
M + j 0.1 0.5 0 5
M + k 0.1 0.5 0 5
Comparison
A + a 0.1 3.0 0 5 - 4
D + a 0.1 3.0 0 4 - 5
M + a 0.1 3.0 0 5 - 4
A + a 0.1 5.0 0 4 - 5
D + a 0.1 5.0 0 4
M + a 0.1 5.0 0 4 - 5 The structural formulae of compounds A to L used in this Example as the component X a follows: 3-Salicyloylamido-1,2,4-triazole:
3-Salicyloylamido-benzi midazole:
5-Salicyloylamido-1,2,3,4-tetrazole:
2-Salicyloylamido- 1,3-imidazole:
3-Salicyloylamido-1,2-pyrazole:
3-Salicyloylamido-1,2-benzopyrazole:
3-(2-Hydroxy-3-naphthoenic)-acid-amido-1,2,4-triazole:
5-Methyl-3-salicyloylamido-1,2,4-triazole:
3-(5-Methylsalicyloyl)-amido-triazole:
3-(5-Octylsalicyloyl)-amido-triazole:
5-Methyl-3-(2-hydroxy-3-naphthoenic)-acid-amido-1,2,4-triazole:
N-Methyl-3-salicyloylamido- 1 2,4-triazole::
EXAMPLE 2
A dyed cloth was treated under the same bleaching conditions as described in Example 1 except that the bleaching composition set forth below was used instead of the bleaching composition of
Example 1. The results obtained are shown in Table 1.
Bleaching Composition:
Hydrogen peroxide-releasing compound 80 parts
(See Table 2)
Compound of formula (1) or dimethylglyoxime or
its salt (component X) x parts (see Table 2)
Amino-carboxylic acid having coordination number
of at least 6 (component Y) y parts (see Table 2)
Magnesium silicate 1 part
Na2CO3 10 parts Glauber salt balance (to 100 parts)
As will be apparent from the results, by the composition of the present invention, discoloration or color fading of dyed cloths can be sufficiently prevented.
TABLE 2
Hydrogen Peroxide-Releasing Combination of Degree of Discoloration
Compound X and Y x y or Color Fading
A + a 0.1 0.5 5
A + b 0.1 0.5 5
A + c 0.1 0.5 5 4Na2SO4#NaCl#2H2O2
D + a 0.1 0.5 5
M + a 0.1 0.5 5
M + b 0.1 0.5 5
A + a 0.1 0.5 5
A + b 0.1 0.5 5
A + c 0.1 0.5 5 [CH(CO2Na)2]2#H2O2
C + a 0.1 0.5 5
M + a 0.1 0.5 5
M + b 0.1 0.5 5
A + a 0.1 0.5 5
A + b 0.1 0.5 5
A + c 0.1 0.5 5
NaBO3#4H2O2
G + a 0.1 0.5 5
M + a 0.1 0.5 5
M + b 0.1 0.5 5 4NaSO4#NaCl#2H2O2 no 0 0 1 [CH(CO2Na)2]2 # H2O2 no 0 0 1
NaBOa#4H2O2 no 0 0 1 EXAMPLE 3
Among the bleaching compositions of the present invention set forth in Example 1, three compositions (A + a), (D + a) and (M + a) were chosen, and ten commercially available dyed or printed fibrous articles, wherein each of these fibrous articles had been dyed with a metal complex dye or metal complex pigment or treated with a metal salt or metal-containing fixing agent, were bleached by using these bleaching compositions under the following bleaching conditions.
Bath ratio: 1/50
Concentration: 0.5%
Temperature: 500C
Time: 30 minutes
Water used: service water
As a result, it was found that each of the foregoing compositions did not cause discoloration or color fading in the commercially available dyed or printed fibrous articles.
When these commercially available dyed or printed fibrous articles were similarly bleached by using the comparative composition free of X, Y or Z shown in Example 1, drastic discoloration or color fading was caused in two of these 10 fibrous articles.
Claims (8)
1. A bleaching composition comprising (a) from 5 to 99 percent by weight of inorganic peroxide capable of releasing hydrogen peroxide in aqueous solution, (b) from 0.01 to 10 percent by weight of a compound having the formula (I):
wherein RX is hydrogen or alkyl having one to 3 carbon atoms,
is a 5- or 6-membered heterocyclic radical which may have a fused ring; R2 is hydrogen, alkyl having one to 10 carbon atoms, phenyl, pyridyl or pyrrolidonyl, which may optionally be substituted or unsubstituted; R3 is alkyl, phenyl, alkoxy, phenoxy, amino, acyloxy, carbamoyl or acyl which may be substituted or unsubstituted, hydrogen, or halogen, or R3 may form a benzo group together with R4:R4 is the same as R3 or a monovalent radical having the formula -R6Y wherein R6 is an alkylene or alkylidene group having 1 to 6 carbon atoms or phenylene, andY is a radical formed by removing R4 from a compound of the formula (I), or dimethylglyoxime or a water-soluble salt thereof, and (c) from 0.001 to 3 percent by weight of an aminocarboxylic acid having a coordination number of at least 6, or a watersoluble salt thereof.
2. A bleaching composition according to Claim 1 which comprises from 10 to 95 percent by weight of (a), from 0.1 to 5 percent by weight of (b), and from 0.01 to 1.0 percent by weight of (c).
3. A bleaching composition according to Claim 1 which comprises from 40 to 95 percent by weight of (a), from 0.5 to 3 percent by weight of (b), and from 0.05 to 0.5 percent by weight of (c).
4. A bleaching composition according to any preceding Claim wherein R2 is hydrogen or methyl.
5. A bleaching composition according to any preceding Claim wherein R3 and R4 each is hydrogen or methyl or together they form a benzo group.
6. A bleaching composition according to any preceding Claim wherein
is triazole, benzotriazole, imidazole, benzimidazole, tetrazole, indazole, pyrazole, benzopyrazole, triazine, pyridine, pyridazine, pyrimidine, pyrazine, piperidine or imidazolidone residue.
7. An aqueous bleaching solution consisting essentially of from 0.3 to 1.0 percent by weight of a composition as claimed in any preceding Claim, and water.
8. A bleaching composition according to Claim 6 which said inorganic peroxide is sodium percarbonate, sodium perborate, sodium peroxytripolyphosphate, 4Na2SO4.NaCl.2H2O2 or (CH(COONa)2)2.H2O2.
8. A process of bleaching fabric which comprises immersing the fabric in an aqueous bleaching solution as claimed in Claim 7 for a period of ti me effective to bleach the fabric.
9. A bleaching composition as claimed in Claim 1, consisting essentially of:
a. from40 to 95 percent by weight of an inorganic peroxy compound capable of releasing oxygen
in aqueous solution;
b. from 0.5 to 3.0 percent by weight of a compound or mixture of compounds having the formula
wherein R is hydrogen or alkyl having one to 3 carbon atoms;
is a monovalent radical of a 5 member of 6 member heterocyclic ring containing in the ring
only nitrogen and carbon atoms, or nitrogen, oxygen and carbon atoms, or such a heterocyclic
ring fused to a benzene ring or another heterocyclic ring to give a polycyclic radical;R2 is
hydrogen, unsubstituted alkyl, having one to 10 carbon atoms, alkyl having one to 10 carbon
atoms substituted with hydroxy, choro, amino, alkoxy (C1 to C1O). phenoxy, phenyl,
hydroxyphenyl or benzoylamino, unsubstituted phenyl, phenyl substituted with one or two
alkyls (C1 toy,), chloro, hydroxy, alkoxy (C1 to C10), acyloxy (Ct to C4) or amino, aroyl having 6
to 8 carbon atoms, pyridyl or pyrrolidone;R3 is hydrogen, unsubstituted alkyl having one to 22
carbon atoms, alkyl having one to 22 carbon atoms substituted with hydroxy, chloro, alkoxy (C to C4), phenoxy, phenyl or amino, phenyl, phenyl substituted with one or 2 alkyls having one or
2 carbon atoms or alkoxy (C, to C10), aroyl having 6 to 8 carbon atoms, alkoxy having one to 10
carbon atoms, phenoxy, halogen, alkylamino (C1 to C1O), aminosulfonamido, alkanoyloxy (C2 to
C6), aroyloxy (C6 to Ca), carbamoyl, alkoxy (C1 to C ,0) carbonyl and aryl (C6 to C) oxycarbonyl, or
R3 and R4 together form a benzo group; and R4 is hydrogen or -R5Y, in which R9 is alkylene
having one to 6 carbons, alkylidene having one to 6 carbons or phenylene, and Y is a radical
obtained by removing R4 from a compound of said formula, or dimethylglyoxime or water
soluble salt thereof,
c. from 0.05 to 0.5 percent by weight of an amino-carboxylic having a coordination number of at
least 6 or water-soluble salt thereof, and
d. the balance is a substance or mixture of substances selected from water-soluble neutral
inorganic builder salts, water-soluble alkaline inorganic builder salts and water-soluble organic
builders.
10. A bleaching composition according to Claim 9 in which (c) is selected from ethylenediaminetetraacetic acid, triethylenetetramine-h exa acetic acid, diethylenetriamine-pentaacetic acid, propylenediamine-tetraacetic acid, diaminopropanol-tetraacetic acid, trans-1 ,2-cyclohexanediamine- tetraacetic acid, glycoletherdiamine-tetra acetic acid, diaminopropane-tetraacetic acid, tetraethylenepentamine-heptaacetic acid and alkali metal salts thereof.
11. A bleaching composition according to Claim 9 in which said inorganic peroxide is sodium percarbonate, sodium perborate, sodium peroxypyrophosphate, sodium peroxytripolyphosphate, 4Na2SO4-NaCI 2H202 or (CH(C0ONa)2)2.H2O2.
New claims or amendments to claims filed on 21 May 1979.
Superseded claims 1-11.
New or amended claims:
1. A bleaching composition comprising (a) from 5 to 99 percent by weight of inorganic peroxide capable of releasing hydrogen peroxide in aqueous solution, (b) from 0.01 to 10 percent by weight of dimethyglyoxime or a water-soluble salt thereof, and (c) from 0.001 to 3 percent by weight of an aminocarboxylic acid having coordination number of at least 6, or a water-soluble salt thereof.
2. A bleaching composition according to Claim 1 which comprises from 10 to 95 percent by weight of (a), from 0.1 to 5 percent by weight of (b), and from 0.01 to 1.0 percent by weight of (c).
3. A bleaching composition according to Claim 1 which comprises from 40 to 95 percent by weight of (a), from 0.5 to 3 percent by weight of (b), and from 0.05 to 0.5 percent of weight of (c).
4. An aqueous bleaching solution consisting essentially of from 0.3 to 1.0 percent by weight of a composition as claimed in any preceding Claim, and water.
5. A process of bleaching fabric which comprises immersing the fabric in an aqueous bleaching solution as claimed in Claim 4 for a period of time effective to bleach the fabric.
6. A bleaching composition as claimed in Claim 1, consisting essentially of:
a. from 40 to 95 percent by weight of an inorganic peroxy compound capable of releasing oxygen
in aqueous solution;
b. dimethylglyoxime or water-soluble salt thereof,
c. From 0.05 to 0.5 percent by weight of an aminocarboxylic having a coordination number of at
least 6 or water-soluble salt thereof, and
d. the balance is a substance or mixture of substances selected from water-soluble neutral
inorganic builder salts, water-soluble alkaline inorganic builder salts and water-soluble organic
builders.
7. A bleaching composition according to Claim 6 in which (c) is selected from ethylenediaminetetraacetic acid, triethylenetetramine-hexaacetic acid, diethylenetriamine-pentaacetic acid, propylenediamine-tetraacetic acid, diaminopropa nol-tetraacetic acid, trans-i 2-cyclohexa nediamine- tetraacetic acid, glycoletherdiamine-tetra acetic acid, dia minopropane-tetraacetic acid, tetraethylenepentamine-heptaacetic acid and alkali metal salts thereof.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7835812A GB2030609B (en) | 1978-09-06 | 1978-09-06 | Bleaching composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7835812A GB2030609B (en) | 1978-09-06 | 1978-09-06 | Bleaching composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2030609A true GB2030609A (en) | 1980-04-10 |
| GB2030609B GB2030609B (en) | 1983-05-05 |
Family
ID=10499473
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7835812A Expired GB2030609B (en) | 1978-09-06 | 1978-09-06 | Bleaching composition |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2030609B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5801138A (en) * | 1994-07-01 | 1998-09-01 | Warwick International Group Limited | Bleaching compositions |
| US5914304A (en) * | 1994-07-01 | 1999-06-22 | Warwick International Group, Ltd. | Bleaching compositions |
-
1978
- 1978-09-06 GB GB7835812A patent/GB2030609B/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5801138A (en) * | 1994-07-01 | 1998-09-01 | Warwick International Group Limited | Bleaching compositions |
| US5914304A (en) * | 1994-07-01 | 1999-06-22 | Warwick International Group, Ltd. | Bleaching compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2030609B (en) | 1983-05-05 |
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| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |