CN101146903B - 阳离子缩聚产物作为固定颜色和/或抑制颜色流失的添加剂的用途 - Google Patents
阳离子缩聚产物作为固定颜色和/或抑制颜色流失的添加剂的用途 Download PDFInfo
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- CN101146903B CN101146903B CN2006800094290A CN200680009429A CN101146903B CN 101146903 B CN101146903 B CN 101146903B CN 2006800094290 A CN2006800094290 A CN 2006800094290A CN 200680009429 A CN200680009429 A CN 200680009429A CN 101146903 B CN101146903 B CN 101146903B
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- 230000002401 inhibitory effect Effects 0.000 title abstract description 3
- 239000003086 colorant Substances 0.000 title abstract 4
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- 239000000203 mixture Substances 0.000 claims abstract description 60
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- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 19
- 238000009833 condensation Methods 0.000 claims abstract description 14
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- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 11
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- 238000012546 transfer Methods 0.000 claims description 25
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 230000000996 additive effect Effects 0.000 claims description 21
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 19
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- 239000003112 inhibitor Substances 0.000 claims description 18
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- 125000003118 aryl group Chemical group 0.000 claims description 9
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- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 6
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- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 3
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- 239000003960 organic solvent Substances 0.000 claims description 3
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- KDHWOCLBMVSZPG-UHFFFAOYSA-N 3-imidazol-1-ylpropan-1-amine Chemical class NCCCN1C=CN=C1 KDHWOCLBMVSZPG-UHFFFAOYSA-N 0.000 claims description 2
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- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
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- 239000000047 product Substances 0.000 description 39
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- 239000002253 acid Substances 0.000 description 18
- 238000012360 testing method Methods 0.000 description 17
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 10
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- 229920000742 Cotton Polymers 0.000 description 8
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- 150000001335 aliphatic alkanes Chemical class 0.000 description 8
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- QTTDXDAWQMDLOF-UHFFFAOYSA-J tetrasodium 3-[[4-[[4-[(6-amino-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl]-6-sulfonatonaphthalen-1-yl]diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].Nc1ccc2c(O)c(N=Nc3ccc(N=Nc4ccc(N=Nc5cc(c6cccc(c6c5)S([O-])(=O)=O)S([O-])(=O)=O)c5ccccc45)c4ccc(cc34)S([O-])(=O)=O)c(cc2c1)S([O-])(=O)=O QTTDXDAWQMDLOF-UHFFFAOYSA-J 0.000 description 8
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- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- ZNSMNVMLTJELDZ-UHFFFAOYSA-N Bis(2-chloroethyl)ether Chemical class ClCCOCCCl ZNSMNVMLTJELDZ-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- OVISMSJCKCDOPU-UHFFFAOYSA-N 1,6-dichlorohexane Chemical compound ClCCCCCCCl OVISMSJCKCDOPU-UHFFFAOYSA-N 0.000 description 4
- 238000001792 White test Methods 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
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- 238000004821 distillation Methods 0.000 description 4
- 229920001519 homopolymer Polymers 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 235000017550 sodium carbonate Nutrition 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
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- 229910052744 lithium Inorganic materials 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 108010059892 Cellulase Proteins 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
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- 239000002168 alkylating agent Substances 0.000 description 2
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- 125000003277 amino group Chemical group 0.000 description 2
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- 150000008131 glucosides Chemical class 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
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- 230000005764 inhibitory process Effects 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
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- FIXVWFINKCQNFG-UHFFFAOYSA-M sodium;4-[(4-aminophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].C1=CC(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FIXVWFINKCQNFG-UHFFFAOYSA-M 0.000 description 2
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- KQTIIICEAUMSDG-UHFFFAOYSA-N tricarballylic acid Chemical compound OC(=O)CC(C(O)=O)CC(O)=O KQTIIICEAUMSDG-UHFFFAOYSA-N 0.000 description 2
- QTFHTNFVUCUDIR-UHFFFAOYSA-K trisodium 6-[(2,4-diaminophenyl)diazenyl]-3-[[4-[4-[[7-[(2,4-diaminophenyl)diazenyl]-1-hydroxy-3-sulfonatonaphthalen-2-yl]diazenyl]-2-sulfonatoanilino]phenyl]diazenyl]-4-hydroxynaphthalene-2-sulfonate Chemical compound C1=CC(=CC=C1NC2=C(C=C(C=C2)N=NC3=C(C=C4C=CC(=CC4=C3[O-])N=NC5=C(C=C(C=C5)N)N)S(=O)(=O)O)S(=O)(=O)[O-])N=NC6=C(C=C7C=CC(=CC7=C6[O-])N=NC8=C(C=C(C=C8)N)N)S(=O)(=O)O.[Na+].[Na+].[Na+] QTFHTNFVUCUDIR-UHFFFAOYSA-K 0.000 description 2
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- AGYUOJIYYGGHKV-UHFFFAOYSA-N 1,2-bis(2-chloroethoxy)ethane Chemical compound ClCCOCCOCCCl AGYUOJIYYGGHKV-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical class O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 description 1
- YHRUOJUYPBUZOS-UHFFFAOYSA-N 1,3-dichloropropane Chemical compound ClCCCCl YHRUOJUYPBUZOS-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- LBKDGROORAKTLC-UHFFFAOYSA-N 1,5-dichloropentane Chemical compound ClCCCCCCl LBKDGROORAKTLC-UHFFFAOYSA-N 0.000 description 1
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 description 1
- SWSXEZOUBBVKCO-UHFFFAOYSA-N 1-isocyanato-4-methylcyclohexane Chemical compound CC1CCC(N=C=O)CC1 SWSXEZOUBBVKCO-UHFFFAOYSA-N 0.000 description 1
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- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
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- HCPOCMMGKBZWSJ-UHFFFAOYSA-N ethyl 3-hydrazinyl-3-oxopropanoate Chemical compound CCOC(=O)CC(=O)NN HCPOCMMGKBZWSJ-UHFFFAOYSA-N 0.000 description 1
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
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- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- RCCYSVYHULFYHE-UHFFFAOYSA-N pentanediamide Chemical compound NC(=O)CCCC(N)=O RCCYSVYHULFYHE-UHFFFAOYSA-N 0.000 description 1
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 description 1
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- 239000011591 potassium Substances 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
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- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
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- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical compound CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 description 1
- 239000012418 sodium perborate tetrahydrate Substances 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
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- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940038773 trisodium citrate Drugs 0.000 description 1
- 229940117958 vinyl acetate Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004711 α-olefin 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/75—Amino oxides
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/285—Nitrogen containing compounds
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic compounds
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
-
- 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
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3719—Polyamides or polyimides
-
- 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
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3723—Polyamines or polyalkyleneimines
-
- 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
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3726—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
本发明涉及阳离子缩聚产物的用途,其用作衣物清洁剂和衣物后处理组合物中的染料固定和/或染料转移抑制添加剂,该阳离子缩聚产物由(A1)或(A2)与(B)以(B)对(A1)或者(B)对(A2)的摩尔比为0.6∶1到1.3∶1缩合得到,其中(A1)非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脲、硫脲、二烷基碳酸酯、脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;(A2)非环状胺(A1)和环状胺(A3)以10∶1到1∶10摩尔比的混合物;(B)选自于亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷和双环氧化物的双官能化合物。
Description
本发明涉及阳离子缩聚产物的用途,其用作衣物清洁剂和衣物后处理组合物中的染料固定和/或染料转移抑制添加剂,该阳离子缩聚产物由(A1)或(A2)与(B)以(B)对(A1)或者(B)对(A2)的摩尔比为0.6∶1到1.3∶1缩合得到:(A1)非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脲、硫脲、二烷基碳酸酯、脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;
(A2)非环状胺(A1)和环状胺(A3)以10∶1到1∶10摩尔比的混合物;
(B)选自于亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷和双环氧化物(bisepoxide)的双官能化合物。
本发明也涉及包括这些阳离子缩聚产物的衣物清洁剂和衣物后处理组合物。
本发明还涉及新型的阳离子缩聚产物,其由(A1)与(B)以(B)对(A1)的摩尔比为0.6∶1到1.3∶1缩合得到;
(A1)非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脲、硫脲、二烷基碳酸酯、脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;
(B)选自于卤代甲基环氧乙烷和双环氧化物的双官能化合物;
本发明还涉及新型的阳离子缩聚产物,其由(A1)与(B)以(B)对(A1)的摩尔比为0.6∶1到1.3∶1缩合得到;
(A1)非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;
(B)选自于亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷和双环氧化物的双官能化合物。
最后,本发明涉及新型的阳离子缩聚产物,其由(A2)与(B)以(B)对(A2)的摩尔比为0.6∶1到1.3∶1缩合得到;
(A2)(A1)和(A3)以10∶1到1∶10摩尔比的混合物,其中
(A1)非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;
(A3)环状胺,
(B)选自于亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷和双环氧化物的双官能化合物。
有色纺织品的重复洗涤通常导致颜色发白,其结果使得这些纺织品变得难看。这种效果主要归因于有色纺织品缺乏洗涤牢固性。染料仅是不充分地锚定在织物,因此可容易地被洗掉。另外,在洗涤过程中从有色纺织品分离的染料可转移到其他织物,其结果使得这些织物变得灰暗。为了阻止这种颜料泛灰,已经开发了所谓的彩色衣物清洁剂,其包括聚合物染料转移抑制剂。
作为用于衣物清洁剂和衣物后处理组合物中抑制染料转移和染料固定的添加剂,WO-A-98/17762公开了阳离子缩聚产物,其由哌嗪和/或咪唑与亚烷基二卤化物、卤代甲基环氧乙烷或双环氧化物的缩合得到,可以被季铵化。
为此目的,WO-A-98/21301描述了乙烯基咪唑和乙烯基吡咯烷酮的共聚物,它的乙烯基咪唑单元被季铵化。
WO-A-04/56888描述了基于二烯丙基-二烷基铵型阳离子单体和疏水性非离子单体如甲基丙烯酸甲酯和乙氧基化的壬基酚丙烯酸酯的共聚物作为清洁产品的相应添加剂。
WO-A-98/29529公开了纺织品衣物清洁剂,其包括与阴离子表面活性 剂不会产生任何沉淀物的聚合物季铵化合物作为阳离子染料固定剂。
WO-A-01/74982描述了纺织品护理组合物,其包括至少一种纤维素酶和至少一种包括咪唑啉单元的固定染料的聚合物。
从US-A-4157388中得知,由二烷基氨基烷基铵和脲与亚烷基二卤化物的反应产物缩合得到的阳离子聚合物作为头发和织物调节剂中的保湿剂和湿润剂。
DE-A-19840019描述了这样的聚合物用作电镀工艺中的辅助剂。
目前为止,对于许多有色织物,用作染料转移抑制剂和染料固定剂的聚合物没有表现出足够的作用。
本发明的一个目的是提供聚合物,在洗涤过程中利用它可有效地抑制染料分离和染料转移。
因此,已发现阳离子缩聚产物的用途,其用作衣物清洁剂和衣物后处理组合物中的染料固定和/或染料转移抑制添加剂,该阳离子缩聚产物由(A1)或(A2)与(B)以(B)对(A1)或者(B)对(A2)的摩尔比为0.6∶1到1.3∶1缩合得到:
(A1)非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脲、硫脲、二烷基碳酸酯、脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;
(A2)非环状胺(A1)和环状胺(A3)以10∶1到1∶10摩尔比的混合物;
(B)选自于亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷和双环氧化物的双官能化合物。
同时,发现了新型的阳离子缩聚产物,其由非环状胺(A1)与卤代甲基环氧乙烷和/或作为双官能化合物(B)的双环氧化物)以(B)对(A1)的摩尔比为0.6∶1到1.3∶1缩合得到。
另外发现了新型的由非环状胺(A1)缩合得到的阳离子缩聚产物,该非环状胺(A1)基于二烷基氨基烷基胺(A1a)与作为双官能化合物的二羧酸和/或二异氰酸酯(A1b)和双官能化合物(B)对(A1)以0.6∶1到1.3∶1摩尔比的反 应产物。
最后发现了阳离子缩聚产物,其由(A2)与双官能化合物(B)以(B)对(A2)的摩尔比为0.6∶1到.3∶1缩合得到,其中(A2)为非环状胺(A1)与环状胺(A3)以10∶1到1∶10的摩尔比的混合物。
在本发明的阳离子缩聚产物和根据本发明使用的阳离子缩聚产物中,非环状胺(A1)优选通过利用以下通式I的单(N,N-二烷基氨基烷基)胺(A1a)来制备:
R1R2N-(CH2)n-NH2 I
其中变量各限定如下:
R1、R2各自独立地为C1-C6-烷基,优选C1-C4-烷基,它们可由羟基取代;
n为2到6。
特别优选在氮原子上带有相同烷基基团的二烷基氨基烷基胺I。其中,非常特别优选二甲基氨基烷基胺,特别是二甲基氨基丙基胺。
所用的双官能化合物(A1b)是脲、硫脲、二烷基碳酸酯、二羧酸或二异氰酸酯。
适当的二烷基碳酸酯(A1b)特别地具有C1-C3-烷基基团,优选例子是二甲基碳酸酯和二乙基碳酸酯。
二羧酸(A1b)可以是脂肪族饱和或不饱和或者芳香族二羧酸,特别地具有2到10个碳原子。
适当的二羧酸的例子是:草酸、丙二酸、琥珀酸、酒石酸、马来酸、衣康酸、戊二酸、己二酸、辛二酸、癸二酸、邻苯二甲酸和对苯二甲酸。
可以理解,也可以使用不同二羧酸(A1b)的混合物。
另外,二羧酸(A1b)也可使用游离酸的形式或者作为羧酸衍生物,如酸酐、酯,特别是二(C1-C2-烷基)酯、酰胺和酸卤化物,特别是酸氯化物。适当的酸衍生物的例子包括:马来酸酐、琥珀酸酐、衣康酸酐和邻苯二甲酸酐;己二酸二甲酯、己二酸二乙酯和酒石酸二甲酯、己二酰胺、己二单酰胺和戊二酰胺;己二酰二氯。
优选使用游离酸或者其酸酐。
特别优选的二羧酸(A1b)是琥珀酸、戊二酸、己二酸和马来酸。
最后,适当的二异氰酸酯(A1b)同样是脂肪族的、包括环状脂肪族和芳香族的二异氰酸酯。二异氰酸酯(A1b)的烃基团特别地具有4到12个碳原子。
适当的二异氰酸酯(A1b)的例子是:四亚甲基二异氰酸酯,六亚甲基二异氰酸酯(HDI),三甲基六亚甲基2,3,3-二异氰酸酯,十二亚甲基二异氰酸酯,环己烯1,4-二异氰酸酯,二环己基甲烷二异氰酸酯(H12MDI),异佛乐酮二异氰酸酯(IPDI),2,2-双(4-异氰酸根合环己基)丙烷,亚苯基1,4-二异氰酸酯,亚甲苯基2,4-和2,6-二异氰酸酯(TDI)以及它们的异构体混合物,二苯基甲烷2,4’-和4,4’-二异氰酸酯(MDI),邻-和间-亚二甲苯基二异氰酸酯(XDI),亚萘基1,5-二异氰酸酯,四甲-亚二甲苯基二异氰酸酯(TMXDI)和双(4-异氰酸根合环己基)甲烷的异构体(反式/反式,顺式/顺式,顺式/反式)及其混合物。
可以理解,也可以使用不同二异氰酸酯(A1b)的混合物。
优选脂肪族和脂环族二异氰酸酯(A1b),特别优选六亚甲基二异氰酸酯和异佛乐酮二异氰酸酯。
特别优选的双官能化合物(A1b)是脲、琥珀酸、己二酸、六亚甲基二异氰酸酯和异佛乐酮二异氰酸酯。
二烷基氨基烷基胺(A1a)与双官能化合物(A1b)的摩尔比是1.2∶1到2.1∶1,优选1.5∶1到2.1∶1。
当(A1a)与(A1b)的摩尔比低于2∶1时,使用脲作为成分(A1b)时形成的反应产物具有自由脲端基,并对阳离子缩聚产物的分子量具有调节作用。这使得可通过适当选择这种摩尔比来控制分子量。
包括脲或二羧酸作为双官能成分(A1b)的非环状胺(A1)可通过例如在120到180℃下使成分(A1a)和(A1b)本体反应(bulk reactrion)来制备,对于二羧酸而言反应所形成的水应该被除去。
基于二异氰酸酯作为成分(A1b)的非环状胺(A1)可通过例如首先向低于5℃的有机溶剂如羧酸酯如乙酸乙酯中添加双官能成分(A1b)、并逐滴添加胺(A1a)来制备。
为代替纯净非环状胺(A1),也可以使用胺(A1)与环状胺(A3)的混合物(A2)来制备阳离子缩聚产物。
适当的环状胺(A3)特别是咪唑及其烷基衍生物,哌嗪及其烷基衍生物,吡嗪和嘧啶。烷基衍生物也应该被理解为指其烷基取代基被官能化的衍生物,例如,被氨基或者羟基基团官能化。吡嗪和咪唑衍生物的特定例子包括:1-,2-和4-(C1-C25-烷基)咪唑,特别是1-,2-和4-(C1-C6-烷基)咪唑,如1-甲基咪唑,2-甲基咪唑,2-乙基咪唑,4-甲基咪唑,和1-(3-氨基丙基)咪唑;2,4-二(C1-C25-烷基)咪唑,特别是2,4-二(C1-C6-烷基)咪唑,如2-乙基-4-甲基咪唑;1-(C1-C25-烷基)哌嗪,特别是1-(C1-C6-烷基)哌嗪,如1-甲基哌嗪;1,4-二(C1-C25-烷基)哌嗪,特别是1,4-二(C1-C6-烷基)哌嗪,如1,4-二甲基哌嗪,1,4-双(3-氨基丙基)哌嗪,1-(2-氨基甲基)哌嗪和1-(2-羟基乙基)哌嗪。
可以理解,也可以使用不同环状胺(A3)的混合物。
优选的环状胺(A3)是咪唑,特别优选未取代咪唑。
混合物(A2)中非环状胺(A1)与环状胺(A3)的摩尔比为10∶1到1∶10,优选7∶1到1∶7,更优选4∶1到1∶4,且最优选4∶1到1∶2。
本发明的阳离子缩聚产物或者根据本发明所用的阳离子缩聚产物可通过非环状胺(A1)或者非环状胺(A1)与环状胺(A3)的混合物(A2)与双官能化合物(B)的缩合而得到。
所用的双官能化合物(B)是亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷或双环氧化物或者这些化合物的混合物。
适当的亚烷基二卤化物(B)特别是具有2到8个碳原子的无支链的烷烃的ω,ω’-二氯化物、-二溴化物、-二碘化物,优选溴化物且特别优选氯化物。
特别适当的亚烷基二卤化物(B)是,例如:1,2-二氯乙烷、1,2-二溴甲烷、 1,3-二氯丙烷、1,4-二氯丁烷、1,5-二氯戊烷和1,6-二氯己烷,优选1,2-二氯乙烷、1,4-二氯丁烷和1,6-二氯己烷。
适当的二卤代烷基醚(B)特别是二(ω,ω’-卤代-C2-C6-烷基)醚和ω-卤代-C2-C6-烷氧-C2-C6-烷基ω-卤代-C2-C6-烷基醚,其中卤素可以是氯、溴或碘,优选溴,特别优选氯。适当的例子包括二(2-氯乙基)醚和2-氯代乙氧乙基2-氯乙基醚。
适当的卤代甲基环氧乙烷(B)优选具有3到7个碳原子,优选其氯化合物。特别优选的卤代甲基环氧乙烷(B)是表氯醇。
适当的双环氧化物(B)特别是具有4到7个碳原子的双环氧烷烃,和基于低聚物和聚合物亚烷基二醇特别是C2-C3-亚烷基二醇的双环氧化物,如低聚-和聚乙二醇双环氧化物,低聚-和聚丙二醇双环氧化物和EO/PO共聚物的双环氧化物。优选的双环氧化物(B)是双环氧丁烷和低聚-和聚乙二醇双环氧化物。
特别优选的双官能化合物(B)是1,2-二氯乙烷、1,4-二氯丁烷、1,6-二氯己烷、二(2-氯乙基)醚和表氯醇。
双官能化合物(B)与胺成分(A1)或(A2)的摩尔比为0.6∶1到1.3∶1,优选0.8∶1到1.1∶1。
选择(B)对(A1)或(A2)的摩尔比是控制阳离子缩聚产物分子量的另一种方式。
如常规的这种反应一样来实施缩合反应。已经发现特别有利的方法是(B)与(A1)或(A2)在80到120℃的水溶液中缩聚。
如果需要,仍然包括叔氨基基团的阳离子缩聚产物可另外与烷基化剂反应,例如二甲基硫酸酯、C1-C22-烷基卤化物或者苯甲基氯化物,其季铵化了叔氨基基团。
与烷基化剂的反应可直接在通过常规已知方法的缩合得到的反应混合物中实施。
阳离子缩聚产物的平均分子量Mw可以为500到1000000。优选平均 分子量Mw为1000到100000、更优选平均分子量Mw为1500到50000。
阳离子缩聚产物是水溶性的或者容易在水中分散的,且可在固体和液体衣物清洁剂以及衣物后处理组合物中使用。
在洗涤过程中或者在衣物后处理过程中,它们有效地抑制了染料从有色纺织品中分离,由此阻止了有色织物变浅。也有效抑制了染料转移到另外洗涤过的织物和相关的这些织物的不理想的变色。在洗涤或者漂洗液体中即使10到150ppm的浓度,也能得到好到非常好的固色和抑制染料转移的效果。
同样为本发明的,固体衣物清洁剂配制物特别包括如下的成分:
(a)0.05到20重量%的至少一种阳离子缩聚产物,
(b)0.5到40重量%的至少一种非离子、阴离子和/或阳离子表面活性剂,
(c)0.5到50重量%的无机助洗剂(builder),
(d)0到10重量%的有机辅助洗剂(cobuilder)和
(e)0.1到60重量%的其他常规成分,如标准化剂(德语:Stellmittel),酶,香料,络合剂,腐蚀抑制剂,漂白剂,漂白活化剂,漂白催化剂,还有染料保护添加剂和染料转移抑制剂,泛灰抑制剂,去污(soil-release)聚酯,纤维保护添加剂,硅油,染料,杀菌剂和防腐剂,溶解改进剂,崩解剂和/或水,
其中成分(a)到(e)的和加起来为100重量%。
本发明的固体衣物清洁剂配制物可以粉末、颗粒、挤出物或者片剂的形式存在。
本发明的液体衣物清洁剂配制物优选具有以下成分:
(a)0.05到20重量%的至少一种阳离子缩聚产物,
(b)0.5到40重量%的至少一种非离子、阴离子和/或阳离子表面活性剂,
(c)0到20重量%的无机助洗剂,
(d)0到10重量%的有机辅助洗剂和
(e)0.1到60重量%的其他常规成分,如苏打,酶,香料,络合剂,腐蚀抑制剂,漂白剂,漂白活化剂,漂白催化剂,另外的染料保护添加剂和染料 转移抑制剂,泛灰抑制剂,去污聚酯,纤维保护添加剂,硅油,染料,杀菌剂和防腐剂,有机溶剂,增溶剂,助水溶物,增稠剂和/或链烷醇胺,以及
(f)0到99.35重量%的水。
本发明的衣物后处理组合物,特别是衣物护理漂洗组合物,优选包括
(a)0.05到20重量%的至少一种阳离子缩聚产物,
(b)0.5到40重量%的至少一种阳离子表面活性剂,
(c)0到30量%的至少一种非离子表面活性剂,
(d)0.1到30重量%的其他常规成分,如硅油,其他润滑剂,润湿剂,成膜聚合物,芳香剂和染料,稳定剂,纤维保护添加剂,另外的染料保护添加剂和染料转移抑制剂,络合剂,粘度改性剂,去污添加剂,增溶剂,助水溶物,腐蚀保护添加剂,杀菌剂和/或防腐剂,以及
(e)0到99.75重量%的水。
适当的非离子表面活性剂(B)特别是:
-烷氧基化的C8-C22-醇,如脂肪族醇烷氧基化物,羰基合成醇烷氧基化物和格尔伯特醇乙氧基化物:可用环氧乙烷、环氧丙烷和/或环氧丁烷来进行烷氧基化。可以存在嵌段共聚物或者无规共聚物。对每摩尔醇,它们典型地包括2到50摩尔、优选3到20摩尔的至少一种环氧烷烃。优选的环氧烷烃是环氧乙烷。这些醇优选具有10到18个碳原子。
-烷基酚烷氧基化物,特别是烷基酚乙氧基化物,其包括C6-C14-烷基链和5到30摩尔的环氧烷烃/摩尔。
-烷基聚葡糖甙,其包括C8-C22-烷基链,优选C10-C18-烷基链,通常为1到20,优选1.1到5葡糖甙单元。
-N-烷基葡糖酰胺,脂肪酸酰胺烷氧基化物,脂肪酸链烷醇酰胺烷氧基化物,和由环氧乙烷、环氧丙烷和/或环氧丁烷形成的嵌段共聚物。
适当的阴离子表面活性剂是,例如:
- 具有8到22、优选10到18个碳原子的(脂肪)醇的硫酸酯,特别是C9-C11- 醇硫酸酯,C12-C14-醇硫酸酯,C12-C18-醇硫酸酯,硫酸月桂酯,硫酸鲸蜡基酯,硫酸肉豆蔻基酯,硫酸棕榈基酯,硫酸硬脂基酯和硫酸牛脂脂肪醇酯。
- 硫酸化烷氧基化的C8-C22-醇(烷基醚磷酸酯):例如通过首先烷氧基化C8-C22-醇、优选C10-C18-醇,如脂肪醇,然后硫酸化烷氧基化产物来制备这种类型的化合物。对于烷氧基化,优选使用环氧乙烷。
- 直链C8-C20-烷基苯磺酸盐(LAS),优选直链C9-C13-烷基苯磺酸盐和-烷基甲苯磺酸盐。
- 链烷磺酸盐,特别是C8-C24-链烷磺酸盐,优选C10-C18-链烷磺酸盐。
- 皂如C8-C24-羧酸的钠或钾盐。
优选以盐的形式将阴离子表面活性剂添加到衣物清洁剂中。适当的盐是,例如,碱金属盐如钠、钾和锂盐,以及铵盐如羟基乙基铵,二(羟基乙基)铵和三(羟基乙基)铵。
特别适当的阳离子表面活性剂包括:
- C7-C25-烷基胺;
- N,N-二乙基-N-(羟基-C7-C25-烷基)铵盐;
- 由烷基化剂季铵化的单和双(C7-C25-烷基)二甲基铵化合物;
- 酯季铵化物(quat),特别是季铵酯化的(quaternary esterified)单-、双-和三烷醇胺,其被C8-C22-羧酸酯化的;
其中变量各定义如下:
R3是C1-C25-烷基或者C2-C25-烯基;
R4是C1-C4-烷基或者羟基-C1-C4-烷基;
R5是C1-C4-烷基,羟基C1-C4-烷基或者R1-(CO)-X-(CH2)m-基团(X:-O-或-NH-;m:2或3),
其中至少一个R3基团是C7-C22-烷基。
适当的无机助洗剂特别是:
- 具有离子交换性能的结晶的和无定形的铝硅酸盐,特别是沸石:多种类型的沸石是适当的,特别是以其钠形式、或者以其中Na被部分交换为其他阳离子如Li、K、Ca、Mg或铵的形式的沸石A、X、B、P、MAP和HS。
- 结晶的硅酸盐,特别是二硅酸盐和片状硅酸盐,例如δ-和β-Na2Si2O5。硅酸盐可以其碱金属、碱土金属或者铵盐的形式使用,优选硅酸钠、锂和镁。
- 无定形的硅酸盐如偏硅酸钠和无定形的二硅酸盐。
- 碳酸盐和碳酸氢盐:可以它们的碱金属、碱土金属或者铵盐的形式使用。优选碳酸钠、锂和镁,特别是碳酸钠和/或碳酸氢钠。
- 多磷酸盐如三磷酸五钠。
适当的有机辅助洗剂特别是:
- 低分子量的羧酸,如柠檬酸,疏水的改性柠檬酸,例如琼脂酸,苹果酸,酒石酸,葡糖酸,戊二酸,琥珀酸,亚氨基二琥珀酸,含氧二琥珀酸,丙烷三羧酸,丁烷四羧酸,环戊烷四羧酸,烷基-和链烯基琥珀酸和氨基聚羧酸,例如次氮基三乙酸(nitrilotriacetic acid),β-丙胺酸二乙酸,乙二胺四乙酸,丝氨酸二乙酸,异丝氨酸二乙酸,N-(2-羟基乙基)亚氨基乙酸,乙二胺二琥珀酸和甲基-和乙基甘氨酸二乙酸。
- 低聚的和聚合的羧酸,如丙烯酸和天冬氨酸的均聚物,低聚马来酸,马来酸与丙烯酸、甲基丙烯酸或者C2-C22-烯烃的共聚物,例如异丁烯或 者长链α-烯烃,乙烯基C1-C8-烷基醚,乙烯基乙酸酯,乙烯基丙酸酯,C1-C8-醇的(甲基)丙烯酸酯和苯乙烯。优选丙烯酸的均聚物和丙烯酸与马来酸的共聚物。低聚的和聚合的羧酸以酸形式或者作为钠盐的形式来使用。
适当的漂白剂是,例如,过氧化氢与无机盐的加成物,如过硼酸钠一水合物、过硼酸钠四水合物和碳酸钠过氧化氢合物,以及过羧酸如邻苯二甲酰亚氨基过己酸(phthalimidopercaproic acid)。
适当的漂白活化剂是,例如,N,N,N’,N’-四乙酰基亚乙基二胺(TAED),p-壬酰氧苯磺酸钠和N-甲基吗啉代乙氰甲基硫酸盐。
优选用于衣物清洁剂中的酶是蛋白酶、脂肪酶、淀粉酶、纤维素酶、氧化酶和过氧化物酶。
适当的另外的染料转移抑制剂是,例如,1-乙烯基吡咯烷酮、1-乙烯基咪唑或者4-乙烯基吡啶N-氧化物的均聚物、共聚物和接枝聚合物。与氯乙酸反应的4-乙烯基吡啶的均聚物和共聚物也适于作为染料转移抑制剂。
衣物清洁剂成分是另外的公知常识。例如在WO-A-99/06524和99/04313,在Liquid Detergents,Editor:Kuo-Yann Lai,Surfactant Sci.Ser.,Vol.67,Marcel Decker,New York,1997,p.272-304.中可得到详细的说明。
实施例
I.制备本发明的阳离子缩聚产物
通过用窄分布支链淀粉(pullulan)作为校准标准的尺寸排阻色谱法来确定下面规定的平均分子量Mw。
根据H.Fikentscher,Cellulose-Chemie,Volume 13,page 58-64和761-774(1932)作为25℃下3重量%的氯化钠溶液中1重量%的溶液来确定据报导的K值。
I.a.制备非环状胺A1
胺A1.1
将916.6g(9.0mol)的N,N-二甲基氨基丙基胺与300.5g(5.0mol)脲的混合物在35分钟内加热到122℃,同时引入氮气,然后在4小时内加热到155℃,然后在这个温度搅拌另外12个小时。
得到微黄色澄清液体形式的胺A1.1。
胺A1.2
在7分钟内将73.1g(0.5mol)的己二酸加入到加热到60℃的122.6g(1.2mol)的N,N-二甲基氨基丙基胺中,在该过程中混合物被加热到120℃。于130℃搅拌30分钟之后,将混合物加热到150℃,并将回流冷凝器换成蒸馏系统。一旦水和N,N-二甲基氨基丙基胺的混合物的蒸馏停止,加入另外30.7g(0.3mol)的N,N-二甲基氨基丙基胺。随后,将温度增加到160℃且蒸馏混合物另外的2小时。然后,将混合物冷却到120℃并在15mbar的减压下蒸馏混合物另外的45分钟。
得到稍微黄色固体形式的胺A1.2。
胺A1.3
步骤如制备胺A1.2所述的,不同的是,用59.0g(0.5mol)的琥珀酸代替己二酸,并在38mbar的减压下进行最后的蒸馏。
得到稍微黄色固体形式的胺A1.3。
胺A1.4
在26分钟内将40.9g(0.4mol)的N,N-二甲基氨基丙基胺逐滴加入10重量%的、冷却到2℃的、44.5g(0.2mol)异佛乐酮二异氰酸酯在乙酸乙 酯中的溶液中,该过程中,温度升高到11℃。在加入约一半之后,产物作为白色沉淀物开始沉淀出来。在于室温下搅拌另外30分钟之后,加入水以完全溶解沉淀物。除去水相,用水洗涤有机相两次,然后合并水相。
得到作为水溶液的胺A1.4,其含有少量乙酸乙酯并具有26.8重量%的固含量。
胺A1.5
步骤如制备胺A1.4所述的,不同的是,用33.7g(0.2mol)的六亚甲基二异氰酸酯代替异佛乐酮二异氰酸酯,并且在连续搅拌30分钟之后,如下进行产物的分离:
过滤所形成的白色沉淀物并在100mbar压力下在氮气流中于70℃干燥23小时。
得到白色固体形式的胺A1.5。
I.b.非环状胺(A1)或者环状胺(A1)与环状胺(A3)的混合物与双官能化合物(B)的反应
缩聚物1到16
在约8分钟内,将x2 g(y2 mol)的双官能化合物(B)逐滴加入到约38重量%的、加热到80℃的、x1 g(y1 mol)的胺(A1)和x3 g(y3 mol)的胺(A3)的水溶液中。在100℃搅拌混合物t小时,然后进行2小时的蒸汽蒸馏。
对于缩聚物13和15,乙酸乙酯的最后残留物首先通过蒸馏从胺A1.4中除去。
对于缩聚物14和16,胺A1.5首先以约45重量%的浓度悬浮在水中,然后加热到80℃,在该过程中胺完全溶解。
这些实验的其他细节和所得缩聚物水溶液的固含量和pH以及缩聚物的K值和平均分子量Mw如表1中所示。
表1
缩聚物 | x1[g] y1[mol] | (A1) | x3[g] y3[mol] | (A3) | x2[g] y2[mol] | (B) | t[h] | 固体含量 [重量%] | pH | K值 | Mw |
1 | 221.8 0.96 | A1.1 | - | - | 135.9 0.95 | 二氯二乙基醚 | 7 | 54.1 | 8.5 | 19.4 | 39000 |
2 | 221.8 0.96 | A1.1 | - | - | 147.3 0.95 | 1,6-二氯己烷 | 7 | 39.0 | 9.3 | 21.0 | 34500 |
3 | 221.8 0.96 | A1.1 | - | - | 87.9 0.95 | 表氯醇 | 5 | 49.1 | 9.2 | 15.4 | 8500 |
4 | 65.7 0.21 | A1.2 | - | - | 26.0 0.28 | 表氯醇 | 5 | 26.7 | 5.6 | 15.1 | |
5 | 62.6 0.22 | A1.3 | - | - | 20.4 0.22 | 表氯醇 | 5 | 38.9 | 8.0 | 12.4 | 3150 |
6 | 62.6 0.22 | A1.3 | - | - | 31.5 0.22 | 二氯二乙基醚 | 19 | 28.3 | 5.7 | 9.9 | |
7 | 177.5 0.77 | A1.1 | 13.6 0.20 | 咪唑 | 135.9 0.95 | 二氯二乙基醚 | 7 | 23.2 | 6.1 | 13.6 | |
8 | 110.9 0.48 | A1.1 | 34.0 0.50 | 咪唑 | 135.9 0.95 | 二氯二乙基醚 | 7 | 33.0 | 5.3 | 15.7 | |
9 | 177.5 0.77 | A1.1 | 13.6 0.20 | 咪唑 | 87.9 0.95 | 表氯醇 | 5 | 48.9 | 8.7 | 15.3 | 6800 |
[0165]
10 | 110.9 0.48 | A1.1 | 34.0 0.50 | 咪唑 | 87.9 0.95 | 表氯醇 | 5 | 49.0 | 9.3 | 14.0 | 4950 |
11 | 74.83 0.10 | A1.3 | 1.7 0.03 | 咪唑 | 11.6 0.13 | 表氯醇 | 5 | 23.5 | 7.5 | 11.6 | 2850 |
缩聚物 | x1[g] y1[mol] | (A1) | x3[g] y3[mol] | (A3) | x2[g] y2[mol] | (B) | t[h] | 固体含量 [重量%] | pH | K值 | Mw |
12 | 65.0 0.10 | A1.2 | 7.0 0.10 | 咪唑 | 19.1 0.21 | 表氯醇 | 5 | 22.5 | 9.6 | 11.8 | |
13 | 42.7 0.10 | A1.4 | - | - | 9.3 0.10 | 表氯醇 | 5 | 37.5 | 10.3 | 15.3 | |
14 | 30.0 0.08 | A1.5 | - | - | 7.5 0.08 | 表氯醇 | 5 | 24.1 | 8.0 | 26.0 | |
15 | 34.1 0.08 | A1.4 | 5.5 0.08 | 咪唑 | 14.8 0.16 | 表氯醇 | 5 | 18.2 | 9.6 | 12.8 | |
16 | 25.0 0.067 | A1.5 | 4.6 0.07 | 咪唑 | 12.4 0.13 | 表氯醇 | 5 | 36.4 | 10.2 | 19.6 |
[0166] II.a.本发明的阳离子缩聚产物在织物软化循环(fabric softening cycle)中的用途
为了试验固定染料和染料转移抑制作用,将阳离子缩聚产物加入到商业上的衣物织物柔软剂中。在25℃的织物柔软剂的水溶液中预洗所选择的有色织物(EMPA 130、EMPA 132、EMPA 133或EMPA 134)、旋转然后干燥。这样预洗过的有色织物与棉制白色试验织物和由棉/聚酯和聚酯制成的压载织物(ballast fabric)一起于60℃使用衣物清洁剂进行洗涤。
为了测定染料转移抑制作用,通过光度法(光度计:来自Datacolor的Elrepho 2000)测定洗涤循环后白色试验织物的着色(Staining)。利用A.Kud,Seifen,le,Fette,Wachse,Volume 119,page 590-594(1993)中所述的方法,由在试验织物上测得的反射数值来确定着色的颜色强度。根据使用特定试验物质的试验的颜色强度,没有试验物质的试验的颜色强度和试验织物洗涤之前的颜色强度,由下面的公式来确定试验物质的染料转移抑制作用的百分比:
为了测试有色织物的颜色损失,对相同的有色织物,重复6次利用织物柔软剂的处理、随后的洗涤和干燥。每个洗涤循环更换白色织物。根据第一次洗涤之前有色织物的颜色强度和第六次洗涤之后的颜色强度,由下面的公式来确定颜色损失的百分比:
织物软化循环和主洗涤循环中所用的洗涤条件如表2所示。
衣物清洁剂组合物重现在表3中。
染料转移抑制的试验结论列举在表4中。
表5中,列出了颜色固定的试验结论。
表2
织物软化循环的洗涤条件 | |
设备 | 来自Atlas,Chicago,USA的Launder-o-meter |
织物柔软剂 | Lenor(Procter & Gamble) |
织物柔软剂剂量 | 每升液体0.5克 |
缩聚物剂量 | 每升液体0.05克 |
水硬度 | 3mmol/l Ca∶Mg 4∶1 |
液体比(Liquor ratio) | 1∶12 |
漂洗温度 | 25℃ |
漂洗时间 | 15分钟 |
有色织物 | 1g EMPA 130(C.I.Direct Red 83:1)1g EMPA 132(C.I.Direct Black 22)1g EMPA 133(C.I.Direct Blue 71)0.5g EMPA 134(C.I.Direct Orange 39) (均来自Eidgenssische Materialprüfungsanstalt[SwissFederal Materials Testing Institute],St.Gallen,Switzerland) |
试验织物 | 10g的221棉织物(漂白过的) |
压载织物 | 5g的768混合织物(65∶35聚酯∶棉)+5g的854聚酯织物 |
主洗涤循环的洗涤条件 | |
设备 | 来自Atlas,Chicago,USA的Launder-o-meter |
衣物清洁剂剂量 | 每升液体4.5克 |
水硬度 | 3mmol/l Ca∶Mg 4∶1 |
液体比(Liquor ratio) | 1∶12 |
洗涤温度 | 60℃ |
洗涤时间 | 30分钟 |
有色织物 | 1g EMPA 130(C.I.Direct Red 83:1)1g EMPA 132(C.I.Direct Black 22)1g EMPA 133(C.I.Direct Blue 71) |
[0178]
0.5g EMPA 134(C.I.Direct Orange 39)(均来自Eidgenssische Materialprüfungsanstalt,St.Gallen,Switzerland) | |
试验织物 | 10g的221棉织物(漂白的) |
压载织物 | 5g的768混合织物(65∶35聚酯∶棉)+5g的854聚酯织物 |
表3
衣物清洁剂组合物 | |
成分 | [重量%] |
直链烷基苯磺酸盐 | 9 |
C13C15羰基合成醇×7EO | 6 |
沸石A | 45 |
碳酸钠 | 7 |
硅酸镁 | 0.8 |
柠檬酸钠×2H2O | 12 |
丙烯酸/马来酸共聚物,钠盐(AA/MA重量比70∶30,Mw70000) | 5 |
皂 | 1.8 |
水 | 到100 |
[0181] 表4
DTI作用[%] | ||||
EMPA 130 | EMPA 132 | EMPA 133 | EMPA 134 | |
缩聚物1 | 25 | 35 | 23 | 14 |
缩聚物2 | 18 | 43 | 16 | 18 |
缩聚物3 | 7 | 31 | 20 | 14 |
缩聚物4 | 20 | 18 | 14 | 17 |
缩聚物5 | 20 | 20 | 10 | 17 |
缩聚物6 | 22 | 23 | 15 | 16 |
缩聚物7 | 27 | 36 | 14 | 18 |
缩聚物8 | 23 | 31 | 15 | 11 |
缩聚物9 | 20 | 20 | 20 | 22 |
缩聚物10 | 45 | 28 | 18 | 24 |
缩聚物11 | 25 | 34 | 18 | 19 |
缩聚物12 | 26 | 35 | 24 | 17 |
缩聚物15 | 32 | 11 | 5 | 6 |
缩聚物16 | 28 | 24 | 10 | 8 |
[0183] 表5
颜色损失[%] | ||||
EMPA 130 | EMPA 132 | EMPA 133 | EMPA 134 | |
没有 | 42 | 27 | 51 | 41 |
缩聚物1 | 32 | 11 | 38 | 35 |
缩聚物2 | 38 | 14 | 51 | 40 |
缩聚物3 | 33 | 18 | 37 | 37 |
缩聚物4 | 39 | 13 | 44 | 37 |
缩聚物5 | 34 | 18 | 39 | 36 |
缩聚物6 | 39 | 16 | 49 | 35 |
缩聚物7 | 29 | 18 | 48 | 35 |
缩聚物8 | 25 | 14 | 48 | 35 |
缩聚物9 | 25 | 26 | 35 | 32 |
缩聚物10 | 18 | 20 | 33 | 30 |
缩聚物11 | 26 | 19 | 42 | 36 |
缩聚物12 | 21 | 21 | 43 | 36 |
缩聚物15 | 24 | 20 | 46 | 37 |
缩聚物16 | 25 | 19 | 46 | 36 |
II.b.本发明的阳离子缩聚产物在主洗涤循环中的应用
在棉制白色试验织物和由棉/聚酯和聚酯制成的压载织物存在的情况下,用添加有阳离子缩聚产物的衣物清洁剂在60℃依次洗涤所选有色织物(EMPA 130、EMPA 132、EMPA 133或EMPA 134)8次。每个洗涤循环之后替换白色试验织物。为了测定缩聚物的染料转移抑制作用,根据上述计算DTI作用的公式通过颜色强度测定来量化第一次洗涤之后白色试验织物的着色。根据第一次洗涤之前试验织物的颜色强度和第八次洗涤之后的颜色强度,由下面改变的公式确定颜色损失以计算颜色损失:
洗涤条件对应于表1中主洗涤循环指定的条件,不同的是对每升液体额外使用了0.10g的缩聚物。
使用与以上II.a.相同的衣物清洁剂(参见表3的组合物)。
染料转移抑制的试验结论列举在表6中。
表7中,列出了染料固定的试验结论。
表6
DTI作用[%] | |||
EMPA 130 | EMPA 132 | EMPA 134 | |
缩聚物1 | 32 | 9 | |
缩聚物2 | 31 | 11 | |
缩聚物7 | 35 | 26 | |
缩聚物8 | 33 | 28 | |
缩聚物10 | 81 | 42 | |
缩聚物12 | 50 | 36 |
表7
颜色损失[%] | |||
EMPA 130 | EMPA 132 | EMPA 134 | |
没有 | 29 | 46 | |
缩聚物1 | 23 | 45 | |
缩聚物2 | 23 | 46 | |
没有 | 47 | 35 | |
缩聚物7 | 36 | 29 | |
缩聚物8 | 40 | 29 | |
缩聚物10 | 21 | 28 | |
缩聚物12 | 25 | 25 |
Claims (12)
1.一种阳离子缩聚产物,其由以下(A2)与(B)以(B)对(A2)的摩尔比为0.6∶1到1.3∶1缩合得到;
(A2)为(A1)和(A3)以10∶1到1∶10摩尔比的混合物,其中
(A1)为非环状胺,由(A1a)单(N,N-二烷基氨基烷基)胺与(A1b)选自于脲、硫脲、二烷基碳酸酯、脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯组成的组的双官能化合物以1.2∶1到2.1∶1的摩尔比反应制备;
(A3)为选自于咪唑、1-,2-和4-(C1-C6-烷基)咪唑、1-(3-氨基丙基)咪唑、2,4-二(C1-C6-烷基)咪唑、哌嗪、1-(C1-C6-烷基)哌嗪、1,4-二(C1-C6-烷基)哌嗪、1,4-双(3-氨基丙基)哌嗪、1-(2-氨基甲基)哌嗪、1-(2-羟基乙基)哌嗪、吡嗪和嘧啶组成的组的环状胺,
(B)为选自于亚烷基二卤化物、二卤代烷基醚、卤代甲基环氧乙烷和双环氧化物的双官能化合物。
2.根据权利要求1的阳离子缩聚产物,其中所用的成分(A1a)是通式I的单(N,N-二烷基氨基烷基)胺:
R1R2N-(CH2)n-NH2 I
其中变量各限定如下:
R1、R2各自独立地为可由羟基取代的C1-C6-烷基;
n为2到6。
3.根据权利要求1的阳离子缩聚产物,其中(A1b)双官能化合物选自于脂肪族和芳香族的二羧酸以及脂肪族和芳香族二异氰酸酯组成的组。
4.根据权利要求1的产物的用途,作为衣物清洁剂和衣物后处理组合物中的染料固定和/或染料转移抑制添加剂。
5.一种衣物清洁剂,其包含根据权利要求1的阳离子缩聚产物作为衣物清洁剂和衣物后处理组合物中的染料固定和/或染料转移抑制添加剂。
6.一种固体衣物清洁剂配制物,其包含
(a)0.05到20重量%的至少一种根据权利要求1的阳离子缩聚产物,
(b)0.5到40重量%的至少一种非离子、阴离子和/或阳离子表面活性剂,
(c)0.5到50重量%的无机助洗剂,
(d)0到10重量%的有机辅助洗剂和
(e)0.1到60重量%的其他常规成分,其选自酶、香料、络合剂、腐蚀抑制剂、漂白剂、漂白活化剂、漂白催化剂和染料转移抑制剂、泛灰抑制剂、去污聚酯、纤维保护添加剂、染料、杀菌剂和防腐剂、溶解改进剂、崩解剂和/或水,
其中成分(a)到(e)的和加起来为100重量%。
7.根据权利要求6的固体衣物清洁剂配制物,其中所述其他常规成分为硅油。
8.一种液体衣物清洁剂配制物,其包含
(a)0.05到20重量%的至少一种根据权利要求1的阳离子缩聚产物,
(b)0.5到40重量%的至少一种非离子、阴离子和/或阳离子表面活性剂,
(c)0到20重量%的无机助洗剂,
(d)0到10重量%的有机辅助洗剂和
(e)0.1到60重量%的其他常规成分,其选自酶、香料、络合剂、腐蚀抑制剂、漂白剂、漂白活化剂、漂白催化剂和染料转移抑制剂、泛灰抑制剂、去污聚酯、纤维保护添加剂、染料、杀菌剂和防腐剂、有机溶剂、增溶剂、助水溶物和/或增稠剂,以及
(f)0到99.35重量%的水。
9.根据权利要求8的液体衣物清洁剂配制物,其中所述其他常规成分为苏打和/或硅油和/或链烷醇胺。
10.一种衣物后处理组合物,其包含根据权利要求1的阳离子缩聚产物作为染料固定和/或染料转移抑制添加剂。
11.一种衣物后处理组合物,其包含
(a)0.05到20重量%的至少一种根据权利要求1的阳离子缩聚产物,
(b)0.1到40重量%的至少一种阳离子表面活性剂,
(c)0到30量%的至少一种非离子表面活性剂,
(d)0.1到30重量%的其他常规成分,其选自其他润滑剂、润湿剂、成膜聚合物、芳香剂和染料、稳定剂、纤维保护添加剂和染料转移抑制剂、络合剂、粘度改性剂、去污添加剂、增溶剂、助水溶物、腐蚀保护添加剂、杀菌剂和/或防腐剂,以及
(e)0到99.75重量%的水。
12.根据权利要求11的衣物后处理组合物,其中所述其他常规成分为硅油。
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DE102005013780.6 | 2005-03-22 | ||
PCT/EP2006/060920 WO2006100246A1 (de) | 2005-03-22 | 2006-03-21 | Verwendung von kationischen polykondensationsprodukten als farbfixierender und/oder farbübertragungsinhibierender zusatz zu waschmitteln und wäschenachbehandlungsmitteln |
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DE102006060266A1 (de) | 2006-12-19 | 2008-07-10 | Benteler Automobiltechnik Gmbh | Schalldämpfer für Gas führende Systeme |
US8809392B2 (en) | 2008-03-28 | 2014-08-19 | Ecolab Usa Inc. | Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents |
US8871807B2 (en) | 2008-03-28 | 2014-10-28 | Ecolab Usa Inc. | Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids |
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US9321664B2 (en) | 2011-12-20 | 2016-04-26 | Ecolab Usa Inc. | Stable percarboxylic acid compositions and uses thereof |
EP2831000A4 (en) | 2012-03-30 | 2016-03-30 | Ecolab Usa Inc | USE OF PERCONDIC ACID / HYDROGEN PEROXIDE AND PEROXIDE REDUCERS FOR THE TREATMENT OF DRILLING LIQUIDS, FRACKING LIQUIDS, REFILL WATER AND DISPOSAL WATER |
WO2014078343A1 (en) * | 2012-11-16 | 2014-05-22 | Imerys Filtration Minerals, Inc. | Methods for prevention and reduction of scale formation |
US8901063B2 (en) | 2012-11-30 | 2014-12-02 | Ecolab Usa Inc. | APE-free laundry emulsifier |
US20140256811A1 (en) | 2013-03-05 | 2014-09-11 | Ecolab Usa Inc. | Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids |
US8822719B1 (en) | 2013-03-05 | 2014-09-02 | Ecolab Usa Inc. | Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring |
US10165774B2 (en) | 2013-03-05 | 2019-01-01 | Ecolab Usa Inc. | Defoamer useful in a peracid composition with anionic surfactants |
WO2017194331A1 (en) * | 2016-05-12 | 2017-11-16 | Basf Se | Use of polyimidazolium salts as dye transfer inhibitors |
EP3421583A1 (en) | 2017-06-26 | 2019-01-02 | Basf Se | Use of cationic vinylcarboxamide/vinylamine copolymers as a color care agent for laundering formulations |
US10435647B2 (en) * | 2017-08-08 | 2019-10-08 | The Seydel Companies, Inc. | Polyesters made from bio-renewable raw materials for preventing dye redeposition on fabrics and garments in textile finishing and garment washing processes |
WO2023110524A1 (en) | 2021-12-17 | 2023-06-22 | Rhodia Operations | New cationic polymers, process for producing the same from urea diamine condensates and polyepoxide derivatives, and uses thereof |
CN118234777A (zh) | 2021-12-17 | 2024-06-21 | 法国特种经营公司 | 新型阳离子聚合物、由单脲二胺缩合物和醚衍生物产生该聚合物的方法及其用途 |
CN118302474A (zh) | 2021-12-17 | 2024-07-05 | 法国特种经营公司 | 新型阳离子聚合物、由聚脲二胺缩合物和醚衍生物产生该聚合物的方法及其用途 |
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DE502006004915D1 (de) | 2009-11-05 |
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WO2006100246A1 (de) | 2006-09-28 |
EP1863893A1 (de) | 2007-12-12 |
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