EP0285038B1 - Utilisation de polymères greffés à base d'oxydes de polyalkylènes comme agents antirédéposants pendant le lavage et le post-traitement de matières textiles contenant des fibres synthétiques - Google Patents
Utilisation de polymères greffés à base d'oxydes de polyalkylènes comme agents antirédéposants pendant le lavage et le post-traitement de matières textiles contenant des fibres synthétiques Download PDFInfo
- Publication number
- EP0285038B1 EP0285038B1 EP88104889A EP88104889A EP0285038B1 EP 0285038 B1 EP0285038 B1 EP 0285038B1 EP 88104889 A EP88104889 A EP 88104889A EP 88104889 A EP88104889 A EP 88104889A EP 0285038 B1 EP0285038 B1 EP 0285038B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oxide
- weight
- monomers
- graft
- graft polymers
- 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.)
- Expired - Lifetime
Links
- 229920000578 graft copolymer Polymers 0.000 title claims description 36
- 229920000233 poly(alkylene oxides) Polymers 0.000 title claims description 17
- 229920002994 synthetic fiber Polymers 0.000 title claims description 8
- 239000004753 textile Substances 0.000 title claims description 8
- 238000005406 washing Methods 0.000 title description 12
- 239000003599 detergent Substances 0.000 claims description 36
- 239000000178 monomer Substances 0.000 claims description 25
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 19
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 13
- 239000003112 inhibitor Substances 0.000 claims description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 11
- 229920001567 vinyl ester resin Polymers 0.000 claims description 10
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 8
- 238000010559 graft polymerization reaction Methods 0.000 claims description 8
- 239000004094 surface-active agent Substances 0.000 claims description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 239000012209 synthetic fiber Substances 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000004494 ethyl ester group Chemical group 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 23
- 229920001577 copolymer Polymers 0.000 description 15
- 239000000306 component Substances 0.000 description 12
- 239000004744 fabric Substances 0.000 description 12
- 229910019142 PO4 Inorganic materials 0.000 description 10
- 235000021317 phosphate Nutrition 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- -1 C12 alkyl benzene sulfonates Chemical class 0.000 description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 8
- 239000010452 phosphate Substances 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000002979 fabric softener Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 description 2
- PSZAEHPBBUYICS-UHFFFAOYSA-N 2-methylidenepropanedioic acid Chemical compound OC(=O)C(=C)C(O)=O PSZAEHPBBUYICS-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000003791 organic solvent mixture Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 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 1
- 229920005682 EO-PO block copolymer Polymers 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 239000007832 Na2SO4 Substances 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 229920005605 branched copolymer Polymers 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- XJOBOFWTZOKMOH-UHFFFAOYSA-N decanoyl decaneperoxoate Chemical compound CCCCCCCCCC(=O)OOC(=O)CCCCCCCCC XJOBOFWTZOKMOH-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- GFJVXXWOPWLRNU-UHFFFAOYSA-N ethenyl formate Chemical compound C=COC=O GFJVXXWOPWLRNU-UHFFFAOYSA-N 0.000 description 1
- LZWYWAIOTBEZFN-UHFFFAOYSA-N ethenyl hexanoate Chemical compound CCCCCC(=O)OC=C LZWYWAIOTBEZFN-UHFFFAOYSA-N 0.000 description 1
- BLZSRIYYOIZLJL-UHFFFAOYSA-N ethenyl pentanoate Chemical compound CCCCC(=O)OC=C BLZSRIYYOIZLJL-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- PMYUVOOOQDGQNW-UHFFFAOYSA-N hexasodium;trioxido(trioxidosilyloxy)silane Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-][Si]([O-])([O-])O[Si]([O-])([O-])[O-] PMYUVOOOQDGQNW-UHFFFAOYSA-N 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000036961 partial effect Effects 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
- 150000002972 pentoses Chemical class 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005375 photometry Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000004685 tetrahydrates Chemical class 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 229940070710 valerate Drugs 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
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3788—Graft polymers
-
- 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
- C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents
Definitions
- the object of the present invention is to provide other graying inhibitors for detergents and graying inhibitors for the aftertreatment of textile goods containing synthetic fibers.
- the polyalkylene oxides of molecular weight (number average) from 300 to 100,000 based on ethylene oxide, propylene oxide and / or butylene oxide given under a) above serve as the graft base.
- Homopolymers of ethylene oxide or copolymers having an ethylene oxide content of 40 to 99 mol% are preferably used.
- the proportion of ethylene oxide polymerized in is therefore 40 to 100 mol% for the ethylene oxide polymers to be used with preference.
- Propylene oxide, butylene oxide and / or isobutylene oxide are suitable as comonomers for these copolymers.
- copolymers of ethylene oxide and propylene oxide for example, copolymers of ethylene oxide and propylene oxide, copolymers of ethylene oxide and butylene oxide and copolymers of ethylene oxide, propylene oxide and at least one butylene oxide are suitable.
- the ethylene oxide content of the copolymers is preferably 40 to 99 mol%, the propylene oxide content 1 to 60 mol% and the proportion Butylene oxide in the copolymers 1 to 30 mol%.
- straight-chain, branched homopolymers or copolymers can also be used as the graft base.
- Branched copolymers are prepared, for example, by working on polyhydric low molecular weight alcohols, e.g. Trimethylolpropane, pentoses or hexoses, ethylene oxide and optionally also propylene oxide and / or butylene oxides.
- the alkylene oxide units can be randomly distributed in the polymer or in the form of blocks.
- N-vinylpyrrolidone is grafted onto the polyalkylene oxides as the monomer of component (b).
- component (c) vinyl esters are used which are derived from a saturated monocarboxylic acid containing 1 to 6 carbon atoms, as well as methyl acrylate, ethyl acrylate, methyl methacrylate, methyl methacrylate and mixtures of the aforementioned monomers. Suitable vinyl esters are, for example, vinyl formate, vinyl acetate, vinyl propionate, vinyl butyrate, vinyl valerate, vinyl i-valerate and vinyl caproate. Of the monomers of group (c), vinyl acetate, vinyl propionate, methyl acrylate or mixtures of vinyl acetate and methyl acrylate are preferably used.
- the polyalkylene oxides of component (a) which are considered are grafted with the monomers of component (b) in the presence of initiators which form free radicals or by the action of high-energy radiation, which should also be understood to mean the action of high-energy electrons.
- This can be done by dissolving the polyalkylene oxide in at least one monomer of group (b) and polymerizing the mixture after adding a polymerization initiator.
- the graft polymerization can also be carried out semi-continuously by initially introducing a portion, for example 10%, of the mixture of polyalkylene oxide to be polymerized, at least one monomer from group (b) and / or (c) and initiator, heating to the polymerization temperature and after the light-off Polymerization adds the rest of the mixture to be polymerized as the polymerization progresses.
- the graft polymers can also be obtained by placing the polyalkylene oxides of group (a) in a reactor, heating to the polymerization temperature and at least one monomer from group (b) and / or (c) and polymerization initiator either all at once, batchwise or preferably continuously adds and polymerizes.
- the weight ratio of components (a): (b): (c) is from 1: 0.3: 1 to 1: 5: 30 and is preferably in the range from 1: 0.5: 1.5 to 1: 4 : 25.
- the order in which the monomers (b) and (c) are grafted onto the polymer (a) can be chosen as desired. For example, N-vinylpyrrolidone is first grafted onto the polymer (a) and then a monomer (c) or a mixture of monomers from group (c).
- the monomers of group (c) and then N-vinylpyrrolidone can also be polymerized onto the graft base first, or a monomer mixture of (b) and (c) can be grafted onto (a) in one step.
- the graft polymers are preferably used, in the production of which first N-vinylpyrrolidone and then vinyl acetate were grafted onto the graft base.
- Particularly suitable polymerization initiators are organic peroxides, such as diacetyl peroxide, dibenzoyl peroxide, succinyl peroxide, di-tert.-butyl peroxide, tert.-butyl perbenzoate, tert.-butyl perpivalate, tert.-butyl permaleinate, cumene hydroperoxide, diisopropyl peroxidic o-tamoyl (bis) peroxide, didecanoyl peroxide, dioctanoyl peroxide, dilauroyl peroxide, tert-butyl perisobutyrate, tert-butyl peracetate, di-tert-amyl peroxide, tert-butyl hydroperoxide and mixtures of the initiators, redox initiators and azo starters mentioned.
- organic peroxides such as diacetyl peroxide, dibenzoyl peroxide, succ
- the graft polymerization takes place in the temperature range from 50 to 200, preferably 70 to 140 ° C. It is usually carried out under atmospheric pressure, but can also take place under reduced or elevated pressure. If desired, the graft polymerization described above can also be carried out in a solvent.
- Suitable solvents are, for example, alcohols, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, tert-butanol, n-hexanol and cyclohexanol, and glycols, such as ethylene glycol, propylene glycol and butylene glycol, and the methyl or Ethyl ether of dihydric alcohols, diethylene glycol, triethylene glycol, glycerin and dioxane.
- the graft polymerization can also be carried out in water as a solvent.
- the emulsifiers used are, for example, ionic or nonionic surfactants whose HLB value is in the range from 3 to 13.
- HLB value For the definition of the HLB value, reference is made to the publication by WC Griffin, J. Soc. Cosmetic Chem., Volume 5, 249 (1954).
- the amount of surfactants, based on the graft copolymer is 0.1 to 5% by weight.
- solutions or dispersions of the graft polymers are obtained. If solutions of the graft polymer are prepared in an organic solvent or in mixtures of an organic solvent and water, 5 to 200, preferably 10 to 100 parts by weight of the organic solvent or solvent mixture are used per 100 parts by weight of the graft polymer .
- the weight ratio of components a) to b) to c) in the graft polymer is 1: 0.3: 1 to 1: 5:30, preferably 1: 0.5: 1.5 to 1: 4:25.
- the graft polymers have a K value of 5 to 200, preferably 5 to 50 (determined according to H. Fikentscher in dimethylformamide at 25 ° C. and a polymer concentration of 2% by weight).
- the graft polymer can optionally be subjected to a partial hydrolysis, in which up to 15 mol% of the grafted monomers of component (c) are hydrolyzed.
- the hydrolysis of graft polymers leads to graft polymers containing vinyl alcohol units.
- the hydrolysis can be carried out, for example, by adding a base, such as sodium hydroxide solution or potassium hydroxide solution, or else by adding acids and, if appropriate, heating the mixture.
- the graft polymers described above are used in detergents with a reduced phosphate content (this is to be understood as meaning a phosphate content of less than 25% by weight sodium triphosphate) or in phosphate-free detergents.
- the graft polymers described above are added to commercial detergent formulations in an amount of 0.1 to 5, preferably 0.3 to 3,% by weight, based on the detergent mixture.
- the graft polymers can be added to the detergent formulation in the form of granules, a paste, a highly viscous mass, as a dispersion or as a solution in a solvent.
- the graft polymers can also be adsorbed on the surface of fillers, for example sodium sulfate or builders (zeolites) and other solid auxiliaries in the detergent formulation.
- phosphate content is below 25% by weight or detergents which are free of phosphate at all contain surfactants as an essential component, e.g. C8 to C12 alkylphenol ethoxylates, C12 to C20 alkanol ethoxylates, and block copolymers of ethylene oxide and propylene oxide.
- the polyalkylene oxides are solid substances at room temperature up to temperatures of 50 ° C. to 60 ° C. and are readily soluble or dispersible in water. These are linear or branched reaction products of ethylene oxide with propylene oxide and / or isobutylene oxide, which have a block structure or which can also have a statistical structure.
- the end groups of the polyalkylene oxides can optionally be closed. This should be understood to mean that the free OH groups of the polyalkylene oxides can be etherified and / or esterified and / or aminated and / or reacted with isocyanates.
- Anionic surfactants such as C8 to C12 alkyl benzene sulfonates, C12 to C16 alkane sulfonates, C12 to C16 alkyl sulfates, C12 to C16 alkyl sulfosuccinates and sulfated ethoxylated C12 to C16 alkanols are also suitable as constituents of powder detergents.
- Powdered detergents usually contain 5 to 20% by weight of a surfactant or a mixture of surfactants.
- the powder detergents may also optionally contain polycarboxylic acids or their salts, for example tartaric acid or citric acid.
- incrustation inhibitors are, for example, homopolymers of acrylic acid, methacrylic acid and maleic acid or copolymers, e.g. Copolymers of maleic acid and acrylic acid, copolymers of maleic acid and methacrylic acid or copolymers of a) acrylic acid and / or methacrylic acid with b) acrylic acid esters, methacrylic acid esters, vinyl esters, allyl esters, itaconic acid esters, itaconic acid, methylene malonic acid, methylene malonic acid esters, crotonic acid and crotonic acid esters.
- homopolymers of acrylic acid, methacrylic acid and maleic acid or copolymers e.g. Copolymers of maleic acid and acrylic acid, copolymers of maleic acid and methacrylic acid or copolymers of a) acrylic acid and / or methacrylic acid with b) acrylic acid esters, methacrylic acid esters, vinyl esters, allyl
- copolymers of olefins and C1 to C4 alkyl vinyl ethers come into consideration.
- the molecular weight of the homopolymers and copolymers is 1,000 to 100,000.
- the incrustation inhibitors are used in an amount of 0.5 to 10% by weight in detergents.
- compositions of the detergent mixture can also be corrosion inhibitors, monomeric, oligomeric and polymeric phosphonates, ether sulfonates based on unsaturated fatty alcohols, for example oleyl alcohol ethoxylate butyl ether and their alkali metal salts.
- Powdery Detergents can optionally also contain zeolites, for example in an amount of 5 to 30% by weight.
- the detergent formulations can optionally also contain bleaches. If bleaching agents are used, the amounts usually used are 3 to 25% by weight. The best known bleach is, for example, sodium perborate.
- the detergent formulations may also contain bleach activators, plasticizers, defoamers, perfumes, optical brighteners and enzymes. Detergents, such as sodium sulfate, can optionally be present in an amount of 10 to 30% by weight.
- the graft polymers described above can also be used as an additive to liquid detergents.
- the liquid detergents contain, as a mixing component, liquid or solid surfactants which are soluble or at least dispersible in the detergent formulation.
- the surfactant content of liquid detergents is usually in the range from 15 to 50% by weight. Suitable surfactants for this are the products which are also used in powder detergents, and liquid polyalkylene oxides or polyalkoxylated compounds.
- a small amount of solubilizers e.g. Water or a water-miscible organic solvent, e.g. Prepare a homogeneous mixture of isopropanol, methanol, ethanol, glycol, diethylene glycol or triethylene glycol.
- the graft polymers are also suitable as an additive in the aftertreatment of textile material containing synthetic fibers.
- they are added to the last rinsing bath of a washing machine cycle, the addition either being carried out together with a fabric softener usually used at this point or — if a fabric softener is not desired — alone instead of the fabric softener.
- the amounts used are 0.01 to 0.3 g / l wash liquor.
- the use of the graft polymers in the last rinsing bath of a washing machine cycle has the advantage that the laundry is soiled much less by detached dirt particles which are present in the washing liquor during the next washing cycle than without the addition of the graying inhibitor in the previous washing.
- the parts given in the examples are parts by weight, the figures in percent relate to the weight of the substances.
- the molecular weights (number average) of the polyalkylene oxides a) used were calculated from the OH number.
- graft polymers were prepared in such a way that first N-vinylpyrrolidone and then vinyl acetate or methyl acrylate at 105 ° C. using 2.25% by weight, based on that used in the graft copolymerization, on the polyethylene oxide indicated in Table 1 Monomers polymerized onto dibenzoyl peroxide.
- the K values of the graft polymers obtained are also given in Table 1.
- the graft copolymers 6 and 7 were hydrolyzed to 15 mol%.
- the graying-inhibiting effect of the above-mentioned graft copolymers was tested as follows: polyester test fabric and polyester / cotton blend fabric were used together with a standard dirt fabric subjected to a series of 3 washes. The dirty fabric is renewed after each wash, the test fabric becoming more soiled after each wash. The whiteness of the test fabric after the 3rd wash is used to assess the degree of soiling. The values are secured by repeated repetition and averaging. The photometric measurement of the reflectance in% was measured in the present case on the Elrepho 2000 (Datacolor) at the wavelength of 460 nm (barium primary white standard according to DIN 5033).
- the graying inhibitor was added in each case in an amount of 0.5%, based on the test detergent.
- the test vessels each contained 15 g of test fabric (5 g polyester, 5 g polyester-cotton blend and 5 g cotton fabric) and 10 g dirt fabric. Cotton dirt from the Krefeld laundry research institute was used as the dirt fabric, namely WFK 10D.
- the test detergent used had the following composition: C12 alkyl benzene sulfonate 6.25% Tallow fatty alcohol reacted with 11 ethylene oxide 4.7% Soap 2.8% Na triphosphate (90% conservation) 20% Na perborate (tetrahydrate) 20% Na2SO4 24% Sodium disilicate 6% Mg silicate 1.25% Carboxymethyl cellulose (CMC), Na salt 0.6% Tetrasodium salt of ethylenediaminetetraacetic acid 0.2% rest Water to 100%.
- CMC Carboxymethyl cellulose
- Table 2 shows the increase in reflectance of polyester and polyester / cotton blended fabrics after addition of 0.5% of the products to be used according to the invention, based on the weight of the test detergent used. Table 2 also shows the results of comparative examples.
- Table 2 shows that the homopolymers PEO, PVP and PVac and the fully saponified graft polymers 9 and 10 have practically no activity as a graying inhibitor.
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- Engineering & Computer Science (AREA)
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Claims (4)
- Utilisation de polymères greffés qui sont obtenus par greffage(a) d'oxydes de polyalkylène ayant un poids moléculaire (moyenne en nombre) de 300 à 100 000, à base d'oxyde d'éthylène, d'oxyde de propylène et/ou d'oxyde de butylène, avec(b) de la N-vinylpyrrolidone et(c) un ester vinylique qui dérive d'un acide monocarboxylique saturé contenant 1 à 6 atomes de carbone, et/ou un ester methylique ou éthylique de l'acide acrylique ou de l'acide méthacrylique,dans un rapport pondéral (a) : (b) : (c) de 1:0,3:1 à 1:5:30, l'ordre de l'addition des monomères (b) et (c) dans la polymérisation par greffage étant quelconque et jusqu'à 15% en moles des monomères greffés (c) pouvant être hydrolysés, comme inhibiteurs de la coloration en gris au cours du lavage et du traitement ultérieur de textiles contenant des fibres synthétiques.
- Utilisation de polymères greffes selon la revendication 1, caractérisée en ce que ces polymères sont obtenus par greffage(a) d'oxydes de polyalkylène ayant un poids moléculaire (moyenne en nombre) de 1000 à 50 000 et une proportion d'oxyde d'éthylène de 40 à 100% en moles, avec(b) de la N-vinylpyrrolidone et(c) de l'acétate de vinyle.
- Utilisation de polymères greffés selon la revendication 1 ou 2, caractérisée en ce que ces polymères ont une valeur K de 5 à 200 (déterminée par la méthode de H. Fikentscher dans du diméthylformamide à 25°C et avec une concentration de polymère de 2% en poids).
- Agents de lavage à base de tensides, d'adjuvants de lavage et éventuellement d'autres additifs usuels, caractérisés en ce qu'ils contiennent, en tant qu'additif inhibiteur de la coloration en gris, de 0,1 à 5% en poids de polymères greffés qui ont été obtenus par greffage(a) d'oxydes de polyalkylènes ayant un poids moléculaire (moyenne en nombre) de 300 à 100 000, à base d'oxyde d'éthylène, d'oxyde de propylène et/ou d'oxyde de butylène, avec(b) de la N-vinylpyrrolidone et(c) un ester vinylique qui dérive d'un acide monocarbocylique saturé contenant 1 à 6 atomes de carbone, et/ou un ester méthylique ou éthylique de l'acide acrylique ou de l'acide méthacrylique,dans un rapport pondéral (a) : (b) : (c) de 1:0,3:1 à 1:5:30, l'ordre de l'addition des monomères (b) et (c) dans la polymérisation par greffage étant quelconque et jusqu'à 15% en moles des monomères greffés (c) pouvant être hydrolysés.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3711318 | 1987-04-03 | ||
| DE19873711318 DE3711318A1 (de) | 1987-04-03 | 1987-04-03 | Verwendung von pfropfpolymerisaten auf basis von polyalkylenoxiden als vergrauungsinhibitoren beim waschen und nachbehandeln von synthesefasern enthaltendem textilgut |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0285038A2 EP0285038A2 (fr) | 1988-10-05 |
| EP0285038A3 EP0285038A3 (en) | 1990-09-12 |
| EP0285038B1 true EP0285038B1 (fr) | 1993-07-21 |
Family
ID=6324826
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP88104889A Expired - Lifetime EP0285038B1 (fr) | 1987-04-03 | 1988-03-26 | Utilisation de polymères greffés à base d'oxydes de polyalkylènes comme agents antirédéposants pendant le lavage et le post-traitement de matières textiles contenant des fibres synthétiques |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4904408A (fr) |
| EP (1) | EP0285038B1 (fr) |
| JP (1) | JP2541617B2 (fr) |
| DE (2) | DE3711318A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8158686B2 (en) | 2005-11-04 | 2012-04-17 | Basf Se | Use of copolymers as solubilizers for slightly water-soluble compounds |
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| WO2021127696A1 (fr) * | 2019-12-20 | 2021-06-24 | The Procter & Gamble Company | Composition particulaire d'entretien de tissus |
| US11186805B2 (en) * | 2019-12-20 | 2021-11-30 | The Procter & Gamble Company | Particulate fabric care composition |
| PL4103625T3 (pl) * | 2020-02-14 | 2024-05-13 | Basf Se | Biodegradowalne polimery szczepione |
| CN116615521B (zh) * | 2021-06-24 | 2025-12-09 | 宝洁公司 | 颜色护理洗涤剂组合物 |
| EP4555059A1 (fr) * | 2022-07-11 | 2025-05-21 | The Procter & Gamble Company | Composition de détergent à lessive contenant un copolymère greffé et une matière première de parfum |
| CN119421941A (zh) * | 2022-07-11 | 2025-02-11 | 宝洁公司 | 包含聚环氧烷接枝共聚物和染料转移抑制剂聚合物的衣物洗涤剂组合物 |
| WO2022214113A2 (fr) * | 2022-07-11 | 2022-10-13 | The Procter & Gamble Company | Composition de détergent de lessive contenant un copolymère greffé et un polymère inhibiteur de transfert de colorant |
| WO2024011345A1 (fr) | 2022-07-11 | 2024-01-18 | The Procter & Gamble Company | Composition de détergent à lessive contenant un copolymère greffé et un agent bénéfique |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1222944A (fr) * | 1958-04-15 | 1960-06-14 | Hoechst Ag | Polymères greffés et leur procédé de préparation |
| DE3536530A1 (de) * | 1985-10-12 | 1987-04-23 | Basf Ag | Verwendung von pfropfcopolymerisaten aus polyalkylenoxiden und vinylacetat als vergrauungsinhibitoren beim waschen und nachbehandeln von synthesefasern enthaltendem textilgut |
-
1987
- 1987-04-03 DE DE19873711318 patent/DE3711318A1/de not_active Withdrawn
-
1988
- 1988-03-26 DE DE8888104889T patent/DE3882409D1/de not_active Expired - Lifetime
- 1988-03-26 EP EP88104889A patent/EP0285038B1/fr not_active Expired - Lifetime
- 1988-03-29 JP JP63073483A patent/JP2541617B2/ja not_active Expired - Lifetime
- 1988-03-31 US US07/176,333 patent/US4904408A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8158686B2 (en) | 2005-11-04 | 2012-04-17 | Basf Se | Use of copolymers as solubilizers for slightly water-soluble compounds |
| US8632763B2 (en) | 2005-11-04 | 2014-01-21 | Basf Se | Use of a copolymer in the form of a solubiliser for a poorly water-soluble compound |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0285038A3 (en) | 1990-09-12 |
| EP0285038A2 (fr) | 1988-10-05 |
| DE3882409D1 (de) | 1993-08-26 |
| DE3711318A1 (de) | 1988-10-20 |
| JP2541617B2 (ja) | 1996-10-09 |
| JPS63260995A (ja) | 1988-10-27 |
| US4904408A (en) | 1990-02-27 |
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