EP0462059A2 - Adjuvants textiles aqueux, peu moussants et exempts de silicones, leur préparation et leur application - Google Patents
Adjuvants textiles aqueux, peu moussants et exempts de silicones, leur préparation et leur application Download PDFInfo
- Publication number
- EP0462059A2 EP0462059A2 EP19910810421 EP91810421A EP0462059A2 EP 0462059 A2 EP0462059 A2 EP 0462059A2 EP 19910810421 EP19910810421 EP 19910810421 EP 91810421 A EP91810421 A EP 91810421A EP 0462059 A2 EP0462059 A2 EP 0462059A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- component
- formula
- nonionic surfactant
- textile
- carbon atoms
- 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
- 239000004753 textile Substances 0.000 title claims abstract description 38
- 238000005187 foaming Methods 0.000 title claims abstract description 5
- 238000002360 preparation method Methods 0.000 title description 2
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- 239000001257 hydrogen Substances 0.000 claims abstract description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 11
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 8
- 125000002347 octyl 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])[H] 0.000 claims abstract description 7
- 125000005504 styryl group Chemical group 0.000 claims abstract description 7
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims abstract description 6
- 238000005406 washing Methods 0.000 claims abstract description 5
- 239000002270 dispersing agent Substances 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 238000009736 wetting Methods 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 19
- 239000002657 fibrous material Substances 0.000 claims description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 238000004061 bleaching Methods 0.000 claims description 8
- 230000002378 acidificating effect Effects 0.000 claims description 7
- MHGOKSLTIUHUBF-UHFFFAOYSA-N 2-ethylhexyl sulfate Chemical compound CCCCC(CC)COS(O)(=O)=O MHGOKSLTIUHUBF-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 239000003752 hydrotrope Substances 0.000 claims description 4
- 150000002978 peroxides Chemical class 0.000 claims description 4
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 claims description 4
- 239000003599 detergent Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000000080 wetting agent Substances 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 4
- 239000000835 fiber Substances 0.000 abstract description 2
- 230000003165 hydrotropic effect Effects 0.000 abstract 1
- -1 aliphatic radical Chemical group 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 150000002431 hydrogen Chemical group 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 5
- 239000001913 cellulose Substances 0.000 description 5
- 239000004744 fabric Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 150000003460 sulfonic acids Chemical class 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 229920003043 Cellulose fiber Polymers 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N Nonanedioid acid Natural products OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical class CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N Suberic acid Natural products OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 150000007513 acids Chemical class 0.000 description 2
- GTZCVFVGUGFEME-UHFFFAOYSA-N aconitic acid Chemical compound OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 229920002239 polyacrylonitrile Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 1
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 description 1
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-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
- PQSMEVPHTJECDZ-UHFFFAOYSA-N 2,3-dimethylheptan-2-ol Chemical compound CCCCC(C)C(C)(C)O PQSMEVPHTJECDZ-UHFFFAOYSA-N 0.000 description 1
- BSYJHYLAMMJNRC-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-ol Chemical compound CC(C)(C)CC(C)(C)O BSYJHYLAMMJNRC-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
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical class CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 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
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 description 1
- NJMYQRVWBCSLEU-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanoic acid Chemical compound OCCC(=C)C(O)=O NJMYQRVWBCSLEU-UHFFFAOYSA-N 0.000 description 1
- PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 description 1
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004342 Benzoyl peroxide Chemical group 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
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- 239000004439 Isononyl alcohol Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical class CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
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- 238000010521 absorption reaction Methods 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
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- 125000003158 alcohol group Chemical group 0.000 description 1
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- 125000003342 alkenyl group Chemical group 0.000 description 1
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- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
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- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- ZIYVHBGGAOATLY-UHFFFAOYSA-N methylmalonic acid Chemical compound OC(=O)C(C)C(O)=O ZIYVHBGGAOATLY-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
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- 229940043348 myristyl alcohol Drugs 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
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- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 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
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin 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
- 150000003505 terpenes Chemical class 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 1
- 150000003613 toluenes 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
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000008096 xylene 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating compositions
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular 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
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic 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
- C11D3/16—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
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3937—Stabilising agents
- C11D3/394—Organic compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
- D06L1/14—De-sizing
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
- D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/06—Ether- or thioether carboxylic acids
-
- 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
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- 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
- C11D1/72—Ethers of polyoxyalkylene glycols
- C11D1/721—End blocked ethers
-
- 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
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/8305—Miscellaneous [e.g., treated surfaces, etc.]
Definitions
- the present invention relates to low-foaming, silicone-free, aqueous textile auxiliaries, their production and multiple uses, e.g. as wetting agents, detergents, dispersants or as stabilizers in peroxide bleaching liquors.
- the substituent R in formula (1) advantageously represents the hydrocarbon radical of an unsaturated or saturated aliphatic monoalcohol with 8 to 22 carbon atoms.
- the hydrocarbon radical can be straight-chain or branched.
- R is preferably an alkyl or alkenyl radical having 9 to 14 carbon atoms.
- Lower alkyl means hydrocarbon radicals which have 1 to 5, in particular 1 to 4, carbon atoms. Examples of such groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, amyl, isoamyl or tert-amyl.
- natural alcohols such as e.g. Lauryl alcohol, myristyl alcohol, cetyl alcohol or stearyl alcohol, as well as synthetic alcohols, e.g. 2-ethylhexanol, 1,1,3,3-tetramethylbutanol, octan-2-ol, isononyl alcohol, trimethylhexanol, trimethylnonyl alcohol, decanol, C9-C11 oxo alcohol, tridecyl alcohol, isotridecanol or linear primary alcohols (alfoles) with 8 to 18 carbon atoms in Come into consideration. Some representatives of these alfoles are Alfol (8-10), Alfol (9-11), Alfol (10-14), Alfol (12-13) or Alfol (16-18). (“Alfol" is a registered trademark).
- Unsaturated aliphatic monoalcohols are, for example, dodecenyl alcohol, hexadecenyl alcohol or oleyl alcohol.
- the alcohol residues can be present individually or in the form of mixtures of two or more components, e.g. Mixtures of alkyl and / or alkenyl groups derived from soybean fatty acids, palm kernel fatty acids or tallow oils.
- Alkylene-O p chains are preferably of the ethylene glycol, ethylene propylene glycol or ethylene isopropylene glycol type; p is preferably 4 to 20.
- nonionic surfactants of component (a) correspond to the formula in which one of Y1 and Y2 is methyl or ethyl and the other is hydrogen, n1 is an integer from 2 to 40, m1 represents an integer from 0 to 15, and R and R1 have the meaning given in formula (1).
- Nonionic surfactants of the formula are of particular interest wherein R2 C9 to C14 alkyl, R3 is hydrogen, C1-C4alkyl, a cycloaliphatic radical with at least 6 C atoms or benzyl, of Y3 and Y4 one residue is hydrogen or methyl and the other hydrogen, m2 is an integer from 0 to 8 and n2 is an integer from 4 to 10.
- R2 has the meaning given in formula (3)
- R4 is hydrogen, C1 to C4-alkyl or lower alkylphenyl, of Y5 and Y6 one residue is hydrogen and the other is ethyl
- n3 is an integer from 4 to 8
- m3 is an integer from 1 to 3.
- the nonionic surfactants of the formulas (1) to (4) are prepared in a manner known per se, for example by reacting the corresponding alkylene oxide adducts with thionyl chloride and then reacting the chlorine compound formed with a short-chain, cycloaliphatic, fatty, lower alkylphenyl or Styryl alcohol.
- Acidic water-solubilizing groups from which component (a) is obtained are e.g. Carbonyl and / or sulfonic acid groups.
- Ethylenically unsaturated polymerizable carboxylic or sulfonic acids are suitable. Both monocarboxylic acids and dicarboxylic acids and their anhydrides as well as sulfonic acids, each having an ethylenically unsaturated aliphatic radical and preferably at most 7 carbon atoms, can be used.
- the monocarboxylic acids are e.g. acrylic acid, methacrylic acid, ⁇ -haloacrylic acid, 2-hydroxyethylacrylic acid, ⁇ -cyanoacrylic acid, crotonic acid and vinyl acetic acid.
- Ethylenically unsaturated dicarboxylic acids are preferably fumaric acid, maleic acid or itaconic acid, furthermore mesaconic acid, citraconic acid, glutaconic acid and methylmalonic acid.
- Maleic anhydride is particularly mentioned as the anhydride of these acids.
- Suitable sulfonic acids are vinylsulfonic acid or 2-acryloamido-2-methylpropanesulfonic acid.
- Monocarboxylic acids having 2 to 5 carbon atoms in particular methacrylic acid and especially acrylic acid, are preferred.
- Practically important compounds corresponding to component (a) are those which have been obtained from 5 to 50% by weight of a nonionic surfactant of the formula (1) and 95 to 50% by weight of acrylic acid.
- Particularly preferred among these products are those compounds which have been obtained from a nonionic surfactant of the formula (3).
- the compounds of component (a) of the composition according to the invention are prepared by methods known per se, expediently such that the corresponding nonionic surfactant is first mixed with at least 20% by weight, based on the end product, of an ethylenically unsaturated compound which has acidic, water-solubilizing groups, such as, for example, matching carboxylic acids, their anhydrides or sulfonic acids, and subsequently carrying out the reaction in the presence of catalysts, expediently at a temperature of 60 to 100.degree.
- Free radical-forming organic initiators are preferably used as catalysts.
- Suitable initiators for carrying out the reaction are e.g. symmetrical aliphatic azo compounds such as azo-bis-isobutyronitrile, azo-bis-2-methyl-valeronitrile, 1,1′-azo-bis-1-cyclo-hexanitrile and 2,2′-azo-bis-isobutyric acid alkyl esters, symmetrical diacyl peroxides, such as e.g.
- Suitable peroxides are: tert-butyl hydroperoxide, di-tert-butyl peroxide, cumene hydroperoxide, di-cumene peroxide and tert-butyl perpivalate.
- Another suitable compound is potassium persulfate, which is preferably used in the present invention.
- the catalysts are generally used in amounts of 0.1 to 10% by weight, preferably 0.5 to 2% by weight, based on the starting products.
- reaction is advantageously carried out in an inert atmosphere, e.g. carried out in the presence of nitrogen.
- nonionic surfactants used as component (b) of the composition according to the invention correspond to the nonionic surfactant of component (a) according to formulas (1) to (4).
- 2-Ethylhexyl sulfate is particularly preferred.
- component (a) a compound obtained from a nonionic surfactant of the formula (1) and acrylic acid, as component (b), a nonionic surfactant of the formula (1) and optionally as component ( c) contain 2-ethylhexyl sulfate.
- textile auxiliaries which contain as component (a) a compound which has been obtained from a nonionic surfactant of the formula (2) and acrylic acid, as component (b) a nonionic surfactant of the formula (2) and optionally as component (c ) Contain 2-ethylhexyl sulfate.
- textile auxiliary mixtures which contain as component (a) a compound which has been obtained from a nonionic surfactant of the formula (3) and as component (b) a nonionic surfactant corresponding to the formula (3).
- the textile auxiliary mixtures according to the invention can be prepared by simply stirring components (a), (b) and optionally (c).
- the preparation is preferably carried out by mixing components (a), (b) and optionally (c) with stirring and adding deionized water until a homogeneous solution is obtained.
- the new blends are low-foaming, APEO and silicone-free textile auxiliaries. They are easy to handle due to their liquid commercial form, which is why they are particularly suitable for modern dosing systems. You are universal can be used and can therefore be considered for various purposes.
- they can be used as wetting agents, textile detergents, dispersants or as stabilizers in peroxide bleaching liquors.
- the amounts used in which the textile auxiliary according to the invention is added to the treatment liquors are between 0.1 and 30, preferably 0.2 and 10 g per liter of treatment liquor.
- These fleets can also contain other additives, e.g. Desizing agents, dyes, optical brighteners, synthetic resins and alkalis such as sodium hydroxide.
- Possible fiber materials are: cellulose, especially untreated natural cellulose such as hemp, linen, jute, cellulose, viscose, acetate treyon, native cellulose fiber and especially raw cotton, wool, polyamide, polyacrylonitrile or polyester fiber materials as well as fiber blends, e.g. those made of polyacrylonitrile / cotton or polyester / cotton.
- the fiber material to be treated can be in various processing stages, e.g. the cellulose-containing material as loose material, yarn, woven or knitted fabric. As a rule, these are always textile fiber materials which are produced from pure textile cellulose fibers or from mixtures of textile cellulose fibers with textile synthetic fibers.
- the fiber material can be treated continuously or discontinuously in an aqueous liquor.
- the aqueous treatment liquors can be applied to the fiber materials in a known manner, advantageously by impregnation on the padder, the liquor absorption being about 70 to 120% by weight.
- the padding process is used in particular in the pad-steam process and pad-batch process.
- the impregnation can be carried out at 10 to 60 ° C, but preferably at room temperature.
- the cellulose material is optionally subjected to a heat treatment, e.g. Subject at temperatures from 80 to 140 ° C.
- the heat treatment is preferably carried out by steaming at 95 to 140 ° C., preferably 100 to 106 ° C. Depending on the type of heat development and the temperature range, the heat treatment can take 30 seconds to 60 minutes.
- the impregnated goods are rolled up without drying and then optionally packed with a plastic film and stored at room temperature for 1 to 24 hours.
- the treatment of the fiber materials can also be carried out in long liquors with a liquor ratio of e.g. 1: 3 to 1: 100, preferably 1: 4 to 1:25 and at 10 to 100, preferably 60 to 98 ° C for about 1/4 to 3 hours under normal conditions, i.e. under atmospheric pressure in conventional equipment, e.g. a jigger, jet or reel runner.
- a liquor ratio of e.g. 1: 3 to 1: 100, preferably 1: 4 to 1:25 and at 10 to 100, preferably 60 to 98 ° C for about 1/4 to 3 hours under normal conditions, i.e. under atmospheric pressure in conventional equipment, e.g. a jigger, jet or reel runner.
- the treatment up to 150 ° C, preferably 105 to 140 ° C under pressure in so-called high-temperature equipment (HT equipment) can be carried out.
- HT equipment high-temperature equipment
- the fiber materials are then, if the process so requires, hot Water from about 90 to 98 ° C and then rinsed thoroughly with warm and finally with cold water, neutralized if necessary and then preferably dried at elevated temperatures.
- auxiliary mixtures A, B and C are prepared by stirring the components listed in the table below.
- Formulation B of Example 1 is tested for its washability.
- a mixed fabric made of polyester / cotton artificially soiled with carbon black and motor oil is washed using a ® AHIBA dyeing machine with a twist for 30 minutes at 40 ° C and a liquor ratio of 1:25.
- the amount used is 1 g / l of active substance and the pH of the wash liquor is adjusted to 10 using NaOH.
- the fabric is rinsed, dewatered and dried.
- the color difference according to DIN 6174 between the washed sample and an unwashed sample is measured.
- the reflection number of the washed sample is 18.5.
- Formulations A, B and C of Example 1 are suitable for use in highly concentrated alkaline stock liquors up to 360 g / l NaOH. After dilution of the stock fleets to the application concentration, no loss of network capacity due to the alkali load can be determined.
- the degree of whiteness is increased from -77 to 56 CIBA-GEIGY whiteness units.
- formulation B causes a substrate with good absorbency after bleaching.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH194590 | 1990-06-11 | ||
CH1945/90 | 1990-06-11 | ||
CH70991 | 1991-03-08 | ||
CH709/91 | 1991-03-08 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0462059A2 true EP0462059A2 (fr) | 1991-12-18 |
EP0462059A3 EP0462059A3 (en) | 1992-03-11 |
EP0462059B1 EP0462059B1 (fr) | 1997-07-02 |
Family
ID=25685449
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19910810421 Expired - Lifetime EP0462059B1 (fr) | 1990-06-11 | 1991-06-04 | Adjuvants textiles aqueux, peu moussants et exempts de silicones, leur préparation et leur application |
Country Status (6)
Country | Link |
---|---|
US (1) | US5456847A (fr) |
EP (1) | EP0462059B1 (fr) |
JP (1) | JP2872447B2 (fr) |
KR (1) | KR100221114B1 (fr) |
DE (1) | DE59108759D1 (fr) |
ES (1) | ES2106068T3 (fr) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0638635A1 (fr) * | 1993-08-12 | 1995-02-15 | Ciba-Geigy Ag | Adjuvants textiles aqueux |
WO1995005441A1 (fr) * | 1993-08-13 | 1995-02-23 | Henkel Kommanditgesellschaft Auf Aktien | Melanges detergents |
EP0744459A1 (fr) * | 1995-05-19 | 1996-11-27 | Ciba-Geigy Ag | Matière première détergente multifonctionelle |
WO1998051852A1 (fr) * | 1997-05-12 | 1998-11-19 | Cognis Deutschland Gmbh | Agent de mouillage pour le pretraitement de textiles |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE301737T1 (de) | 1999-10-16 | 2005-08-15 | Ciba Sc Pfersee Gmbh | Zusammensetzung für die vorbehandlung von fasermaterialien |
EP1149945A1 (fr) * | 2000-04-29 | 2001-10-31 | Ciba Spezialitätenchemie Pfersee GmbH | Composition pour le prétraitement de matériaux fibreux |
DE10118236A1 (de) * | 2001-04-11 | 2002-10-17 | Ciba Sc Pfersee Gmbh | Zusammensetzung für die Vorbehandlung von Fasermaterialien |
EP3359515B1 (fr) | 2015-10-07 | 2019-12-18 | Elementis Specialties, Inc. | Agent mouillant et antimoussant |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0098803A1 (fr) * | 1982-07-06 | 1984-01-18 | Ciba-Geigy Ag | Polymères greffés solubles ou dispersables dans l'eau, leur fabrication et utilisation |
EP0299691A1 (fr) * | 1987-07-09 | 1989-01-18 | Diversey Corporation | Emulsions stables de détergent |
EP0360736A1 (fr) * | 1988-09-01 | 1990-03-28 | Ciba-Geigy Ag | Composition aqueuse mouillante et détergente, stable dans l'eau dure, sa préparation et utilisation dans le prétraitment des matières textiles |
EP0406168A1 (fr) * | 1989-06-30 | 1991-01-02 | Ciba-Geigy Ag | Produits d'addition d'éthers de phénylalkylglycidyle |
EP0420802A2 (fr) * | 1989-09-26 | 1991-04-03 | Ciba-Geigy Ag | Agent mouillant aqueux stable au stockage et peu moussant |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1814439A1 (de) * | 1968-02-23 | 1969-10-16 | Continental Oil Co | Wenig schaeumende nichtionogene Detergentien |
US4207421A (en) * | 1977-11-21 | 1980-06-10 | Olin Corporation | Biodegradable, alkali stable, non-ionic surfactants |
DE3005515A1 (de) * | 1980-02-14 | 1981-08-20 | Basf Ag, 6700 Ludwigshafen | Verwendung von butoxylierten ethylenoxidaddukten an hoehere alkohole als schaumarme tenside in spuel- und reinigungsmitteln |
DE3418523A1 (de) * | 1984-05-18 | 1985-11-21 | Basf Ag, 6700 Ludwigshafen | Endgruppenverschlossene fettalkoholalkoxylate fuer industrielle reinigungsprozesse, insbesondere fuer die flaschenwaesche und fuer die metallreinigung |
US4622173A (en) * | 1984-12-31 | 1986-11-11 | Colgate-Palmolive Co. | Non-aqueous liquid laundry detergents containing three surfactants including a polycarboxylic acid ester of a non-ionic |
DE3660964D1 (en) * | 1985-03-07 | 1988-11-24 | Ciba Geigy Ag | Auxiliary mixture and its use as a dyeing auxiliary or textile auxiliary |
US4661279A (en) * | 1985-11-22 | 1987-04-28 | Basf Corporation | Detergent composition |
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ES2026494T3 (es) * | 1986-07-24 | 1992-05-01 | Henkel Kommanditgesellschaft Auf Aktien | Mezclas de tensioactivos pobres en espuma y/o reductoras de espuma y su empleo. |
US4844710A (en) * | 1986-12-08 | 1989-07-04 | Ciba-Geigy Corporation | Aqueous textile assistant of high storage stability and hard water resistance |
EP0295205A1 (fr) * | 1987-06-05 | 1988-12-14 | Ciba-Geigy Ag | Procédé de teinture ou apprêt par foulardage avec fixation à la continue de matières textiles |
DE3723323C2 (de) * | 1987-07-15 | 1998-03-12 | Henkel Kgaa | Hydroxy-Mischether, Verfahren zu deren Herstellung sowie deren Verwendung |
DE3726121A1 (de) * | 1987-08-06 | 1989-02-16 | Basf Ag | Veretherung von polyoxyalkylenderivaten |
US4832865A (en) * | 1988-01-05 | 1989-05-23 | Ppg Industries, Inc. | Composition containing non-ionic surfactant |
DE3802783A1 (de) * | 1988-01-30 | 1989-08-10 | Hoechst Ag | Verfahren zur herstellung von alkylenglykoldialkylethern |
US5049303A (en) * | 1988-11-09 | 1991-09-17 | Lever Brothers Company, Division Of Conopco, Inc. | Detergent compositions containing a mixture of an ethylene oxide/propylene oxide block copolymer and a polycarboxylate |
US4956115A (en) * | 1989-05-23 | 1990-09-11 | Hoechst Celanese Corporation | Water borne solvent strippers |
-
1991
- 1991-06-04 EP EP19910810421 patent/EP0462059B1/fr not_active Expired - Lifetime
- 1991-06-04 ES ES91810421T patent/ES2106068T3/es not_active Expired - Lifetime
- 1991-06-04 DE DE59108759T patent/DE59108759D1/de not_active Expired - Fee Related
- 1991-06-10 KR KR1019910009488A patent/KR100221114B1/ko not_active IP Right Cessation
- 1991-06-11 JP JP13807391A patent/JP2872447B2/ja not_active Expired - Fee Related
-
1993
- 1993-12-22 US US08/171,887 patent/US5456847A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0098803A1 (fr) * | 1982-07-06 | 1984-01-18 | Ciba-Geigy Ag | Polymères greffés solubles ou dispersables dans l'eau, leur fabrication et utilisation |
EP0299691A1 (fr) * | 1987-07-09 | 1989-01-18 | Diversey Corporation | Emulsions stables de détergent |
EP0360736A1 (fr) * | 1988-09-01 | 1990-03-28 | Ciba-Geigy Ag | Composition aqueuse mouillante et détergente, stable dans l'eau dure, sa préparation et utilisation dans le prétraitment des matières textiles |
EP0406168A1 (fr) * | 1989-06-30 | 1991-01-02 | Ciba-Geigy Ag | Produits d'addition d'éthers de phénylalkylglycidyle |
EP0420802A2 (fr) * | 1989-09-26 | 1991-04-03 | Ciba-Geigy Ag | Agent mouillant aqueux stable au stockage et peu moussant |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0638635A1 (fr) * | 1993-08-12 | 1995-02-15 | Ciba-Geigy Ag | Adjuvants textiles aqueux |
WO1995005441A1 (fr) * | 1993-08-13 | 1995-02-23 | Henkel Kommanditgesellschaft Auf Aktien | Melanges detergents |
EP0744459A1 (fr) * | 1995-05-19 | 1996-11-27 | Ciba-Geigy Ag | Matière première détergente multifonctionelle |
CN1079426C (zh) * | 1995-05-19 | 2002-02-20 | 希巴特殊化学控股公司 | 多功能洗涤剂基料 |
WO1998051852A1 (fr) * | 1997-05-12 | 1998-11-19 | Cognis Deutschland Gmbh | Agent de mouillage pour le pretraitement de textiles |
Also Published As
Publication number | Publication date |
---|---|
EP0462059A3 (en) | 1992-03-11 |
ES2106068T3 (es) | 1997-11-01 |
KR100221114B1 (ko) | 1999-09-15 |
JPH0544161A (ja) | 1993-02-23 |
EP0462059B1 (fr) | 1997-07-02 |
DE59108759D1 (de) | 1997-08-07 |
KR920001026A (ko) | 1992-01-29 |
US5456847A (en) | 1995-10-10 |
JP2872447B2 (ja) | 1999-03-17 |
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