CN101568630A - 用作染料转移抑制剂的疏水改性聚亚烷基亚胺 - Google Patents
用作染料转移抑制剂的疏水改性聚亚烷基亚胺 Download PDFInfo
- Publication number
- CN101568630A CN101568630A CNA2007800475653A CN200780047565A CN101568630A CN 101568630 A CN101568630 A CN 101568630A CN A2007800475653 A CNA2007800475653 A CN A2007800475653A CN 200780047565 A CN200780047565 A CN 200780047565A CN 101568630 A CN101568630 A CN 101568630A
- Authority
- CN
- China
- Prior art keywords
- alkylene imine
- purposes
- alkyl
- hydrophobically modified
- acid
- 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
- 238000012546 transfer Methods 0.000 title claims abstract description 24
- 239000003112 inhibitor Substances 0.000 title claims abstract description 16
- -1 alkylene imine Chemical class 0.000 claims description 80
- 150000002466 imines Chemical class 0.000 claims description 36
- 239000000203 mixture Substances 0.000 claims description 34
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 238000005406 washing Methods 0.000 claims description 25
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 24
- 239000003153 chemical reaction reagent Substances 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 239000004744 fabric Substances 0.000 claims description 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
- 239000003599 detergent Substances 0.000 claims description 11
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000013543 active substance Substances 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims description 3
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 51
- 229920002873 Polyethylenimine Polymers 0.000 description 26
- 239000000975 dye Substances 0.000 description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 239000003795 chemical substances by application Substances 0.000 description 20
- 229910052799 carbon Inorganic materials 0.000 description 18
- 239000000047 product Substances 0.000 description 16
- 239000000126 substance Substances 0.000 description 15
- 239000002253 acid Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000011541 reaction mixture Substances 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 7
- 238000013019 agitation Methods 0.000 description 7
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 7
- 229920001519 homopolymer Polymers 0.000 description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 4
- 241000282326 Felis catus Species 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 4
- 125000005702 oxyalkylene group Chemical group 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical class NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000005639 Lauric acid Substances 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 125000005090 alkenylcarbonyl group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000007844 bleaching agent Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000004453 electron probe microanalysis Methods 0.000 description 3
- 229940088598 enzyme Drugs 0.000 description 3
- UFZOPKFMKMAWLU-UHFFFAOYSA-N ethoxy(methyl)phosphinic acid Chemical compound CCOP(C)(O)=O UFZOPKFMKMAWLU-UHFFFAOYSA-N 0.000 description 3
- 239000002979 fabric softener Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 150000002500 ions Chemical class 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
- 239000000178 monomer Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000000452 restraining effect Effects 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 235000013599 spices Nutrition 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229920000742 Cotton Polymers 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
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical group CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- 230000002152 alkylating effect Effects 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- 229910052728 basic metal Inorganic materials 0.000 description 2
- 150000003818 basic metals Chemical class 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical group [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 238000005202 decontamination Methods 0.000 description 2
- 230000003588 decontaminative effect Effects 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 230000003165 hydrotropic effect Effects 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
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- 239000003960 organic solvent Substances 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N pentadecanoic acid Chemical compound CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- 229920000962 poly(amidoamine) Polymers 0.000 description 2
- 239000001103 potassium chloride Substances 0.000 description 2
- 235000011164 potassium chloride Nutrition 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
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- 150000003839 salts Chemical class 0.000 description 2
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- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000013042 solid detergent Substances 0.000 description 2
- 238000005670 sulfation reaction Methods 0.000 description 2
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 2
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 2
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 description 1
- CEGRHPCDLKAHJD-UHFFFAOYSA-N 1,1,1-propanetricarboxylic acid Chemical compound CCC(C(O)=O)(C(O)=O)C(O)=O CEGRHPCDLKAHJD-UHFFFAOYSA-N 0.000 description 1
- LDUKCCKFNKIVMS-UHFFFAOYSA-N 1,2-dimethylaziridine Chemical compound CC1CN1C LDUKCCKFNKIVMS-UHFFFAOYSA-N 0.000 description 1
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- ZTEHOZMYMCEYRM-UHFFFAOYSA-N 1-chlorodecane Chemical compound CCCCCCCCCCCl ZTEHOZMYMCEYRM-UHFFFAOYSA-N 0.000 description 1
- CLWAXFZCVYJLLM-UHFFFAOYSA-N 1-chlorohexadecane Chemical compound CCCCCCCCCCCCCCCCCl CLWAXFZCVYJLLM-UHFFFAOYSA-N 0.000 description 1
- MLRVZFYXUZQSRU-UHFFFAOYSA-N 1-chlorohexane Chemical compound CCCCCCCl MLRVZFYXUZQSRU-UHFFFAOYSA-N 0.000 description 1
- RKAMCQVGHFRILV-UHFFFAOYSA-N 1-chlorononane Chemical compound CCCCCCCCCCl RKAMCQVGHFRILV-UHFFFAOYSA-N 0.000 description 1
- VUQPJRPDRDVQMN-UHFFFAOYSA-N 1-chlorooctadecane Chemical compound CCCCCCCCCCCCCCCCCCCl VUQPJRPDRDVQMN-UHFFFAOYSA-N 0.000 description 1
- RNHWYOLIEJIAMV-UHFFFAOYSA-N 1-chlorotetradecane Chemical compound CCCCCCCCCCCCCCCl RNHWYOLIEJIAMV-UHFFFAOYSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical group CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- UJGVUACWGCQEAO-UHFFFAOYSA-N 1-ethylaziridine Chemical compound CCN1CC1 UJGVUACWGCQEAO-UHFFFAOYSA-N 0.000 description 1
- QWDQYHPOSSHSAW-UHFFFAOYSA-N 1-isocyanatooctadecane Chemical compound CCCCCCCCCCCCCCCCCCN=C=O QWDQYHPOSSHSAW-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- PQHYOGIRXOKOEJ-UHFFFAOYSA-N 2-(1,2-dicarboxyethylamino)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)NC(C(O)=O)CC(O)=O PQHYOGIRXOKOEJ-UHFFFAOYSA-N 0.000 description 1
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 description 1
- JJJOZVFVARQUJV-UHFFFAOYSA-N 2-ethylhexylphosphonic acid Chemical compound CCCCC(CC)CP(O)(O)=O JJJOZVFVARQUJV-UHFFFAOYSA-N 0.000 description 1
- HZLCGUXUOFWCCN-UHFFFAOYSA-N 2-hydroxynonadecane-1,2,3-tricarboxylic acid Chemical compound CCCCCCCCCCCCCCCCC(C(O)=O)C(O)(C(O)=O)CC(O)=O HZLCGUXUOFWCCN-UHFFFAOYSA-N 0.000 description 1
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 description 1
- 239000004382 Amylase Substances 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
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- 229940095068 tetradecene Drugs 0.000 description 1
- 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 1
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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
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic 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
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3723—Polyamines or polyalkyleneimines
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
本发明涉及疏水改性聚亚烷基亚胺作为染料转移抑制剂的用途。
Description
本发明涉及疏水改性聚亚烷基亚胺作为染料转移抑制剂的用途。
在洗涤操作过程中,染料分子常常脱离着色织物;它们又附在其它织物上。为了抑制这种不希望的染料转移,常常使用所谓的染料转移抑制剂。它们通常为以共聚形式包含具有氮杂环基团的单体的聚合物。
因此,例如DE 4235798描述了1-乙烯基吡咯烷酮、1-乙烯基咪唑、1-乙烯基咪唑鎓化合物或其混合物;其它含氮的碱性烯键式不饱和单体;及合适的话其它单烯键式不饱和单体的共聚物及其在洗涤操作中抑制染料转移的用途。
DE 19621509和WO 98/30664中描述了用于此目的的类似共聚物。
这些说明书中描述的共聚物的特征部分地在于良好地抑制洗涤过程中的染料转移。然而,通常它们与其它常规使用的洗涤剂组分的相容性差。因此,特别是在液体洗涤剂的情况下,存在不相容的危险,例如呈混浊或相分离的形式。
疏水改性聚亚烷基亚胺在洗涤剂和清洗剂配制剂中的用途已被多次描述。
DE 2025829描述了脂肪酸缩水甘油酯与聚亚乙基亚胺的反应产物及其作为织物软化剂的用途。
DE 2046304描述了脂肪酸或脂肪酸酯与聚亚乙基亚胺的反应产物及其作为织物软化剂的用途。
DE 2165900描述了烷基缩水甘油醚与聚亚乙基亚胺的反应产物及其作为泛灰抑制剂的用途。
US 3,576341描述了其中烷基具有16-30个碳原子的烷基化聚亚乙基亚胺及作为织物软化剂的用途。
WO 2002/095122描述了疏水改性聚亚乙基亚胺作为洗涤剂配制剂中防皱添加剂的用途。
在这些引文中没有描述疏水改性聚亚烷基亚胺在洗涤过程中抑制染料转移的作用。
本发明目的是提供在洗涤操作中具有良好染料转移抑制作用的物质。这些物质应额外具有与常规洗涤剂组分的良好相容性,尤其是在液体洗涤剂配制剂的情况下。
这些和其他目的惊人地通过疏水改性聚-C2-C4亚烷基亚胺而实现。
因此,本发明涉及疏水改性聚-C2-C4亚烷基亚胺,特别是疏水改性聚亚乙基亚胺作为织物洗涤剂组合物中染料转移抑制剂的用途。
在这里及下文,疏水改性聚-C2-C4亚烷基亚胺应理解为指的是其中伯氨基和仲氨基的氢原子部分或全部被线性或支化的脂族饱和或不饱和烃基如烷基、链烯基、链二烯基或羟烷基代替的聚-C2-C4亚烷基亚胺。所述烃基通常具有至少8个如8-30个,优选10-22,特别是10-18个碳原子。
在每种情况下取决于所用疏水化试剂,烃基可直接或经由官能团如羰基(*-C(=O)-#)、氧羰基(*-O-C(=O)-#)、氨羰基(*-NH-C(=O)-#)、羰基氧羟丙基(*-C(=O)-O-CH2-CH(OH)-CH2-#)、2-氧羰基亚乙基羰基(*-CH(COOH)-CH2-CO-#)或式*-CH2-C(=O)-CH*-C(=O)-#的基团(在上述给定式中,*表示与烃基连接并且#表示与聚-C2-C4亚烷基亚胺的氮原子连接)与聚-C2-C4亚烷基亚胺的氮原子连接。烃基也可与聚-C2-C4亚烷基亚胺的氮形成醛亚胺或酮亚胺基团或者可经由环脒基团的碳原子与聚-C2-C4亚烷基亚胺的2个氮原子连接。
优选其中烃基与聚-C2-C4亚烷基亚胺的一个氮原子直接或经由羰基连接的那些疏水改性聚-C2-C4亚烷基亚胺,其中特别优选后者。
烃基优选为线性的。烃基优选为饱和的。
因此,优选的疏水改性聚-C2-C4亚烷基亚胺中烃基以C8-C30烷基、C8-C30烷基羰基、C8-C30链烯基、C8-C30链烯基羰基、C8-C30链二烯基、C8-C30链二烯基羰基和/或羟基-C8-C30烷基的形式存在,特别是以C10-C22烷基、C10-C22烷基羰基、C10-C22链烯基、C10-C22链烯基羰基、C10-C22链二烯基、C10-C22链二烯基羰基和/或羟基-C10-C22烷基的形式存在,特别优选以C10-C18烷基、C10-C18烷基羰基、C10-C18链烯基、C10-C18链烯基羰基、C10-C18链二烯基、C10-C18链二烯基羰基和/或羟基-C10-C18烷基的形式存在,其中上述基团的烷基、羟烷基、链烯基、链二烯基优选为线性的。
在特别优选的疏水改性聚-C2-C4亚烷基亚胺中,烃基以C8-C30烷基羰基或C8-C30链烯基羰基的形式存在,特别是以C10-C22烷基羰基或C10-C22链烯基羰基的形式存在,尤其以C10-C18烷基羰基或C10-C18链烯基羰基的形式存在,其中上述基团的烷基和链烯基优选为线性的。
此外,优选其中聚-C2-C4亚烷基亚胺中至少10摩尔%,特别是至少15摩尔%,特别优选至少20摩尔%,例如为5-80摩尔%,特别是15-70摩尔%,尤其是20-60摩尔%的氮原子带有烃基的那些疏水改性聚-C2-C4亚烷基亚胺。
相应地,烃基份数基于疏水改性聚-C2-C4亚烷基亚胺的总重量优选为25-95重量%,特别是30-90重量%,尤其是40-80重量%。
本发明合适的疏水改性聚-C2-C4亚烷基亚胺的重均分子量Mw通常为1000-1000000道尔顿。对于本发明用途,此外证明有利的是疏水改性聚-C2-C4亚烷基亚胺的数均分子量为3000-300000道尔顿,特别是6000-200000道尔顿。这里给定的分子量指的是借助动态光散射确定并在25℃下以稀水溶液测量的对应于重均分子量的分子量。
本发明所用疏水改性聚-C2-C4亚烷基亚胺,特别是疏水改性聚亚乙基亚胺基于以其为基础的聚-C2-C4亚烷基亚胺可以为线性或支化的,优选在聚-C2-C4亚烷基亚胺结构部分中为支化的那些。而线性聚-C2-C4亚烷基亚胺仅由下式A的重复单元组成,其中Q为C2-C4亚烷基,支化聚-C2-C4亚烷基亚胺根据如下结构单元B除了线性重复单元外还具有叔氮原子:
优选那些支化的疏水改性聚-C2-C4亚烷基亚胺,特别是支化的疏水改性聚亚乙基亚胺,其根据式B基于以其为基础的聚-C2-C4亚烷基亚胺具有平均至少1个,优选至少5个或至少10个的支化点/聚亚烷基亚胺分子。特别是母体聚-C2-C4亚烷基亚胺中至少5%,特别是至少10%,特别优选至少15%,例如为5-40%,尤其是15-35%的氮原子为叔氮原子。
特别在较高接枝度即母体聚-C2-C4亚烷基亚胺中至少10%,特别是至少15%,例如为10-40%,特别是15-35%的氮原子为叔氮原子的情况下,疏水改性聚-C2-C4亚烷基亚胺的结构类似于芯-壳结构,其中聚-C2-C4亚烷基亚胺结构部分形成芯并且疏水基团形成壳。
疏水改性聚-C2-C4亚烷基亚胺可以未交联或交联形成存在并且除了疏水改性外还可季铵化和/或通过与氧化烯、碳酸二C1-C4烷基酯、碳酸C2-C4亚烷基酯或C1-C4羧酸反应而改性。
疏水改性聚-C2-C4亚烷基亚胺优选为未交联的。
根据本发明第一个优选的实施方案,疏水改性聚-C2-C4亚烷基亚胺除了疏水改性外不具有其他改性。
根据本发明另一优选的实施方案,除了疏水改性外,将疏水改性聚-C2-C4亚烷基亚胺季铵化。这类季铵化的疏水改性聚-C2-C4亚烷基亚胺优选不具有其他改性。季铵化程度(即基于疏水改性聚-C2-C4亚烷基亚胺氮原子总量的季氮原子数量)基于聚-C2-C4亚烷基亚胺的氮原子优选为不大于80摩尔%,特别是不大于50摩尔%,例如为1-80摩尔%,特别是5-50摩尔%。
本发明所用疏水改性聚-C2-C4亚烷基亚胺由在开头所引现有技术而部分已知或可类似于上述方法制备。疏水改性聚-C2-C4亚烷基亚胺通常通过未改性聚-C2-C4亚烷基亚胺与疏水化试剂的类似聚合物反应而制备。因此,本发明一个实施方案涉及可通过包括使未改性聚-C2-C4亚烷基亚胺,特别是未改性支化聚-C2-C4亚烷基亚胺,尤其是未改性支化聚亚乙基亚胺与疏水化试剂反应的方法获得的疏水改性聚-C2-C4亚烷基亚胺的用途。
合适疏水化试剂的实例为:
i)在烷基或链烯基中具有8-30个,优选10-22个,特别是10-18个原子的长链的线性或支化羧酸如辛酸、壬酸、十一烷酸、月桂酸、十三烷酸、肉豆蔻酸、十五烷酸、棕榈酸、十七烷酸、硬脂酸、十九烷酸、花生酸、山萮酸、棕榈油酸、油酸、亚油酸、亚麻酸、花生四烯酸及其混合物,优选月桂酸、硬脂酸、棕榈酸和油酸,或它们的形成酰胺的衍生物如酰基氯、特定羧酸的酯或酐及其混合物,
ii)在线性或支化烷基中具有8-30个,优选10-22个,特别是10-18个碳原子的线性或支化烷基卤如辛基氯、壬基氯、癸基氯、十二烷基氯、十四烷基氯、十六烷基氯、十八烷基氯及其混合物,
iii)在线性或支化烷基中具有8-30个,优选10-22个,特别是10-18个碳原子的烷基环氧化物如氧化十六碳烯、氧化十二碳烯和氧化十八碳烯及其混合物,
iv)在线性或支化烷基中具有8-30个,优选10-22个,特别是10-18个碳原子的烷基烯酮二聚体如月桂基烯酮二聚体、棕榈基烯酮二聚体、硬脂基烯酮二聚体和油基烯酮二聚体及其混合物,
v)在线性或支化烃基中具有8-30个,优选10-22个,特别是10-18个碳原子的环状二羧酸酐,特别是烃基取代的琥珀酸酐如十二碳烯基琥珀酸酐、十四碳烯基琥珀酸酐、十六碳烯基琥珀酸酐及其混合物,
vi)在线性或支化烷基中具有8-30个,优选10-22个,特别是10-18个碳原子的烷基异氰酸酯如十四烷基异氰酸酯、十六烷基异氰酸酯、十八烷基异氰酸酯及其混合物,
vii)具有8-30个,优选10-22个,特别是10-18个碳原子的线性或支化链烷醇或链烯醇的氯甲酸酯及其混合物,及
viii)具有8-30个,优选10-22个,特别是10-18个碳原子的线性或支化脂族醛和在两个烷基中一共具有8-30个,优选10-22个,特别是10-18个碳原子的二烷基酮及其混合物。
优选的疏水化试剂为在烷基或链烯基中具有8-30个,优选10-22个,特别是10-18个碳原子的长链的线性或支化羧酸及其形成酰胺的衍生物,特别是在烷基中具有10-22个,特别是10-18个碳原子的线性饱和羧酸。
优选的疏水化试剂还为具有8-30个,优选10-22个,特别是10-18个碳原子的烷基环氧化物。
本发明所用疏水改性聚-C2-C4亚烷基亚胺所基于的未改性聚-C2-C4亚烷基亚胺包括亚乙基亚胺(氮丙啶)及其高级同系物,亚丙基亚胺(甲基氮丙啶)和亚丁基亚胺(1,2-二甲基氮丙啶、1,1-二甲基氮丙啶和1-乙基氮丙啶)的均聚物,亚乙基亚胺与其高级同系物的共聚物及聚酰胺型胺或聚乙烯胺与亚乙基亚胺和/或其高级同系物的接枝聚合物。
还合适的为WO 02/095122中描述的C2-C4亚烷基亚胺的接枝聚合物如亚乙基亚胺在聚酰胺型胺或聚乙烯胺上的接枝聚合物。这类接枝聚合物的C2-C4亚烷基亚胺重量份数基于未改性聚-C2-C4亚烷基亚胺的总重量通常为至少10重量%,特别是至少30重量%,例如为10-90重量%,特别是10-85重量%。
未改性聚-C2-C4亚烷基亚胺特别为支化聚-C2-C4亚烷基亚胺,优选聚亚乙基亚胺,特别是支化聚亚乙基亚胺,尤其是亚乙基亚胺均聚物(特别为支化的)。
在制备中使用的未改性聚-C2-C4亚烷基亚胺优选为支化的,其中关于疏水改性聚-C2-C4亚烷基亚胺的上述说明适用于支化度。
在制备中使用的未改性聚-C2-C4亚烷基亚胺的数均分子量优选为1000-200000道尔顿,特别是2000-100000道尔顿。
未改性聚-C2-C4亚烷基亚胺与疏水化试剂的反应可类似于现有技术中的已知方法进行。反应条件当然取决于疏水化试剂类型和官能度。
所述反应可不使用稀释剂进行或在溶液中进行。所述反应优选在适合用于所述反应的溶剂中进行。合适溶剂的实例为烃,特别是芳烃,例如烷基苯如二甲苯、甲苯、枯烯、叔丁基苯等。
合适的话,所述反应可在改进疏水化试剂对聚-C2-C4亚烷基亚胺的反应性的催化剂存在下进行。催化剂类型以本身已知的方式取决于疏水化试剂的类型和反应性。所述催化剂通常为路易斯酸或布朗斯台德酸。例如在羧酸情况下,通常可以不使用催化剂。
在本发明优选的羧酸和羧酸衍生物情况下,已证明有利的是从反应混合物中除去在反应过程中形成的低分子量产物(水、醇或氯化氢)。例如在羧酸情况下,形成的水优选经由共沸剂从反应混合物中除去。典型共沸剂为烃,特别是烷基芳族化合物如甲苯或二甲苯。然后,反应优选在适合作为共沸剂的有机溶剂中进行。
疏水化试剂的用量通常与所需官能度对应,也可以使用过量疏水化试剂。在这方面,关于疏水化聚亚烷基亚胺官能化的上述说明类似地适用于疏水化试剂与未改性聚亚烷基亚胺中氮原子的摩尔比。以产物中剩下的疏水化试剂份数计算的疏水化试剂(因此为疏水化试剂减去任何低分子量产物如水的量)的用量基于每重量份未改性聚-C2-C4亚烷基亚胺为0.35-20重量份,特别是0.5-10重量份。
根据本发明优选的实施方案,疏水改性聚-C2-C4亚烷基亚胺为季铵化的。因此,疏水改性聚-C2-C4亚烷基亚胺的制备额外包括季铵化。季铵化可在疏水化之前或特别是之后进行。
对于季铵化,特别使用烷基化试剂如在烷基中通常具有1-10个碳原子的烷基卤或通常包含具有1-10个碳原子的烷基的硫酸二烷基酯。其中合适的烷基化剂的实例为氯代甲烷、溴代甲烷、碘代甲烷、乙基氯、乙基溴、丙基氯、己基氯、十二烷基氯、月桂基氯以及硫酸二甲酯和硫酸二乙酯。其它合适的烷基化剂例如为苄基卤,特别是苄基氯和苄基溴;氯乙酸;氟硫酸甲酯;重氮甲烷;氧鎓化合物如三甲基氧鎓四氟硼酸盐;氧化烯如氧化乙烯、氧化丙烯和缩水甘油,其在酸的存在下使用;阳离子表氯醇。优选季铵化剂为氯代甲烷、硫酸二甲酯和硫酸二乙酯。在季铵化过程中,母体聚-C2-C4亚烷基亚胺结构部分的仲氮原子或特别是叔氮原子转变成季氮原子、麦角铵基,其结果是疏水改性聚-C2-C4亚烷基亚胺具有总正电荷。
疏水改性聚-C2-C4亚烷基亚胺通常为水溶性或水分散性的并且可用于固体和液体洗涤剂及衣用后处理组合物中。它们的特征特别在于与常规洗涤剂成分,特别是液体洗涤剂配制剂成分,尤其是阴离子表面活性剂含量低的那些的相容性高。
在洗涤剂或衣用后处理组合物配制剂中的掺入以本身已知的方式进行,其中疏水化改性的聚亚烷基亚胺通常以液体形式即溶解或分散形式使用。疏水化改性的聚亚烷基亚胺也可以粉末或颗粒形式使用。
有效抑制了染料转移至同时洗涤的织物上及伴随的该织物的不希望变色。甚至在洗涤液或漂洗液中疏水改性聚-C2-C4亚烷基亚胺的浓度为0-150ppm时也获得了好至非常好的染料转移抑制作用,其明显好过参考物质如聚乙烯基吡咯烷酮。
固体洗涤剂配制剂特别包含以下组分:
(a)0.05-20重量%的至少一种疏水改性聚-C2-C4亚烷基亚胺,
(b)0.5-40重量%的至少一种非离子、阴离子和/或阳离子表面活性剂,
(c)0.5-50重量%的无机助洗剂,
(d)0-10重量%的有机共助洗剂和
(e)0.1-60重量%的其它常规成分如补充剂、酶、香料、配位剂、防腐蚀剂、漂白剂、漂白活性剂、漂白催化剂、其它护色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、聚硅氧烷、染料、杀菌剂和保存剂、溶解改进剂和/或崩解剂、水,
其中组分(a)-(e)之和为100重量%。
固体洗涤剂配制剂可以粉末、颗粒、挤出物或片剂形式存在。
液体洗涤剂配制剂优选具有以下组成:
(a)0.05-20重量%的至少一种疏水改性聚-C2-C4亚烷基亚胺,
(b)0.5-70重量%的至少一种非离子、阴离子和/或阳离子表面活性剂,
(c)0-20重量%的无机助洗剂,
(d)0-10重量%的有机共助洗剂,
(e)0.1-60重量%的其它常规成分如碳酸钠、酶、香料、配位剂、防腐蚀剂、漂白剂、漂白活性剂、漂白催化剂、其它护色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、聚硅氧烷、染料、杀菌剂和保存剂、有机溶剂、增溶剂、水溶助长剂、增稠剂和/或链烷醇胺及
(f)0-99.35重量%的水,
其中组分(a)-(f)之和为100重量%。
衣用后处理组合物(特别是衣用护理漂洗组合物)优选包含:
(a)0.05-20重量%的至少一种疏水改性聚-C2-C4亚烷基亚胺,
(b)0.1-40重量%的至少一种阳离子表面活性剂,
(c)0-30重量%的至少一种非离子表面活性剂,
(d)0.1-30重量%的其它常规成分如聚硅氧烷、其它润滑剂、润湿剂、成膜聚合物、香料和染料、稳定剂、纤维保护添加剂、其它护色添加剂和染料转移抑制剂、配位剂、粘度改进剂、去污剂、增溶剂、水溶助长剂、防腐蚀剂、杀菌剂和保存剂及
(e)0-99.75重量%的水,
其中组分(a)-(e)之和为100重量%。
合适的非离子表面活性剂(B)主要是:
-C8-C22醇烷氧基化物如脂肪醇烷氧基化物、羰基合成醇烷氧基化物和格尔伯特醇乙氧基化物:烷氧基化可以用氧化乙烯、氧化丙烯和/或氧化丁烯进行。可以存在嵌段共聚物或无规共聚物。它们通常包含2-50摩尔,优选3-20摩尔的至少一种氧化烯/摩尔醇。优选的氧化烯为氧化乙烯。所述醇优选具有10-18个碳原子;
-烷基酚烷氧基化物,尤其是烷基酚乙氧基化物,其包含C6-C14烷基链和5-30摩尔氧化烯/摩尔;
-烷基聚葡糖苷,其包含C8-C22烷基链,优选C10-C18烷基链和通常1-20个,优选1.1-5个葡糖苷单元;
-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、长链氧化胺、多羟基(烷氧基)脂肪酸衍生物如多羟基脂肪酸酰胺、偕表面活性剂和由氧化乙烯、氧化丙烯和/或氧化丁烯形成的嵌段共聚物;及其混合物。
合适的阴离子表面活性剂例如是:
-具有8-22个,优选10-18个碳原子的(脂肪)醇的硫酸盐,特别是C9-C11醇硫酸盐、C12-C14醇硫酸盐、C12-C18醇硫酸盐、月桂基硫酸盐、十六烷基硫酸盐、肉豆蔻基硫酸盐、棕榈基硫酸盐、硬脂基硫酸盐和牛油脂肪醇硫酸盐;
-硫酸化C8-C22醇烷氧基化物(烷基醚硫酸盐):这类化合物例如通过首先将C8-C22醇,优选C10-C18醇如脂肪醇烷氧基化,然后硫酸化该烷氧基化产物而制备。对于烷氧基化,优选使用氧化乙烯;
-线性C8-C20烷基苯磺酸盐(LAS),优选线性C9-C13烷基苯磺酸盐和烷基甲苯磺酸盐;
-链烷磺酸盐,尤其是C8-C24链烷磺酸盐,优选C10-C18链烷磺酸盐;
-烯烃磺酸盐;
-脂肪酸磺酸盐和脂肪酸酯磺酸盐;
-皂如C8-C24羧酸的钠和钾盐;
及其混合物。
阴离子表面活性剂优选以盐的形式加入洗涤剂中。这里的合适盐例如为碱金属盐如钠盐、钾盐和锂盐及铵盐如羟乙基铵盐、二(羟乙基)铵盐和三(羟乙基)铵盐。
可提及的特别合适的阳离子表面活性剂为:
-C7-C25烷基胺;
-N,N-二甲基-N-(羟基-C7-C25烷基)铵盐;
-用烷基化剂季铵化的单-和二(C7-C25烷基)二甲基铵化合物;
-酯基季铵盐,尤其是已被C8-C22羧酸酯化的单-、二-和三链烷醇酯季铵盐;
-咪唑啉季铵盐,尤其是下式II或III的1-烷基咪唑啉鎓盐:
其中各变量定义如下:
R9为C1-C25烷基或C2-C25链烯基;
R10为C1-C4烷基或羟基-C1-C4烷基;
R11为C1-C4烷基、羟基-C1-C4烷基或基团R1-(CO)-X-(CH2)m-(X:-O-或-NH-;m:2或3),
其中至少一个基团R9为C7-C22烷基。
合适的两性表面活性剂例如为烷基甜菜碱、烷基酰胺甜菜碱、氨基丙酸盐、氨基甘氨酸盐和两性咪唑鎓化合物。
本发明疏水改性聚亚烷基亚胺的优点在于在那些仅包含少量阴离子表面活性剂的洗涤剂配制剂中尤其有用。阴离子表面活性剂份数基于洗涤剂或衣用后处理组合物中表面活性剂总量优选为不大于50重量%,特别是不大于30重量%,尤其是不大于10重量%。阴离子表面活性剂份数基于配制剂总重量优选为不大于8重量%,特别是不大于5重量%。
合适的无机助洗剂特别是:
-具有离子交换特性的结晶和无定形铝硅酸盐,例如特别是沸石类:各种类型的沸石均合适,特别是呈其Na形式或呈其中Na被其它阳离子如Li、K、Ca、Mg或铵部分替换的形式的沸石A、X、B、P、MAP和HS;
-结晶硅酸盐,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、碱土金属或铵盐形式使用;优选硅酸钠、硅酸锂和硅酸镁;
-无定形硅酸盐如偏硅酸钠和无定形二硅酸盐;
-碳酸盐和碳酸氢盐:它们可以其碱金属、碱土金属或铵盐形式使用。优选钠、锂和镁的碳酸盐和碳酸氢盐,尤其是碳酸钠和/或碳酸氢钠;及
-多磷酸盐如三磷酸五钠。
合适的有机共助洗剂特别是:
-低分子量羧酸如柠檬酸、疏水改性的柠檬酸如松蕈酸、马来酸、酒石酸、葡糖酸、戊二酸、琥珀酸、亚氨二琥珀酸、氧基二琥珀酸、丙烷三甲酸、丁烷四甲酸、环戊烷四甲酸、烷基-和链烯基琥珀酸及氨基多羧酸如氨三乙酸、β-氨基丙酸二乙酸、乙二胺四乙酸、丝氨酸二乙酸、异丝氨酸二乙酸、N-(2-羟乙基)亚氨乙酸、乙二胺二琥珀酸及甲基-和乙基甘氨酸二乙酸或其碱金属盐;
-低聚和聚羧酸如丙烯酸均聚物和天冬氨酸均聚物,低聚马来酸,马来酸与丙烯酸、甲基丙烯酸或C2-C22烯烃如异丁烯或长链α-烯烃、乙烯基C1-C8烷基醚、乙酸乙烯酯、丙酸乙烯酯、C1-C8醇的(甲基)丙烯酸酯和苯乙烯的共聚物。优选丙烯酸均聚物和丙烯酸与马来酸的共聚物。低聚和聚羧酸以酸的形式或钠盐使用;
-膦酸,例如1-羟基亚乙基(1,1-二膦酸)、氨基三(亚甲基膦酸)、乙二胺四(亚甲基膦酸)和二亚乙基三胺五(亚甲基膦酸)及其碱金属盐。
合适的泛灰抑制剂例如为羧甲基纤维素和乙酸乙烯酯与聚乙二醇的接枝聚合物。
合适的漂白剂例如为过氧化氢与无机盐的加合物,例如单水合过硼酸钠、四水合过硼酸钠和过碳酸钠及过羧酸如苯二酰亚氨基过己酸。
合适的漂白活性剂例如为N,N,N’,N’-四乙酰基乙二胺(TAED)、对壬酰氧基苯磺酸钠和N-甲基吗啉-乙腈甲基硫酸盐。
优选在洗涤剂中使用的酶为蛋白酶、脂酶、淀粉酶、纤维素酶、氧化酶和过氧化物酶。
合适的其它染料转移抑制剂例如为1-乙烯基吡咯烷酮、1-乙烯基咪唑或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合作为染料转移抑制剂。
另外,洗涤剂成分是常识。详细描述例如可以在WO-A-99/06524和99/04313;Liquid Detergents,编辑:Kuo-Yann Lai,Surfactant Sci.Ser.,第67卷,Marcel Decker,纽约,1997,第272-304页中找到。
本发明疏水改性聚-C2-C4亚烷基亚胺的应用:
在白棉试验织物及由棉/聚酯和聚酯制成的耐冲击织物(ballast fabric)的存在下用添加了LCST聚合物的洗涤剂在60℃下洗涤所选的着色织物(EMPA 130、EMPA 132、EMPA 133或EMPA 134)。洗涤周期后,漂洗、旋转和干燥该织物。为了测定染料转移抑制作用,光度(光度计:来自Datacolor的2000)测定白色试验织物的着色。通过A.Kud,Seifen,Fette,Wachse,第119卷,第590-594页(1993)中描述的方法使用在试验织物上测得的反射值测定染色剂的着色强度。试验织物在各试验物质存在下的实验的着色强度、在试验物质不存在下的实验的着色强度和在洗涤前的着色强度用于确定试验物质的染料转移抑制作用(%),通过下式表示:
在表1中给出洗涤条件。在表2中给出所用洗涤剂A的组成。在表3中列出了染料转移抑制的试验结果。
表1
表2
用氢氧化钠溶液调节至pH9。
疏水改性聚亚乙基亚胺衍生物的制备:
原料:
聚亚乙基亚胺A:MW 25000g/mol;胺数:20.14mmol/g,伯氮原子∶仲氮原子∶叔氮原子之比:1.0∶1.1∶0.7,借助13C-NMR测定。
聚亚乙基亚胺B:MW 5000g/mol;胺数:9.22mmol/g,伯氮原子∶仲氮原子∶叔氮原子之比:1.0∶1.0∶0.7,借助13C-NMR测定。
聚合物1:
首先将350g聚亚乙基亚胺A引入甲苯(300ml)中。然后加热至100℃。在加入棕榈酸(179g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(7小时)。然后,在减压下除去甲苯。所得产物为橙色的非常粘的油状物(503g)。
聚合物2:
首先将210g聚亚乙基亚胺A引入甲苯(300ml)中。然后加热至100℃。在加入棕榈酸(322g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(50小时)。然后,在减压下除去甲苯。所得产物为橙色蜡状物(501g)。
聚合物3:
首先将200g聚亚乙基亚胺A引入甲苯(700ml)中。然后加热至100℃。在加入棕榈酸(502g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(30小时)。从反应混合物中除去400ml甲苯,随后再蒸除水12小时。然后,在减压下除去甲苯。所得产物为褐色蜡状物(670g)。
聚合物4:
首先引入231g聚亚乙基亚胺A并加热至100℃。逐滴加入C12环氧化物(Vikolox 12;425g)。然后将所述混合物在100℃下搅拌9小时。得到黄色高粘性油状物(656g)。
聚合物5:
首先将199g聚亚乙基亚胺A引入甲苯(400ml)中。然后加热至100℃。在加入月桂酸(396g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(30小时)。然后,在减压下除去甲苯。获得粘性红褐色产物(558g)。
聚合物6:
首先将149g聚亚乙基亚胺A引入甲苯(400ml)中。然后加热至100℃。在加入硬脂酸(424g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(30小时)。然后,在减压下除去甲苯。所得产物为浅黄褐色蜡状物(451g)。
聚合物7:
首先将550g聚亚乙基亚胺B引入甲苯(500ml)中。然后加热至100℃。在加入棕榈酸(258g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(3天)。然后,在减压下除去甲苯。所得产物为橙色蜡状物(510g)。
聚合物8:
首先将434g聚亚乙基亚胺B引入甲苯(400ml)中。然后加热至100℃。在加入棕榈酸(497g)之后,将反应混合物升至120℃并且在搅拌下经由分水器蒸除形成的水(3天)。然后,在减压下除去甲苯。所得产物为橙色蜡状物(680g)。
聚合物9:
将聚合物8(666g)加热至75℃。然后计量加入硫酸二甲酯(71.8g;Dosimat 2.5ml/min)。然后在减压下除去过量硫酸二甲酯。所得产物为褐色无定形物质(407.5g)。
表3:液体洗涤剂A应用
PVP=K值为30的聚乙烯基吡咯烷酮
PEI 25000=聚亚乙基亚胺A
PEI 5000=聚亚乙基亚胺B
负面效应:聚合物显示出并未抑制染料转移而是促进染料转移。
*聚乙烯基吡咯烷酮:参考物质
Claims (15)
1.疏水改性聚-C2-C4亚烷基亚胺作为织物洗涤剂组合物中染料转移抑制剂的用途。
2.根据权利要求1的用途,其中聚-C2-C4亚烷基亚胺中平均至少10摩尔%的氮原子带有具有至少8个碳原子的脂族饱和或不饱和烃基。
3.根据权利要求2的用途,其中所述烃基的份数基于聚-C2-C4亚烷基亚胺总重量为25-95重量%。
4.根据权利要求2或3的用途,其中所述烃基以C8-C30烷基、C8-C30烷基羰基、C8-C30链烯基、C8-C30链烯基羰基、C8-C30链二烯基、C8-C30链二烯基羰基和/或羟基-C8-C30烷基的形式存在。
5.根据上述权利要求中任一项的用途,其中所述疏水改性聚-C2-C4亚烷基亚胺的数均分子量为3000-300000道尔顿。
6.根据上述权利要求中任一项的用途,其中聚-C2-C4亚烷基亚胺结构部分中的疏水改性聚-C2-C4亚烷基亚胺为支化的。
7.根据上述权利要求中任一项的用途,其中所述疏水改性聚-C2-C4亚烷基亚胺具有季氮原子。
8.根据上述权利要求中任一项的用途,其中所述疏水改性聚-C2-C4亚烷基亚胺通过包括使未改性聚-C2-C4亚烷基亚胺与疏水化试剂反应的方法获得。
9.根据权利要求8的用途,其中所述疏水化试剂选自饱和、单-或多不饱和脂族C9-C31羧酸、它们形成酰胺的衍生物和C8-C30氧化烯。
10.根据权利要求8或9的用途,其中以产物中剩下的疏水化试剂份数计算的疏水化试剂的用量为0.35-20重量份/重量份未改性聚-C2-C4亚烷基亚胺。
11.根据权利要求8-10中任一项的用途,其中所述疏水改性聚-C2-C4亚烷基亚胺的制备额外包括季铵化。
12.根据权利要求8-11中任一项的用途,其中在制备中使用的未改性聚-C2-C4亚烷基亚胺为支化的。
13.根据权利要求8-12中任一项的用途,其中在制备中使用的未改性聚-C2-C4亚烷基亚胺的数均分子量为1000-200000道尔顿。
14.根据上述权利要求中任一项的用途,其中洗涤剂组合物中非离子表面活性剂的份数基于洗涤剂组合物中表面活性剂总量为至少50重量%。
15.根据上述权利要求中任一项的用途,其中所述疏水改性聚-C2-C4亚烷基亚胺在洗涤液中以5-150ppm的浓度使用。
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- 2007-12-21 BR BRPI0720573-2A patent/BRPI0720573A2/pt not_active IP Right Cessation
- 2007-12-21 CA CA002671878A patent/CA2671878A1/en not_active Abandoned
- 2007-12-21 PL PL07858097T patent/PL2126020T3/pl unknown
- 2007-12-21 JP JP2009542102A patent/JP2010513644A/ja active Pending
- 2007-12-21 WO PCT/EP2007/064486 patent/WO2008077952A1/de active Application Filing
- 2007-12-21 KR KR1020097014867A patent/KR20090096723A/ko not_active Application Discontinuation
- 2007-12-21 CN CN2007800475653A patent/CN101568630B/zh not_active Expired - Fee Related
- 2007-12-21 AT AT07858097T patent/ATE534722T1/de active
- 2007-12-21 EP EP07858097A patent/EP2126020B1/de not_active Not-in-force
- 2007-12-21 US US12/519,379 patent/US20100017973A1/en not_active Abandoned
- 2007-12-21 ES ES07858097T patent/ES2376369T3/es active Active
- 2007-12-21 MX MX2009005829A patent/MX2009005829A/es active IP Right Grant
Cited By (6)
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CN102666657A (zh) * | 2009-12-17 | 2012-09-12 | 巴斯夫欧洲公司 | 水性涂料制剂 |
CN102666657B (zh) * | 2009-12-17 | 2014-09-03 | 巴斯夫欧洲公司 | 水性涂料制剂 |
CN103199865A (zh) * | 2012-01-10 | 2013-07-10 | 武汉凯默电气有限公司 | 一种光串口自适应解码电路 |
CN103199865B (zh) * | 2012-01-10 | 2016-06-15 | 武汉凯默电气有限公司 | 一种光串口自适应解码电路 |
CN112689663A (zh) * | 2018-09-11 | 2021-04-20 | 巴斯夫欧洲公司 | 包含疏水改性聚亚烷基亚胺作为固色聚合物的织物护理组合物 |
WO2023280301A1 (en) * | 2021-07-09 | 2023-01-12 | Basf Se | A novel modified polyalkyleneimine as a dyeing auxiliary agent |
Also Published As
Publication number | Publication date |
---|---|
KR20090096723A (ko) | 2009-09-14 |
CN101568630B (zh) | 2012-02-08 |
JP2010513644A (ja) | 2010-04-30 |
EP2126020B1 (de) | 2011-11-23 |
CA2671878A1 (en) | 2008-07-03 |
ES2376369T3 (es) | 2012-03-13 |
PL2126020T3 (pl) | 2012-04-30 |
EP2126020A1 (de) | 2009-12-02 |
ATE534722T1 (de) | 2011-12-15 |
MX2009005829A (es) | 2009-06-16 |
BRPI0720573A2 (pt) | 2014-02-04 |
WO2008077952A1 (de) | 2008-07-03 |
US20100017973A1 (en) | 2010-01-28 |
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