EP3583263A1 - Alkoxylated-polyethylenimine and composition containing the same - Google Patents
Alkoxylated-polyethylenimine and composition containing the sameInfo
- Publication number
- EP3583263A1 EP3583263A1 EP18705363.2A EP18705363A EP3583263A1 EP 3583263 A1 EP3583263 A1 EP 3583263A1 EP 18705363 A EP18705363 A EP 18705363A EP 3583263 A1 EP3583263 A1 EP 3583263A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkylene oxide
- textile
- oxide segments
- range
- weight
- 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
- 229920002873 Polyethylenimine Polymers 0.000 title claims abstract description 94
- 239000000203 mixture Substances 0.000 title claims description 175
- 239000004753 textile Substances 0.000 claims abstract description 162
- 238000000034 method Methods 0.000 claims abstract description 99
- 238000011282 treatment Methods 0.000 claims abstract description 16
- 238000009988 textile finishing Methods 0.000 claims abstract description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 93
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 46
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 42
- 229910052757 nitrogen Inorganic materials 0.000 claims description 40
- -1 for example Polymers 0.000 claims description 36
- 229920002545 silicone oil Polymers 0.000 claims description 33
- 239000003795 chemical substances by application Substances 0.000 claims description 24
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 24
- 229920000742 Cotton Polymers 0.000 claims description 23
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 23
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 23
- 230000002209 hydrophobic effect Effects 0.000 claims description 16
- 239000004745 nonwoven fabric Substances 0.000 claims description 16
- 239000000654 additive Substances 0.000 claims description 14
- 239000004743 Polypropylene Substances 0.000 claims description 12
- 229920001155 polypropylene Polymers 0.000 claims description 12
- 230000000996 additive effect Effects 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 239000004094 surface-active agent Substances 0.000 claims description 8
- 229920002994 synthetic fiber Polymers 0.000 claims description 8
- 239000004952 Polyamide Substances 0.000 claims description 7
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 7
- 239000012209 synthetic fiber Substances 0.000 claims description 7
- 229920002647 polyamide Polymers 0.000 claims description 6
- 229920002292 Nylon 6 Polymers 0.000 claims description 5
- 125000001153 fluoro group Chemical group F* 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 229920002302 Nylon 6,6 Polymers 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 239000004744 fabric Substances 0.000 description 65
- 238000012360 testing method Methods 0.000 description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- 239000007788 liquid Substances 0.000 description 20
- 239000012224 working solution Substances 0.000 description 18
- 239000000523 sample Substances 0.000 description 17
- 238000005406 washing Methods 0.000 description 14
- 239000004698 Polyethylene Substances 0.000 description 13
- 238000009792 diffusion process Methods 0.000 description 13
- 229920000573 polyethylene Polymers 0.000 description 13
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 11
- 239000002250 absorbent Substances 0.000 description 11
- 230000002745 absorbent Effects 0.000 description 11
- 229920001601 polyetherimide Polymers 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 229920001296 polysiloxane Polymers 0.000 description 8
- 239000002752 cationic softener Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 229920000954 Polyglycolide Polymers 0.000 description 6
- 229920013822 aminosilicone Polymers 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000012496 blank sample Substances 0.000 description 5
- 230000003247 decreasing effect Effects 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 229920000520 poly(3-hydroxybutyrate-co-3-hydroxyvalerate) Polymers 0.000 description 4
- 239000005015 poly(hydroxybutyrate) Substances 0.000 description 4
- 229920002961 polybutylene succinate Polymers 0.000 description 4
- 239000004631 polybutylene succinate Substances 0.000 description 4
- 229920001610 polycaprolactone Polymers 0.000 description 4
- 239000004632 polycaprolactone Substances 0.000 description 4
- 229920000921 polyethylene adipate Polymers 0.000 description 4
- 239000004633 polyglycolic acid Substances 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 3
- 229920000331 Polyhydroxybutyrate Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 229920002215 polytrimethylene terephthalate Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- UNVGBIALRHLALK-UHFFFAOYSA-N 1,5-Hexanediol Chemical compound CC(O)CCCCO UNVGBIALRHLALK-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
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Polymers OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 238000007730 finishing process Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- IVDFJHOHABJVEH-UHFFFAOYSA-N pinacol Chemical compound CC(C)(O)C(C)(C)O IVDFJHOHABJVEH-UHFFFAOYSA-N 0.000 description 2
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 description 2
- 239000011112 polyethylene naphthalate Substances 0.000 description 2
- 239000004626 polylactic acid Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- 229940083957 1,2-butanediol Drugs 0.000 description 1
- 229940015975 1,2-hexanediol Drugs 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 1
- DBTGFWMBFZBBEF-UHFFFAOYSA-N 2,4-dimethylpentane-2,4-diol Chemical compound CC(C)(O)CC(C)(C)O DBTGFWMBFZBBEF-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 description 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical group O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005263 alkylenediamine group Chemical group 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000010028 chemical finishing Methods 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940113120 dipropylene glycol Drugs 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 150000002311 glutaric acids Chemical class 0.000 description 1
- 229960005150 glycerol Drugs 0.000 description 1
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- IXIWCCKYXTXUPW-UHFFFAOYSA-N n'-[3-[[methoxy(dimethyl)silyl]oxy-dimethylsilyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(C)O[Si](C)(C)CCCNCCN IXIWCCKYXTXUPW-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000011044 succinic acid Nutrition 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- 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
- D06M15/61—Polyamines polyimines
-
- 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
-
- 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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
-
- 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
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
-
- 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
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/12—Hydrophobic properties
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening 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
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- D06M23/02—Processes in which the treating agent is releasably affixed or incorporated into a dispensing means
Definitions
- the present invention relates to an alkoxylated polyethylenimine applicable for textile trea- tment in the textile industry, especially for textile finishing.
- the present invention relates to an alkoxylated polyethylenimine to be used as an additive in textile treatment compositions, such as a textile softening composition or a water-repellant treatment composition in a textile finishing process.
- the present invention further relates to a textile softening composition and a water-repellant composition containing the same to be used in textile industry, especially in the textile finishing process.
- textile treatment agents are applied, which provide desired properties to the fabricated textile.
- a textile softener is a treating agent for textile to make the textile soft, fluffy and anti-static.
- a commonly used textile softener e.g. amino modified silicone oil, long carbon chain alcohol, quaternary ammonium compounds, wax, ester, etc., can offer soft hand feeling with economical cost.
- a water-repellant agent such as fluoro-containing water-repellant agent or silicon- containing water-repellant agent, is a treating agent for textile to provide the textile with water- repellant properties. It can be used for textile-treating, textile-finishing, and the like.
- the treated textile after being treated by the composition of the present invention, the treated textile will have excellent washing durability, which means that, after several times of washing cycles, the treated textile will keep excellent performances such as soft hand feeling or water repellence.
- Hydrophilic silicone oils have been developed in recent years. Compared with amino modified silicone oil, hydrophilic silicone oils exhibit an improved hydrophilicity. However, producing several hydrophilic silicone oils is tedious, and the hydrophilic silicone oil will adversely influence the hand of the treated textile.
- US 201 1/0177994A1 discloses a fabric care composition comprising a polyethylenimine as deposition aid.
- polyethylenimine is used for improving the deposition of a fabric care active with some examples being silicone or other water-insoluble actives.
- the treated textile will have excellent washing durability, which means that, after several times of washing cycle, the treated textile will keep excellent performances such as soft hand feeling or water repellence.
- the first aspect of the invention relates to an alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
- alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide segments;
- alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
- the weight average molecular weight (M w ) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol.
- this first aspect of the invention relates to use of the alkoxylated polyethylenimine in textile treatment processes in textile industry, particularily in the textile finishing processes.
- the present invention relates to a textile softening composition com- prising:
- the third aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a textile softening composition.
- the fourth aspect of the present invention is a process for treating a textile, comprising a step of contacting the textile softening composition of the present invention with the textile.
- the fifth aspect of the present invention is a water-repellant composition, which comprising:
- the sixth aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a water-repellant composition.
- the seventh aspect of the present invention is a process for treating a textile, comprising a step of contacting the water-repellant composition of the present invention with the textile.
- polymer when used to define a term, includes both the plural and singular forms of the term.
- polymer includes both homopolymers, that is, polymers prepared from a single reactive compound, and copolymers, that is, polymers prepared by reaction of at least two polymer forming reactive, monomeric compounds.
- the first aspect of the invention relates to an alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
- alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide segments;
- alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
- the weight average molecular weight (M w ) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol
- the average molecular weight Mw may be determined e.g. by gel permeation chromatography (GPC), with 1 .5 % by weight aqueous formic acid as eluent and cross-linked poly- hydroxyethylmethacrylate as stationary phase. Alternatively, the average molecular weight Mw may be calculated based on its structure.
- GPC gel permeation chromatography
- polyethylenimine in the context of the present invention does not only refer to polyethylenimine homopolymers but also to polyalkyleneimines containing NH-CH2-CH2-NH structural elements together with other alkylene diamine structural elements, for example NH- CH 2 -CH 2 -CH 2 -NH structural elements, NH-CH 2 -CH(CH 3 )-NH structural elements, NH-(CH 2 ) 4 -NH structural elements, NH-(CH 2 )6-NH structural elements or (NH-(CH 2 )8-NH structural elements but the NH-CH2-CH2-NH structural elements being in the majority with respect to the molar share.
- polyethylenimines contain NH-CH2-CH2-NH structural elements being in the majority with respect to the molar share, for example amounting to 60 mol-% or more, more preferably amounting to at least 70 mol-%, referring to all alkyleneimine structural elements.
- polyethylenimine refers to those polyalkylene imines that bear one or zero alkyleneimine structural element per molecule that is different from NH-CH 2 -CH 2 -NH.
- polyethylenimine in the context of the present invention is branched, preferably highly branched.
- degree of the branching may be determined by a skilled person according to practical application.
- the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide seg- ments.
- the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment may be in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 . In a most preferred embodiment, the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is 3:2.
- the alkylene oxide segments in the al- koxylated polyethylenimine of the present invention are ethylene oxide segments, the amount of the ethylene oxide segments is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of 15,000 to 20,000 g/mol.
- the alkylene oxide segments in the alkoxylated polyethylenimine of the present invention are comprised of ethylene oxide segment and C 3 -alkylene oxide segments, wherein the amount of alkylene oxide segments is on average in the range of from 35 to 70 alkylene oxide segments per nitrogen atom, preferably the amount of alkylene oxide segments is on average in the range of from 35 to 60 alkylene oxide segments per nitrogen atom, more preferably the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 , such as 3:2, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the
- the alkoxylated polyethylenimine of the present invention can be obtained by alkoxylation of polyethylenimine via a process commonly known in the art.
- the alkoxylated polyethylenimine of the present invention may be obtained by the process described in such as US5445765, the disclosure of which is incorporated by reference.
- the alkoxylated polyethylenimine of the present invention described herein above, and with its preferred embodiments, is used and applied for textile treatment and in textile treatment compositions.
- alkoxylated polyethylenimine of the present invention described herein above, and with its preferred embodiments, can be used and applied in textile industry in order to address the needs regarding the balancing of the hydrophilicity and hydrophobicity in textile finishing process.
- the second aspect of the invention relates to a textile softening composition
- a textile softening composition comprising:
- the hydrophobic textile softener suitable for the present invention may be any hydrophobic textile softener.
- the hydrophobic textile softener may be amino modified silicone oil, wax, ester, long carbon chain alcohol, and quaternary ammonium compounds, etc.
- the hydrophobic textile softeners comprise amino modified silicone oil, for example, amino modified silicone oils which have nitrogen content in the range of from 0.1 % ⁇ 1 .0% and Viscosity in the range of from 400 cSt ⁇ 20,000 cSt, such as Xiameter® OFX 8209 A, Xiameter® OFX 8417, and Xiameter® OFX 8040 commercially available from DOW CORNING, Michigan, USA; quaternary ammonium compounds; Varisofl® 222 from Evonik Industries, Essen, Germany; wax softener prepared with e.g. Honeywell Polymer Wax from Honeywell International, New Jersey, USA, and the like.
- amino modified silicone oils which have nitrogen content in the range of from 0.1 % ⁇ 1 .0% and Viscosity in the range of from 400 cSt ⁇ 20,000 cSt, such as Xiameter® OFX 8209 A, Xiameter® OFX 8417, and Xia
- the amount of component (b) is in the range of from 0.1 to 75 % by weight, based on the total weight of component (a) and component (b), preferably, the amount of component (b) is in the range of from 1 to 50 % by weight, more preferably from 1 to 25% by weight, and most preferably in the range of from 1 to 20% by weight, such as in the range of from 10 to 20% by weight, based on the total weight of component (a) and component (b).
- the total amount of the component (a) and component (b) in the textile softening composition of the present invention can be determined by a skilled person in the art according to practical application, provided that the obtained the textile softening composition can be effectively used for textile treating.
- the total amount of the component (a) and component (b) in the textile softening composition of the present invention may correspond to the amount of a textile softener contained in a conventional textile softening composition without component (b).
- conventional textile compositions comprise from about 20% to about 30% by weight of textile softener.
- the textile softening composition of the present invention may further contain other additives that are generally used in a textile softening composition.
- additives include, without limitation, solvent, water, surfactant, and the like.
- Solvents are useful for fluidizing the textile softening composition of the present invention, and may provide good dispersibility, and in some embodiments, provide a clear or translucent composition.
- Suitable solvents of the present invention can be water-soluble or water-insoluble.
- Non-limiting examples of the solvent include ethanol, propanol, isopropanol, n-propanol, n- butanol, t-butanol, propylene glycol, 1 ,3-propanediol, ethylene glycol, diethylene glycol, dipropy- lene glycol, 1 ,2,3-propanetriol, propylene carbonate, phenylethyl alcohol, 2-methyl 1 ,3- propanediol, hexylene glycol, glycerol, butyl Di-glycol sorbitol, polyethylene glycols, 1 ,2- hexanediol, 1 ,2-pentanediol, 1 ,2-but
- the textile softening composition of the present invention may further contain water.
- the level of water in the textile softening composition of the present invention may be high, for example, at least about 50%, preferably at least about 60%, and more preferably at least about 70% water.
- the textile softening composition of the present invention may further contain surfactant.
- Surfactants are emulsifiers for the softener and may also help disperse the composition in the wash cycle.
- Appropriate surfactant may include nonionic surfactants, for example C12-C18 alkyl ethoxylates, such as, NEODOL® nonionic surfactants from Shell; cationic surfactants such as alkoxylate quaternary ammonium (AQA) surfactants; zwitterionic surfactants such as betaine, specific examples include alkyl dimethyl betaine and cocodimethyl amidopropyl betaine; ampholyte surfactants, such as aliphatic derivatives of secondary or tertiary amines; and mixtures thereof.
- Other additives applicable for a textile softening composition may be incorporated into the textile softening composition of the present invention by a skilled person according to practical application.
- the third aspect of the present invention is the use of the alkoxylated-polyethylenimine of the invention as an additive in a textile softening composition for treating a textile.
- the fourth aspect of the present invention is a process for treating a textile, comprising a step of contacting the textile softening composition of the present invention with the textile.
- the step of contacting the textile softening composition of the present invention with the textile is carried out by immersing the textile into the textile softening composition of the present invention.
- the process of the invention is exhaust process or padding process.
- the fifth aspect of the present invention is a water-repellant composition, which comprising
- the water-repellant agent applicable to the water-repellant composition of the present in- vention may be any water-repellant agent used for textile-treating, textile-finishing, and the like.
- the water-repellant agent may be fluoro-containing water-repellant agent or silicon-containing water-repellant agent.
- the amount of component (B) is in the range of from 0.01 to 10 % by weight, based on the total weight of component (A) and component (B), preferably, the amount of component (B) is in the range of from 0.1 to 6 % by weight, more preferably from 0.1 to 4% by weight, and most preferably in the range of from 0.1 to 2% by weight, such as 0.1 to 1 % by weight, based on the total weight of component (A) and component (B).
- the total amount of the component (A) and component (B) in the water-repellant composi- tion of the present invention can be determined by a skilled person in the art according to practical application, provided that the obtained the water-repellant composition can be effectively used for textile treating.
- the total amount of the component (A) and component (B) in the water-repellant composition of the present invention may correspond to the amount of a fluoro-containing water-repellant agent contained in a conventional water-repellant compositi- on without component (B).
- the sixth aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a water-repellant composition.
- the seventh aspect of the present invention is a process for treating a textile, comprising a step of contacting the water-repellant composition of the present invention with the textile.
- the step of contacting the water-repellant composition of the present invention with the textile is carried out by immersing the textile into the water-repellant composition of the present invention.
- the textile suitable for being treated by the compositions of the present invention may be prepared from various natural or synthetic fibers, which could be such as woven, knitted or nonwoven fabric.
- the textile may be prepared from cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and polyamide 66; PP (polypropylene); and the like.
- the alkoxylated polyethylenimine of the present invention may be applied on nature fibre, e.g. cotton, and synthetic fibre, e.g. polyester (such as PET, Polyglycolide or polyglycolic acid (PGA), Polylactic acid (PLA), Polycaprolactone (PCL), Polyhydroxyalkanoate (PHA), Polyhydro- xybutyrate (PHB), Polyethylene adipate (PEA), Polybutylene succinate (PBS), Poly(3- hydroxybutyrate-co-3-hydroxyvalerate) (PHBV), Polyethylene terephthalate (PET), Polytrimethy- lene terephthalate (PTT), Polyethylene naphthalate (PEN), and so forth), polyamide, polyethylene (PE), PP (polypropylene), and so on, which could be woven, knitted or nonwoven fabric, together with other finishing auxiliary (e.g. softener or water repellent) or alone.
- polyester such as PET, Polyglycolide or poly
- the alkoxylated polyethylenimine of the present invention may be applied to a PE/PP or a PE/Polyester (e.g. PE/PET) bi-component nonwoven fabric, which is made from continuous filament fibers and is non-linting or very low in linting, and which comprises a sheath, that is polyethylene (PE) and a core, that is polypropylene (PP) or a polyester (e.g.
- PE/PP PE/Polyester
- PE/PET PE/PET bi-component nonwoven fabric, which is made from continuous filament fibers and is non-linting or very low in linting, and which comprises a sheath, that is polyethylene (PE) and a core, that is polypropylene (PP) or a polyester (e.g.
- Po- lyethylene terephthalate PET
- Polyglycolide or polyglycolic acid PGA
- Polylactic acid PLA
- Polycaprolactone PCL
- Polyhydroxyalkanoate PHA
- Polyhydroxybutyrate PBS
- Polybutylene succinate PBS
- PBS Poly(3-hydroxybutyrate-co-3-hydroxyvalerate)
- PTT Polytrimethylene terephthalate
- PEN Polyethylene naphthalate
- the core part provides strength and polyethylene sheath part provides softness and low melting point.
- the alkoxylated polyethylenimine of the present invention may be applied in textile industry also for producing textiles for specific purposes, e.g. including but not limited to for medical or hygienic use (e.g. gauze, wound dressings, bandages, diapers, sanitary napkins and so forth), and membrane industry, with the function of improving hydrophilicity of substrates.
- textile industry also for producing textiles for specific purposes, e.g. including but not limited to for medical or hygienic use (e.g. gauze, wound dressings, bandages, diapers, sanitary napkins and so forth), and membrane industry, with the function of improving hydrophilicity of substrates.
- an absorbent core which is optio- nally made from cellulose fibers, like a matrix of fluff material made from wood pulp, which may also optionally additionally include wheat/corn based materials.
- the liquids are absorbed by the capillaries in the void spaces between the fibers and the surface tension angle between the fibers and the water.
- An alternative to pulp is to use air laid synthetic fibers.
- cellulose acetate e.g. used to make cigarette filters, has been used in some absorbent products, as well as PP synthetic fiber has also been attempted for absorbent core formation.
- the absorbent core may further comprise chemical crystals of absorbent polymers such as hydro- gel, sodium polyacrylate, polyacrylate absorbents, which may hold the liquids under pressure.
- the present invention relates to the embodiments as follows.
- Embodiment 1 An alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
- alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide segments;
- alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
- the weight average molecular weight (M w ) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol, for use in a textile treatment process, especially in a textile finishing process.
- Embodiment 2 The alkoxylated polyethylenimine of embodiment 1 , wherein the alkylene oxide segments are consisting of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 - C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide segments.
- Embodiment 3 The alkoxylated polyethylenimine of embodiment 2, wherein the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 , such as 3:2.
- Embodiment 4 The alkoxylated polyethylenimine of embodiment 1 , wherein the alkylene oxide segments in the alkoxylated polyethylenimine are ethylene oxide segments, the amount of the ethylene oxide segments is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine is in the range of 15,000 to 20,000 g/mol.
- Embodiment 5 The alkoxylated polyethylenimine of embodiment 2 or 3, wherein the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide segments, and the amount of alkylene oxide segments is on average in the range of from 35 to 70 alkylene oxide segments per nitrogen atom, preferably the amount of alkylene oxide segments is on average in the range of from 35 to 60 alkylene oxide segments per nitrogen atom, more preferably the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of from 35,000 to 40,000 g/mol.
- Embodiment 6 The alkoxylated polyethylenimine of embodiment 1 , wherein the alkylene oxide segments in the alkoxylated polyethylenimine are C 3 -C 6 -alkylene oxide segments.
- Embodiment 7 The alkoxylated polyethylenimine of embodiment 1 or 2, wherein the C 3 -Ce- alkylene oxide segments in the alkoxylated polyethylenimine are C 3 -C4-alkylene oxide segments.
- Embodiment 8 The alkoxylated polyethylenimine of embodiment 1 or 2, wherein the C 3 -Ce- alkylene oxide segments in the alkoxylated polyethylenimine are C 3 -alkylene oxide segments.
- Embodiment 9 A textile softening composition comprising:
- Embodiment 10 The textile softening composition of embodiment 9, wherein the hydrophobic textile softener is selected from the group consisting of amino modified silicone oil, wax, ester, long carbon chain alcohol, and quaternary ammonium compounds.
- Embodiment 1 1 The textile softening composition of embodiment 9 or 10, wherein the amount of component (b) is in the range of from 0.1 to 75 % by weight, based on the total weight of component (a) and component (b), preferably, the amount of component (b) is in the range of from 1 to 50 % by weight, more preferably from 1 to 25% by weight, and most preferably in the range of from 1 to 20% by weight, such as in the range of from 10 to 20% by weight,, based on the total weight of component (a) and component (b).
- Embodiment 12 The textile softening composition of any one of embodiments 9-1 1 , wherein the textile softening composition further comprises additives such as solvent, surfactant, and the like.
- Embodiment 13 The textile softening composition of any one of embodiments 9-1 1 , wherein the textile to be treated is prepared from natural or synthetic fibers, for example, cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and poly- amide 66; polypropylene and the like, preferably the textile is woven, knitted or nonwoven fabric.
- natural or synthetic fibers for example, cotton
- polyester such as Polyethylene terephthalate (PET)
- PET Polyamide
- polyamide 6 and poly- amide 66 polypropylene and the like, preferably the textile is woven, knitted or nonwoven fabric.
- Embodiment 14 A process for treating a textile, comprising a step of
- the step of contacting the textile softening composition of any one of embodiments 9-13 with the textile is carried out by immersing the textile into the textile softening composition of any one of embodiments 9-13.
- Embodiment 15 The process of embodiment 14, which is selected from exhaust process or padding process.
- Embodiment 16 A water-repellant composition, which comprising
- Embodiment 17 The water-repellant composition of embodiment 16, wherein the water- repellant agent is fluoro-containing water-repellant agent or silicon-containing water-repellant agent.
- Embodiment 18 The water-repellant composition of embodiment 16 or 17, wherein the amount of component (B) is in the range of from 0.01 to 10 % by weight, based on the total weight of component (A) and component (B), preferably, the amount of component (B) is in the range of from 0.1 to 6 % by weight, more preferably from 0.1 to 4% by weight, and most preferably in the range of from 0.1 to 2% by weight, such as 0.1 to 1 % by weight, based on the total weight of component (A) and component (B)..
- Embodiment 19 The use of the alkoxylated polyethylenimine as defined in any one of embodiments 1 -8 as an additive in a textile softening composition for treating a textile.
- Embodiment 20 The use of the alkoxylated polyethylenimine as defined in any one of embodiments 1 -8 as as an additive in a water-repellant composition for treating a textile.
- Embodiment 21 A process for treating a textile, comprising a step of contacting the water- repellant composition of any one of embodiments 16-18 with the textile, preferably, the step of contacting the water-repellant composition of any one of embodiments 16-18 with the textile is carried out by immersing the textile into the water-repellant composition of any one of embodiments 16-18.
- Embodiment 22 The process of embodiment 14, 15 or 21 , wherein the textile is prepared from natural or synthetic fibers, for example, cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and polyamide 66; polypropylene and the like, prefe- rably the textile is woven, knitted or nonwoven fabric.
- polyester such as Polyethylene terephthalate (PET)
- PET Polyethylene terephthalate
- polyamide such as polyamide 6 and polyamide 66
- polypropylene and the like prefe- rably the textile is woven, knitted or nonwoven fabric.
- the alkoxylated polyethylenimine of the present invention will improve excellent properties of the treated textile, such as hydrophilicity, hand feeling, antistatic/anti-dust properties, and the like.
- the present invention provides a stable textile softening composition.
- the textile softening composition improves excellent hydrophilicity of the treated textile, while the soft hand feeling of the textile is kept.
- the treated textile will have excellent washing durability, which means that after several washing cycles the treated textile will keep excellent performances such as soft hand feeling or water repellence.
- the present invention provides an excellent water-repellant composition.
- the excellent water-repellant composition of the present invention improves antistatic/anti-dust properties of the treated textile at economical cost.
- the treated textile after being treated by the water- repellant composition of the present invention, the treated textile will have excellent washing durability, which means that, after several washing cycles the treated textile will keep excellent performances such as soft hand feeling or water repellence.
- wicking height was measured according to GB/T 21665, 1 -2008;
- blade means the fabric is tested as such without treatment.
- the improving degree of the alkoxylated polyethylenimines according to the present invention shown the different examples for absorbency, hand feeling (softness), and whiteness index (CIE units) of the treated fabrics, were summarized and generalized accordingly in respective tables, wherein “+” means improving degree, “++” means higher improving degree as comparing with "+” and “-” means somewhat decreased, and whereas similar or no effects were named as such or not specified at all.
- the fabrics are treated in an exhaust process and in a padding process, which are common chemical finishing treatments in textile industry.
- Padding is one of the most common finishing technique, which can be applied to carry out almost all wet finishing operations.
- the dosage of softener is calulated by weight of working solution, not by weight of fabric.
- the concentration of the applied working solution is provided in g of softener composition diluted per liter of water.
- the treatment of fabrics in exhaustion liquor is another possible finishing method, and is recommended when stable chemical products are applied on the textile substrate.
- concentration of the applied softener is provided in percentage, % "owf" (or o.w.f.) meaning based on the weight of fabric, which has to be further diluted accordingly for the working solution.
- alkoxylated PEI- the alkylene oxide segments in the alkoxylated PEI-A are ethyleA ne oxide segments, the amount of the ethylene oxide segments
- alkoxylated PEI-A is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of alkoxylated PEI-A is in the range of 15,000 to 20,000 g/mol.
- alkoxylated PEI- the alkylene oxide segments in alkoxylated PEI-B are comprised
- alkylene oxide segments are on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the molar ratio of ethylene oxide segment to the
- alkylene oxide segment is 3:2, and the weight average molecular weight of alkoxylated PEI-B is in the range of from
- compositions comprising Amino Modified Silicone oils (AMS) and alkoxylated PEI
- AMS amino modified silicone oils
- emulsifiers used therein are listed in table 1 .
- Emulsifier A C10+8EO, C10-Guerbet alcohol alkoxylate;
- Emulsifier B C10+7EO, C10-Guerbet alcohol alkoxylate.
- the alkoxylated PEI used in example 1 was Alkoxylated PEI-A.
- BDG Butyl Di-glycol
- the fabrics used in the test were cotton knits and cotton woven.
- compositions comprising hydrophobic textile softener and alkoxylated PEI
- compositions comprising Cationic softener and alkoxylated PEI
- alkoxylated PEI-A was used as alkoxylated PEI together with a cati- onic softener.
- Emulsifier C C16-C18 fatty alcohol alkoxylate, (25EO).
- composition 2-1 -A contained Cationic softener without the addition of the alkoxylated PEI present invention
- Composition 2-1 -B contained the Cationic softener wherein 10% by weight of the Cationic softener was replaced by Alkoxylated PEI-A
- Composition 2-1 -C contained Cationic softener wherein 20% by weight of the Cationic softener was replaced by Alkoxylated PEI-A.
- the obtained three compositions were used for treating fabrics in Exhaust process and Padding process.
- Softener To be applied in 20 gpl (and comprising 3 gpl active components); (Compositions calculated based on softener / working solution
- compositions comprising wax softener and alkoxylated PEI
- Wax Emulsion was used as wax softener.
- Wax Emulsion The parameters of Wax Emulsion are provided as follows:
- Equipment Dyeing controller DC4 F/R SP H.T.H.P beaker dyeing machine
- Liquor ratio 1 :10 (fabric: working solution, by weight)
- the process parameters of the Padding process were provided as follows.
- Composition 2-2-C > Composition 2-2-B > Composition 2-2-A.
- compositions comprising Alkoxylated PEI-A and hydrophilic silicone oils
- Table 13 provided the test results measured without washing (0), after one time washing (1 ), after two times washing (2), after three times washing (3), after four times washing (4), and after five times washing (5).
- compositions comprised the hydrophilic silicone oil (HSO) TF405B and amino silicone oil (ASO) 2253D as softeners in water as solvent.
- HSO hydrophilic silicone oil
- ASO amino silicone oil
- Blank 3-1 -G - 1 10.6 18.7
- compositions comprising Alkoxylated PEI-A and Alkoxylated PEI-B
- compositions were prepared as textile softening compositions, wherein amino modified silicone oil type softener Xiameter® OFX 8040 (AMS) was used.
- AMS amino modified silicone oil type softener Xiameter® OFX 8040
- Cotton Terry Towel was used as fabric to be treated in this test. Each of the compositions was used and applied in dosage of 2% owf (of weight fabric).
- the fabric liquid (work solution) ratio was 1 :10, and the pH values of the compositions were in the range of from 5.0 to 6.0.
- the process was carried at 40°C for 20 min.
- PET fabric was used as fabric to be treated in this test.
- Each of the compositions was used in dosage of 20g/L.
- the pH values of the compositions were in the range of 5.0 to 6.0.
- Blank PET fabric was relative hydrophobic as compared with cotton, and the hand feeling thereof was also poor (sample Blank); when being treated with amino modified silicon oil softener, hand feeling of the treated PET fabric was increased, and the hydrophilicity was then obviously decreased (fabric treated with composition 4-1 -1 );; when 20% amino modified silicone oil softener was replaced by Alkoxylated PEI-A or Alkoxylated PEI-B, the hydrophilicity of the treated fabric was obviously improved as compared with the PET fabric treated with composition 4-1 -1 .
- compositions were prepared as shown in table 20 to test the properties of the fabrics treated by the compositions containing Alkoxylated PEI-A, hydrophilic silicone oil and /or Alkoxylated PEI-B in Padding Process.
- compositions comprising Alkoxylated PEI-A, Alkoxylated PEI-B and/or quaternary ammonium compound
- the quaternary ammonium compound used in example 5 was Varisoft® 222 having the Chemical structure of:
- compositions were prepared wherein the softeners contained therein were described in table 21 .
- Blank cotton fabric was very hydrophilic with poor hand feeling; with Cotton Fabric treated with Composition 5-1 , hand feeling got obviously improved, wicking height however was decreased a lot, as compared with the blank sample;
- composition 5-2 with 10% Alkoxylated PEI-A and Composition 5-3 with 10% Alkoxylated PEI-B improved the hydrophilicity of the treated fabric without influencing hand feeling, as compared with Cotton Fabric treated with Composition 5-1 .
- Composition 5-5 with 20% Alkoxylated PEI-B improved the hydrophilicity of the treated PET Fabric (hydrophobic) without influencing hand feeling, as compared with the blank sample.
- Blank PET fabric had poor hand feeling
- PET Fabric residual hydrophilic
- Composition 5-1 With PET Fabric (relative hydrophilic) treated with Composition 5-1 , hand feeling got obviously improved, wicking height was also raised, as compared with the blank sample;
- the three samples were provided in table 28.
- the non-woven fabric used for preparing the three samples was obtained from the same batch.
- the test was carried out on a sample as provided above on a liquid absorbing substrate (made from a disposable diaper) at room temperature.
- the disposable diaper used in the example 6 had layers sequentially as follows: - a top sheet nonwoven layer;
- a acquisition distribution layer (a PE/PET bi-component nonwoven layer, with sheath being PE, and core being PET);
- the disposable diaper was used as such and not treated.
- the acquisition distribution layer of the diaper was substituted by one of the above samples, thereby forming a liquid absorbing device.
- 150 ml colored normal saline was poured on the liquid absorbing device through a PVC sleeve (ha- ving an inner diameter of 6cm and an outer diameter of 7cm) with one end contacting directly to the top sheet layer of the liquid absorbing device.
- Time recording started once the colored normal saline reached to the top sheet layer of the liquid absorbing device, and ended once the liquid level of the colored normal saline was disappeared in the PVC sleeve. The obtained time was reported as "Acquisition time" in table 29.
- the longest diffusion distance of the colored normal saline on the top sheet layer of the liquid absorbing device and the shortest diffusion distance of the colored normal saline on the top sheet layer of the liquid absorbing device were measured and reported on the table 29.
- the diffusion on the absorbent pad layer of the liquid absorbing device was further studied.
- the longest diffusion distance of the colored normal saline on the absorbent pad layer of the liquid absorbing device and the shortest diffusion distance of the colored normal saline on the absorbent pad layer of the liquid absorbing device were further measured and reported on the table 29.
- rewetting property was tested.
- a piece of dry filter paper was provided and weighted. The weight of the dry filter paper was re- ported as the initial weight. Then the dry filter paper was put on top of the top sheet layer of the wetted liquid absorbing device obtained according to the experimental procedure of section 6.1 , and a 3.6kg weight was placed on the filter paper for 2 minutes. Then the weight was taken away, and the weight of the wetted filter paper was measured as the wetted weight.
- the rewetting property was characterized according to the wetted weight of the filter paper minus the initial weight of the filter paper, which was reported as "rewet" in table 29.
- Rewet the wetted weight of the filter paper - the initial weight of the filter paper. The test was carried out for each of the three samples provided in table 28. The dry filter paper used for testing each sample was of the same condition.
- test was carried out at room temperature and controlled humidity.
- a sample in table 28 was put on top of the center of a tissue paper, wherein the tissue paper was balanced in terms of weight and moisture beforehand.
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Abstract
The present invention relates to an alkoxylated polyethylenimine, for use in textile treatment in textile industry, especially in textile finishing processes.
Description
Alkoxylated-Polyethylenimine and Composition Containing the same
FIELD OF THE INVENTION
The present invention relates to an alkoxylated polyethylenimine applicable for textile trea- tment in the textile industry, especially for textile finishing. In particular, the present invention relates to an alkoxylated polyethylenimine to be used as an additive in textile treatment compositions, such as a textile softening composition or a water-repellant treatment composition in a textile finishing process. The present invention further relates to a textile softening composition and a water-repellant composition containing the same to be used in textile industry, especially in the textile finishing process.
BACKGROUND OF THE INVENTION
In textile industry, especially during the finishing process, textile treatment agents are applied, which provide desired properties to the fabricated textile.
A textile softener is a treating agent for textile to make the textile soft, fluffy and anti-static.
A commonly used textile softener, e.g. amino modified silicone oil, long carbon chain alcohol, quaternary ammonium compounds, wax, ester, etc., can offer soft hand feeling with economical cost.
A water-repellant agent, such as fluoro-containing water-repellant agent or silicon- containing water-repellant agent, is a treating agent for textile to provide the textile with water- repellant properties. It can be used for textile-treating, textile-finishing, and the like.
Furthermore, after being treated by the composition of the present invention, the treated textile will have excellent washing durability, which means that, after several times of washing cycles, the treated textile will keep excellent performances such as soft hand feeling or water repellence.
However, generally, textile softeners and water repellant agents in the art have poor hydrophilicity.
Because of the hydrophobicity of textile softeners, treating with these textile softeners will reduce the hydrophilicity of the treated textile, thus lead to poor water absorption of the textile.
Hydrophilic silicone oils have been developed in recent years. Compared with amino modified silicone oil, hydrophilic silicone oils exhibit an improved hydrophilicity. However, producing several hydrophilic silicone oils is tedious, and the hydrophilic silicone oil will adversely influence the hand of the treated textile.
US 201 1/0177994A1 discloses a fabric care composition comprising a polyethylenimine as deposition aid. In this application, polyethylenimine is used for improving the deposition of a fabric care active with some examples being silicone or other water-insoluble actives.
In the field of textile treating, especially in the finishing process in textile treatment, there is still a need in the art to provide a stable textile softening composition which will improve hydrophilicity of textile at economical cost, while the soft hand feeling of the textile being kept.
In the field of textile treating, there is as well still a need in the art to provide a stable water- repellant composition providing water-repellant properties to the textile.
Also, the treated textile will have excellent washing durability, which means that, after several times of washing cycle, the treated textile will keep excellent performances such as soft hand feeling or water repellence.
SUMMARY
Accordingly, in an effort to meet the needs in textile industry, it has been found that specific alkoxylated polyethylenimine, when being used in a textile softening composition or a water- repellant composition, can achieve the desired results of the above.
The first aspect of the invention relates to an alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
wherein the alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C3-C6-alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments;
wherein the amount of alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
wherein the weight average molecular weight (Mw) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol.
Especially this first aspect of the invention relates to use of the alkoxylated polyethylenimine in textile treatment processes in textile industry, particularily in the textile finishing processes.
In the second aspect, the present invention relates to a textile softening composition com- prising:
(a) hydrophobic textile softener; and
(b) the alkoxylated polyethylenimine of the present invention.
The third aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a textile softening composition.
The fourth aspect of the present invention is a process for treating a textile, comprising a step of contacting the textile softening composition of the present invention with the textile.
The fifth aspect of the present invention is a water-repellant composition, which comprising:
(A) water-repellant agent, and
(B) the alkoxylated polyethylenimine of the invention.
The sixth aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a water-repellant composition.
The seventh aspect of the present invention is a process for treating a textile, comprising a step of contacting the water-repellant composition of the present invention with the textile. DETAILED DESCRIPTION OF THE INVENTION
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs.
Expressions "a", "an", and "the", when used to define a term, includes both the plural and singular forms of the term.
The term "polymer", as used herein, includes both homopolymers, that is, polymers prepared from a single reactive compound, and copolymers, that is, polymers prepared by reaction of at least two polymer forming reactive, monomeric compounds.
The first aspect of the invention relates to an alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
wherein the alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C3-C6-alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments;
wherein the amount of alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
wherein the weight average molecular weight (Mw) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol
for use in textile treatment processes in textile industry, especially in the textile finishing processes.
The average molecular weight Mw may be determined e.g. by gel permeation chromatography (GPC), with 1 .5 % by weight aqueous formic acid as eluent and cross-linked poly- hydroxyethylmethacrylate as stationary phase. Alternatively, the average molecular weight Mw may be calculated based on its structure.
The term "polyethylenimine" in the context of the present invention does not only refer to polyethylenimine homopolymers but also to polyalkyleneimines containing NH-CH2-CH2-NH structural elements together with other alkylene diamine structural elements, for example NH- CH2-CH2-CH2-NH structural elements, NH-CH2-CH(CH3)-NH structural elements, NH-(CH2)4-NH structural elements, NH-(CH2)6-NH structural elements or (NH-(CH2)8-NH structural elements but the NH-CH2-CH2-NH structural elements being in the majority with respect to the molar share. Preferred polyethylenimines contain NH-CH2-CH2-NH structural elements being in the majority with respect to the molar share, for example amounting to 60 mol-% or more, more preferably amounting to at least 70 mol-%, referring to all alkyleneimine structural elements. In a special embodiment, polyethylenimine refers to those polyalkylene imines that bear one or zero alkyleneimine structural element per molecule that is different from NH-CH2-CH2-NH.
The "polyethylenimine" in the context of the present invention is branched, preferably highly branched. The degree of the branching may be determined by a skilled person according to practical application.
In a embodiment wherein the alkylene oxide segments are comprised of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide seg- ments. The molar ratio of ethylene oxide segment to the remaining alkylene oxide segment may
be in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 . In a most preferred embodiment, the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is 3:2.
In a preferred embodiment of the present invention, the alkylene oxide segments in the al- koxylated polyethylenimine of the present invention are ethylene oxide segments, the amount of the ethylene oxide segments is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of 15,000 to 20,000 g/mol.
In a still preferred embodiment of the present invention, the alkylene oxide segments in the alkoxylated polyethylenimine of the present invention are comprised of ethylene oxide segment and C3-alkylene oxide segments, wherein the amount of alkylene oxide segments is on average in the range of from 35 to 70 alkylene oxide segments per nitrogen atom, preferably the amount of alkylene oxide segments is on average in the range of from 35 to 60 alkylene oxide segments per nitrogen atom, more preferably the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 , such as 3:2, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of from 35,000 to 40,000 g/mol.
There is no specific requirement on the process for obtaining the alkoxylated polyethylenimine of the present invention. The alkoxylated polyethylenimine of the present invention can be obtained by alkoxylation of polyethylenimine via a process commonly known in the art. For example, the alkoxylated polyethylenimine of the present invention may be obtained by the process described in such as US5445765, the disclosure of which is incorporated by reference.
The alkoxylated polyethylenimine of the present invention described herein above, and with its preferred embodiments, is used and applied for textile treatment and in textile treatment compositions.
The alkoxylated polyethylenimine of the present invention described herein above, and with its preferred embodiments, can be used and applied in textile industry in order to address the needs regarding the balancing of the hydrophilicity and hydrophobicity in textile finishing process.
The second aspect of the invention relates to a textile softening composition comprising:
(a) hydrophobic textile softener; and
(b) the alkoxylated polyethylenimine of the present invention.
The hydrophobic textile softener suitable for the present invention may be any hydrophobic textile softener. For example, the hydrophobic textile softener may be amino modified silicone oil, wax, ester, long carbon chain alcohol, and quaternary ammonium compounds, etc. For example, without limitation, the hydrophobic textile softeners comprise amino modified silicone oil, for example, amino modified silicone oils which have nitrogen content in the range of from 0.1 % ~ 1 .0% and Viscosity in the range of from 400 cSt ~ 20,000 cSt, such as Xiameter® OFX 8209 A, Xiameter® OFX 8417, and Xiameter® OFX 8040 commercially available from DOW CORNING, Michigan, USA; quaternary ammonium compounds; Varisofl® 222 from Evonik Industries, Essen, Germany; wax softener prepared with e.g. Honeywell Polymer Wax from Honeywell International, New Jersey, USA, and the like.
In the textile softening composition of the present invention, the amount of component (b) is in the range of from 0.1 to 75 % by weight, based on the total weight of component (a) and component (b), preferably, the amount of component (b) is in the range of from 1 to 50 % by weight, more preferably from 1 to 25% by weight, and most preferably in the range of from 1 to 20% by weight, such as in the range of from 10 to 20% by weight, based on the total weight of component (a) and component (b).
The total amount of the component (a) and component (b) in the textile softening composition of the present invention can be determined by a skilled person in the art according to practical application, provided that the obtained the textile softening composition can be effectively used for textile treating. For example, the total amount of the component (a) and component (b) in the textile softening composition of the present invention may correspond to the amount of a textile softener contained in a conventional textile softening composition without component (b). Generally, such as for amino modified silicone oil softener, conventional textile compositions comprise from about 20% to about 30% by weight of textile softener.
The textile softening composition of the present invention may further contain other additives that are generally used in a textile softening composition. Such additives include, without limitation, solvent, water, surfactant, and the like.
Solvents are useful for fluidizing the textile softening composition of the present invention, and may provide good dispersibility, and in some embodiments, provide a clear or translucent composition. Suitable solvents of the present invention can be water-soluble or water-insoluble. Non-limiting examples of the solvent include ethanol, propanol, isopropanol, n-propanol, n- butanol, t-butanol, propylene glycol, 1 ,3-propanediol, ethylene glycol, diethylene glycol, dipropy- lene glycol, 1 ,2,3-propanetriol, propylene carbonate, phenylethyl alcohol, 2-methyl 1 ,3- propanediol, hexylene glycol, glycerol, butyl Di-glycol sorbitol, polyethylene glycols, 1 ,2- hexanediol, 1 ,2-pentanediol, 1 ,2-butanediol, 1 ,4-butanediol, 1 ,4-cyclohexanedimethanol, pina- col, 1 ,5-hexanediol, 1 ,6-hexanediol, 2,4-dimethyl-2,4-pentanediol, 2,2,4-trimethyl-1 ,3- pentanediol (and ethoxylates), 2-ethyl-1 ,3-hexanediol, phenoxyethanol (and ethoxylates), glycol ethers such as butyl carbitol and dipropylene glycol n-butyl ether, ester solvents such as dimethyl esters of adipic, glutaric, and succinic acids, hydrocarbons such as decane and dodecane, or combinations thereof. In one embodiment, the composition is free or substantially free of one or more of the above-identified solvents.
The textile softening composition of the present invention may further contain water. The level of water in the textile softening composition of the present invention may be high, for example, at least about 50%, preferably at least about 60%, and more preferably at least about 70% water.
The textile softening composition of the present invention may further contain surfactant. Surfactants are emulsifiers for the softener and may also help disperse the composition in the wash cycle. Appropriate surfactant may include nonionic surfactants, for example C12-C18 alkyl ethoxylates, such as, NEODOL® nonionic surfactants from Shell; cationic surfactants such as alkoxylate quaternary ammonium (AQA) surfactants; zwitterionic surfactants such as betaine, specific examples include alkyl dimethyl betaine and cocodimethyl amidopropyl betaine; ampholyte surfactants, such as aliphatic derivatives of secondary or tertiary amines; and mixtures thereof.
Other additives applicable for a textile softening composition may be incorporated into the textile softening composition of the present invention by a skilled person according to practical application.
The third aspect of the present invention is the use of the alkoxylated-polyethylenimine of the invention as an additive in a textile softening composition for treating a textile.
The fourth aspect of the present invention is a process for treating a textile, comprising a step of contacting the textile softening composition of the present invention with the textile. Preferably, the step of contacting the textile softening composition of the present invention with the textile is carried out by immersing the textile into the textile softening composition of the present invention. Preferably, the process of the invention is exhaust process or padding process.
The fifth aspect of the present invention is a water-repellant composition, which comprising
(A) water-repellant agent, and
(B) the alkoxylated polyethylenimine of the invention.
The water-repellant agent applicable to the water-repellant composition of the present in- vention may be any water-repellant agent used for textile-treating, textile-finishing, and the like. For example, the water-repellant agent may be fluoro-containing water-repellant agent or silicon-containing water-repellant agent.
In the water-repellant composition of the present invention, the amount of component (B) is in the range of from 0.01 to 10 % by weight, based on the total weight of component (A) and component (B), preferably, the amount of component (B) is in the range of from 0.1 to 6 % by weight, more preferably from 0.1 to 4% by weight, and most preferably in the range of from 0.1 to 2% by weight, such as 0.1 to 1 % by weight, based on the total weight of component (A) and component (B).
The total amount of the component (A) and component (B) in the water-repellant composi- tion of the present invention can be determined by a skilled person in the art according to practical application, provided that the obtained the water-repellant composition can be effectively used for textile treating. For example, the total amount of the component (A) and component (B) in the water-repellant composition of the present invention may correspond to the amount of a fluoro-containing water-repellant agent contained in a conventional water-repellant compositi- on without component (B).
The sixth aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a water-repellant composition.
The seventh aspect of the present invention is a process for treating a textile, comprising a step of contacting the water-repellant composition of the present invention with the textile. Pre- ferably, the step of contacting the water-repellant composition of the present invention with the textile is carried out by immersing the textile into the water-repellant composition of the present invention.
The textile suitable for being treated by the compositions of the present invention may be prepared from various natural or synthetic fibers, which could be such as woven, knitted or nonwoven fabric. For example, the textile may be prepared from cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and polyamide 66; PP (polypropylene); and the like.
The alkoxylated polyethylenimine of the present invention may be applied on nature fibre, e.g. cotton, and synthetic fibre, e.g. polyester (such as PET, Polyglycolide or polyglycolic acid (PGA), Polylactic acid (PLA), Polycaprolactone (PCL), Polyhydroxyalkanoate (PHA), Polyhydro-
xybutyrate (PHB), Polyethylene adipate (PEA), Polybutylene succinate (PBS), Poly(3- hydroxybutyrate-co-3-hydroxyvalerate) (PHBV), Polyethylene terephthalate (PET), Polytrimethy- lene terephthalate (PTT), Polyethylene naphthalate (PEN), and so forth), polyamide, polyethylene (PE), PP (polypropylene), and so on, which could be woven, knitted or nonwoven fabric, together with other finishing auxiliary (e.g. softener or water repellent) or alone.
For instance, the alkoxylated polyethylenimine of the present invention may be applied to a PE/PP or a PE/Polyester (e.g. PE/PET) bi-component nonwoven fabric, which is made from continuous filament fibers and is non-linting or very low in linting, and which comprises a sheath, that is polyethylene (PE) and a core, that is polypropylene (PP) or a polyester (e.g. Po- lyethylene terephthalate (PET), Polyglycolide or polyglycolic acid (PGA), Polylactic acid (PLA), Polycaprolactone (PCL), Polyhydroxyalkanoate (PHA), Polyhydroxybutyrate (PHB), Polyethylene adipate (PEA), Polybutylene succinate (PBS), Poly(3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV), Polytrimethylene terephthalate (PTT) or Polyethylene naphthalate (PEN)). The core part provides strength and polyethylene sheath part provides softness and low melting point.
The alkoxylated polyethylenimine of the present invention may be applied in textile industry also for producing textiles for specific purposes, e.g. including but not limited to for medical or hygienic use (e.g. gauze, wound dressings, bandages, diapers, sanitary napkins and so forth), and membrane industry, with the function of improving hydrophilicity of substrates.
For instance, it improves the flow of the liquids e.g. into an absorbent core, which is optio- nally made from cellulose fibers, like a matrix of fluff material made from wood pulp, which may also optionally additionally include wheat/corn based materials. The liquids are absorbed by the capillaries in the void spaces between the fibers and the surface tension angle between the fibers and the water. An alternative to pulp is to use air laid synthetic fibers. Also, cellulose acetate, e.g. used to make cigarette filters, has been used in some absorbent products, as well as PP synthetic fiber has also been attempted for absorbent core formation. For some purposes, the absorbent core may further comprise chemical crystals of absorbent polymers such as hydro- gel, sodium polyacrylate, polyacrylate absorbents, which may hold the liquids under pressure.
In summary, the present invention relates to the embodiments as follows.
Embodiment 1 : An alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
wherein the alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C3-C6-alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments;
wherein the amount of alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
wherein the weight average molecular weight (Mw) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol,
for use in a textile treatment process, especially in a textile finishing process.
Embodiment 2: The alkoxylated polyethylenimine of embodiment 1 , wherein the alkylene oxide segments are consisting of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3- C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments.
Embodiment 3: The alkoxylated polyethylenimine of embodiment 2, wherein the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 , such as 3:2.
Embodiment 4: The alkoxylated polyethylenimine of embodiment 1 , wherein the alkylene oxide segments in the alkoxylated polyethylenimine are ethylene oxide segments, the amount of the ethylene oxide segments is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine is in the range of 15,000 to 20,000 g/mol.
Embodiment 5: The alkoxylated polyethylenimine of embodiment 2 or 3, wherein the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments, and the amount of alkylene oxide segments is on average in the range of from 35 to 70 alkylene oxide segments per nitrogen atom, preferably the amount of alkylene oxide segments is on average in the range of from 35 to 60 alkylene oxide segments per nitrogen atom, more preferably the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of from 35,000 to 40,000 g/mol.
Embodiment 6: The alkoxylated polyethylenimine of embodiment 1 , wherein the alkylene oxide segments in the alkoxylated polyethylenimine are C3-C6-alkylene oxide segments.
Embodiment 7: The alkoxylated polyethylenimine of embodiment 1 or 2, wherein the C3-Ce- alkylene oxide segments in the alkoxylated polyethylenimine are C3-C4-alkylene oxide segments.
Embodiment 8: The alkoxylated polyethylenimine of embodiment 1 or 2, wherein the C3-Ce- alkylene oxide segments in the alkoxylated polyethylenimine are C3 -alkylene oxide segments.
Embodiment 9: A textile softening composition comprising:
(a) hydrophobic textile softener; and
(b) the alkoxylated polyethylenimine of any one of embodiments 1 -8.
Embodiment 10: The textile softening composition of embodiment 9, wherein the hydrophobic textile softener is selected from the group consisting of amino modified silicone oil, wax, ester, long carbon chain alcohol, and quaternary ammonium compounds.
Embodiment 1 1 : The textile softening composition of embodiment 9 or 10, wherein the amount of component (b) is in the range of from 0.1 to 75 % by weight, based on the total weight of component (a) and component (b), preferably, the amount of component (b) is in the range of from 1 to 50 % by weight, more preferably from 1 to 25% by weight, and most preferably in the range of from 1 to 20% by weight, such as in the range of from 10 to 20% by weight,, based on the total weight of component (a) and component (b).
Embodiment 12: The textile softening composition of any one of embodiments 9-1 1 , wherein the textile softening composition further comprises additives such as solvent, surfactant, and the like.
Embodiment 13: The textile softening composition of any one of embodiments 9-1 1 , wherein the textile to be treated is prepared from natural or synthetic fibers, for example, cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and poly- amide 66; polypropylene and the like, preferably the textile is woven, knitted or nonwoven fabric.
Embodiment 14: A process for treating a textile, comprising a step of
contacting the textile softening composition of any one of embodiments 9-13 with the textile, preferably, the step of contacting the textile softening composition of any one of embodiments 9-13 with the textile is carried out by immersing the textile into the textile softening composition of any one of embodiments 9-13.
Embodiment 15: The process of embodiment 14, which is selected from exhaust process or padding process.
Embodiment 16: A water-repellant composition, which comprising
(A) water-repellant agent, and
(B) the alkoxylated polyethylenimine of any one of embodiments 1 -8.
Embodiment 17: The water-repellant composition of embodiment 16, wherein the water- repellant agent is fluoro-containing water-repellant agent or silicon-containing water-repellant agent.
Embodiment 18: The water-repellant composition of embodiment 16 or 17, wherein the amount of component (B) is in the range of from 0.01 to 10 % by weight, based on the total weight of component (A) and component (B), preferably, the amount of component (B) is in the range of from 0.1 to 6 % by weight, more preferably from 0.1 to 4% by weight, and most preferably in the range of from 0.1 to 2% by weight, such as 0.1 to 1 % by weight, based on the total weight of component (A) and component (B)..
Embodiment 19: The use of the alkoxylated polyethylenimine as defined in any one of embodiments 1 -8 as an additive in a textile softening composition for treating a textile.
Embodiment 20. The use of the alkoxylated polyethylenimine as defined in any one of embodiments 1 -8 as as an additive in a water-repellant composition for treating a textile.
Embodiment 21 : A process for treating a textile, comprising a step of contacting the water- repellant composition of any one of embodiments 16-18 with the textile, preferably, the step of contacting the water-repellant composition of any one of embodiments 16-18 with the textile is carried out by immersing the textile into the water-repellant composition of any one of embodiments 16-18.
Embodiment 22: The process of embodiment 14, 15 or 21 , wherein the textile is prepared from natural or synthetic fibers, for example, cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and polyamide 66; polypropylene and the like, prefe- rably the textile is woven, knitted or nonwoven fabric.
ADVANTAGES OF THE INVENTION
The alkoxylated polyethylenimine of the present invention will improve excellent properties of the treated textile, such as hydrophilicity, hand feeling, antistatic/anti-dust properties, and the like.
The present invention provides a stable textile softening composition. The textile softening composition improves excellent hydrophilicity of the treated textile, while the soft hand feeling of the textile is kept. Furthermore, after being treated by the textile softening composition of the present invention, the treated textile will have excellent washing durability, which means that after several washing cycles the treated textile will keep excellent performances such as soft hand feeling or water repellence.
In addition, the present invention provides an excellent water-repellant composition. The excellent water-repellant composition of the present invention improves antistatic/anti-dust properties of the treated textile at economical cost. Furthermore, after being treated by the water- repellant composition of the present invention, the treated textile will have excellent washing durability, which means that, after several washing cycles the treated textile will keep excellent performances such as soft hand feeling or water repellence.
EXAMPLES
The present invention will be further illustrated hereinafter with the reference of the specific examples which are exemplary and explanatory only and are not restrictive.
Each part and percentage when used, if not defined otherwise, is provided on weight basis. In the examples, wicking height was measured according to GB/T 21665, 1 -2008;
Working solution was prepared from the composition for being applicable in the process. CIE whiteness was measured according to AATCC Test Method 1 10-2005, and 1 10-201 1 (new one); and
Softness was measured by hand feeling, and rating thereof was provided as follows:
"5": Best,
"4": Very good,
"3": Good,
"2": Inferior, and
"1 ": Worst.
The term "blank" means the fabric is tested as such without treatment. The improving degree of the alkoxylated polyethylenimines according to the present invention, shown the different examples for absorbency, hand feeling (softness), and whiteness index (CIE units) of the treated fabrics, were summarized and generalized accordingly in respective tables, wherein "+" means improving degree, "++" means higher improving degree as comparing with "+" and "-" means somewhat decreased, and whereas similar or no effects were named as such or not specified at all.
Table M: Materials that were used:
Materials description Supplier
Xiameter® Amino modified Silicone, fluid: DOW CORNING, Michigan, USA
OFX 8209 A N%=0.60%, viscosity = 500 cSt;
Ingredients:
> 60 wt% Amino functional siloxane
<10 wt% Methyl alcohol
<1 wt% Ethylenediamine
Xiameter® Amino modified Silicone, fluid: N%=0.9%, DOW CORNING, Michigan, USA
OFX 8417 viscosity = 1200 cSt;lngredients:
> 60 wt% Dimethyl, (aminoethylaminop- ropyl) methyl
Siloxane (CAS-No. 71750-79-3)
Xiameter® Amino modified Silicone, fluid: N%=0.4%, DOW CORNING, Michigan, USA
OFX 8040 viscosity = 3500 cSt;
Ingredients:
85.0 - 100.0 wt% Dimethyl siloxane,
(aminoalkyl)methoxymethylsiloxy- and
dimethylalkoxy-terminated (CAS- No.188627-10-3)
1 .0 - 5.0 wt% Alcohols, C14-16 (CAS-No.
68333-80-2)
Wax EmulO/W Emulsion of CAS-No. 68441 -17-8 available in sion 23 wt% of oxidized Polyethylene Homo- a concentration of 100% as Hopolymers (CAS-No. 68441 -17-8) neywell A-C® 629 from Howith neywell International, New Jersey, USA
7 wt% Isotridecanolethoxylate as emulsi- fier
TRANSOFT hydrophilic silicone oil; TRANSFAR INTERNATIONAL
HYDRO Ingredient(s): CORP. Zhejiang, China
TF405B ≥ 95.0 wt % Polysiloxanes, di-Me,3- hydroxypropyl Me, ethoxylated (CAS-No.
68937-54-2)
2253D amino silicone oil Suzhou Liansheng Chemistry
Ingredient(s): Co., Ltd., Jiangsu, China
80 wt % amino modified polysiloxane
elastomer
Varisoft® Quaternary Amine Tetra-AlkyI Ammonium Evonik Industries AG, Essen,
222 Sulfate Germany
Ingredient(s):
> 80% N,N-Di(2-tallow amidoethyl) - N- methyl-ammonium methyl sulfate
8-10% Isopropanol
The individual components of the compositions applied in the examples, and the contents thereof, are shown in the tables further below, with the balance, if not stated otherwise, being water. Applied finishing treatment methods
In the examples below, the fabrics are treated in an exhaust process and in a padding process, which are common chemical finishing treatments in textile industry. Padding is one of the most common finishing technique, which can be applied to carry out almost all wet finishing operations. For the padding process, the dosage of softener is calulated by weight of working solution, not by weight of fabric. Hence, the concentration of the applied working solution is provided in g of softener composition diluted per liter of water.
The treatment of fabrics in exhaustion liquor is another possible finishing method, and is recommended when stable chemical products are applied on the textile substrate. Here the concentration of the applied softener is provided in percentage, % "owf" (or o.w.f.) meaning based on the weight of fabric, which has to be further diluted accordingly for the working solution.
Table P: Alkoxylated PEIs that were alkoxylated PEI Description
alkoxylated PEI- the alkylene oxide segments in the alkoxylated PEI-A are ethyleA ne oxide segments, the amount of the ethylene oxide segments
is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of alkoxylated PEI-A is in the range of 15,000 to 20,000 g/mol. alkoxylated PEI- the alkylene oxide segments in alkoxylated PEI-B are comprised
B of ethylene oxide segment and C3-alkylene oxide segments,
wherein the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the molar ratio of ethylene oxide segment to the
remaining alkylene oxide segment is 3:2, and the weight average molecular weight of alkoxylated PEI-B is in the range of from
35,000 to 40,000 g/mol.
Example 1
Compositions comprising Amino Modified Silicone oils (AMS) and alkoxylated PEI
Nine compositions were prepared in this example.
The amino modified silicone oils (AMS) and emulsifiers used therein are listed in table 1 .
Table 1
Emulsifier A: C10+8EO, C10-Guerbet alcohol alkoxylate;
Emulsifier B: C10+7EO, C10-Guerbet alcohol alkoxylate.
The alkoxylated PEI used in example 1 was Alkoxylated PEI-A.
For each of the listed amino modified silicone oils, three compositions were prepared, adjusting the relative amount of Alkoxylated PEI-A and the amino modified silicone oil.
In order to get clear composition (homogeneous and stable), BDG (Butyl Di-glycol) was added.
The amounts of the components of each of the nine compositions are listed in table 2, with the balance being water. Table 2
The obtained 9 compositions were tested in Exhaust process and Padding process to evaluate the absorbency and softness of the textile treated by these compositions. 1 .1 . Exhaust process
In the exhaust process, the 9 compositions of table 2 were tested.
The fabrics used in the test were terry tower and cotton knits.
The process parameters of the Exhaust process were provided as follows:
The obtained data are reported in table 3 and table 4 below.
It can be seen that in the exhaust process, for three compositions of each amino modified silicone oil, the absorbency of the treated fabric was improved as the amount of the amount of alkoxylated PEI increases, while the softness was almost remained.
1 .2. Padding process
The 9 compositions of table 2 were also tested in the Padding process.
The fabrics used in the test were cotton knits and cotton woven.
The process parameters of the Padding process were provided as follows:
Fabric Cotton knits, cotton woven
Equipment Laboratory universal padding mangle, Model HV0230708, commercial available from R.B. Electronic and Engineering Pvt Ltd, India
Softener To be applied in 6 g/l; calculated based on softener / working soluti(Compositions on
of table 2)
pH 4.5 - 5.5
Process • Liquor (working solution) up-take 100% for padding,
• Squeeze,
• dry at 120°C for 5 min, followed by drying at 160°C for 2 min
• Keep the obtained fabrics at 24 °C for 2hr's for balance, then
• Measure:
> wicking height (after 5 min and 30 min respectively),
> Water absorbency
> Whiteness Index (CIE Standard llluminant D65), and
> hand feeling.
The obtained data were shown in table 3 and table 4.
Therein, it can be seen that in the Padding process, for three compositions of each amino modified silicone oil, the absorbency of the treated fabric was improved as the amount of the amount of alkoxylated PEI increases, while the softness was remained or improved and the withness index was not adversely affected.
Table 4
The improving degree of Alkoxylated PEI-A for the absorbency, hand feeling (softness), and whiteness index (CIE units) of the fabrics in exhaust process and padding process respectively was generalized in table 5, wherein "+" means improving degree and "++" means higher improving degree as comparing with "+".
Table 5
Alkoxylated PEI- Terry Towel Cotton Knits
A : Exhaust Hydrophilicity (++) Hydrophilicity (+)
Process Hand feeling (+) Hand feeling
Whiteness Index: Similar Whiteness Index (+)
Alkoxylated PEI- Cotton Knits Cotton Woven
A: Padding ProHydrophilicity: Slight ImproveHydrophilicity: Slight Improvecess ment ment
Hand feeling Hand feeling
Whiteness Index: Similar Whiteness Index (+)
Example 2
Compositions comprising hydrophobic textile softener and alkoxylated PEI
2.1 . Compositions comprising Cationic softener and alkoxylated PEI
In these compositions, alkoxylated PEI-A was used as alkoxylated PEI together with a cati- onic softener.
Three compositions were prepared as shown in table 6.
Table 6
Emulsifier C: C16-C18 fatty alcohol alkoxylate, (25EO).
In table 6, composition 2-1 -A contained Cationic softener without the addition of the alkoxylated PEI present invention; Composition 2-1 -B contained the Cationic softener wherein 10% by weight of the Cationic softener was replaced by Alkoxylated PEI-A; and Composition 2-1 -C contained Cationic softener wherein 20% by weight of the Cationic softener was replaced by Alkoxylated PEI-A.
The obtained three compositions were used for treating fabrics in Exhaust process and Padding process.
The process parameters of the Exhaust process were provided as follows.
The process parameters of the Padding process were provided as follows:
Fabric Cotton knits and Terry towel
Equipment Laboratory universal padding mangle, Model HV0230708, commercial available from R.B. Electronic and Engineering Pvt Ltd, India
Softener To be applied in 20 gpl (and comprising 3 gpl active components); (Compositions calculated based on softener / working solution
of table 6)
pH 4.5 - 5.5
Process • Liquor (working solution) up-take 100% for padding,
• squeeze and
• dry at 120°C for 5 min, followed by drying at 160°Cfor 2 min.
• Keep the obtained fabrics at 24 °C for 2hr's for balance, then
• Measure
> the wicking height (after 5 min and 30 min respectively),
> Water absorbency
> Whiteness Index (CIE Standard llluminant D65), and
> hand feeling.
Water absorbency of the treated fabrics is reported in the table 7.
Table 7
Softness Rating is provided as follows:
Composition 2-1 -B > Composition 2-1 -C > Composition 2-1 -A.
The improving degree of Alkoxylated PEI-A for the absorbency, hand feeling (softness), and whiteness index (CIE units) of the fabrics in exhaust process and padding process respec- tively was generalized in table 8, wherein "+" means improving degree, "++" means higher improving degree as comparing with "+", and "-" means somewhat decreased.
Table 8
2.2. Compositions comprising wax softener and alkoxylated PEI
In these compositions, Wax Emulsion was used as wax softener.
The parameters of Wax Emulsion are provided as follows:
Appearance pH 1 % Dilution % Solids
Amber Colored 2.5- Clear Amber Colo¬
Wax Emulsion 20
Clear Liquid 3.0 red Liquid
Three compositions were prepared as follows in table 9, with the balance being water. Table 9
The test results of absorbency of fabrics treated in Exhaust process and Padding process with Composition 2-2-A, Composition 2-2-B, and Composition 2-2-C are provided in table 10.
The process parameters of the Exhaust process were provided as follows.
Fabric Cotton knits and Terry towel
Softener (Com2% o.w.f. (and 0.4% of active components; after having been
positions of table diluted accordingly to a working solution)
9)
Equipment Dyeing controller DC4 F/R SP (H.T.H.P beaker dyeing machine),
Model GN084088, commercial available from R.B. Electronic and Engineering Pvt Ltd, India,
PH 4.5 - 5.5
Liquor ratio 1 :10 (fabric: working solution, by weight)
Process • Soak at room temperature for 20 min at 40 °C
• Squeeze
• Dry at 120°C for 5 min, followed by drying at 160°C for 2 min
• Keep the obtained fabrics at 24 °C for 2hr's for balance, then
Measure:
> the wicking height (after 5 min and 30 min respectively),
> Water absorbency,
> Whiteness Index (CIE Standard llluminant D65), and
> hand feeling.
The process parameters of the Padding process were provided as follows.
Table 10
Softness Rating:
Composition 2-2-C > Composition 2-2-B > Composition 2-2-A.
The improving degree of Alkoxylated PEI-A for the absorbency, hand feeling (softness), and whiteness index (CIE units) of the fabrics in exhaust process and padding process respec- tively was generalized in table 1 1 , wherein "+" means improving degree, and "++" means higher improving degree as comparing with "+".
Table 1 1
Example 3.
Compositions comprising Alkoxylated PEI-A and hydrophilic silicone oils
3.1 . Padding process
The test for performance comparison was carried out in the padding process.
The process parameters were provided as follows:
The comparison results were provided in table 12 and table 13. Table 13 provided the test results measured without washing (0), after one time washing (1 ), after two times washing (2), after three times washing (3), after four times washing (4), and after five times washing (5).
In table 12, the compositions comprised the hydrophilic silicone oil (HSO) TF405B and amino silicone oil (ASO) 2253D as softeners in water as solvent.
Table 12. Performance Comparison between Alkoxylated PEI-A and hydrophilic silicone oils (Padding Process)
Components Composition Cone. Hand Wicking height
No. feeling In [cm], In [cm],
(softness) after after
5min 30min
Amino hydrophilic 3-1 -A 1 g/l ASO 4 8.6 17 silicone silicone oil +
oil emulsion 3g/l HSO
Alkoxylated 3-1 -B 1 g/l ASO 4-5 6.3 13
PEI-A +
3g/l Alkoxylated
PEI-A
Amino silicone oil 3-1 -C i g/i 4-5 5.5 14 hydrophilic silicone oil 3-1 -D 3g/i 2 10.2 18.3
emulsion
Alkoxylated PEI-A 3-1 -E 3g/i 2 10.3 18.3
Amino silicone oil 3-1 -F 4g/i 5 3.3 1 1
emulsion
Blank 3-1 -G - 1 10.6 18.7
*For wicking height of each composition in each test, the upper value was measured after 5 minutes, and the lower value was measured after 30 minutes, with unit of cm.
3.2. Exhaust process
The test for performance comparison was carried out in the Exhaust process. The process parameters of the Exhaust process were provided as follows.
The comparison results were provided in table 14 and table 15.
Table 14. Performance Comparison between Alkoxylated PEI-A and hydrophilic silicone oils (Exhaust Process)
Components Composition Cone. Hand Wicking height
No. feeling cm, 5min cm,
(softness) 30min
Amino hydrophilic 3-2-A 1 % ASO 3 9.8 17.7 silicone silicone oil +
oil emulsion 3% HSO
Alkoxylated 3-2-B 1 % ASO 3 9 16
PEI-A +
3% Alkoxylated
PEI-A
Amino silicone oil 3-2-C 1 % 3 8.8 15.7 hydrophilic silicone oil 3-2-D 3% 2 1 1 .2 19.5
emulsion
Alkoxylated PEI-A 3-2-E 3% 2 1 1 .4 19.4
Amino silicone oil 3-2-F 4% 4 7 13.5
emulsion
Blank 3-2-G - 1 10.6 18.7
Table 15. Durability Comparison between Alkoxylated PEI-A and hydrophilic silicone oils (Exhaust Process)
*For wicking height of each composition in each test, the upper value was measured after 5 minutes, and the lower value was measured after 30 minutes.
Example 4.
Compositions comprising Alkoxylated PEI-A and Alkoxylated PEI-B
Five compositions were prepared as textile softening compositions, wherein amino modified silicone oil type softener Xiameter® OFX 8040 (AMS) was used.
The raw materials used for preparing the compositions were provided in table
16.
Table 16
The components of each composition and the contents thereof were list in table 17, with the balance being water.
Table 17
4.1 . Test of the fabrics treated by the compositions as above in the exhaust process.
Cotton Terry Towel was used as fabric to be treated in this test. Each of the compositions was used and applied in dosage of 2% owf (of weight fabric). The fabric liquid (work solution) ratio was 1 :10, and the pH values of the compositions were in the range of from 5.0 to 6.0.
The process was carried at 40°C for 20 min.
The results were reported in table 18.
Table 18
Composition No. Absorbency (second) Softness Rating
Blank Instant 1
4-1 -1 2.0 3
4-1 -2 Instant 1
4-1 -3 Instant 1
4-1 -4 1 .0 3-4
4-1 -5 1 .0-2.0 3-4
The data in table 18 showed that: Blank Cotton Terry Towel had very fast water droplet absorbency (instant), however Hand feeling was poor (see sample Blank); when being treated with amino modified silicon oil softener, the Hand feeling of the treated fabric was increased, the hydrophilicity was then decreased (2 seconds) (see fabric treated with composition 4-1 -1 ); using only Alkoxylated PEI-A or Alkoxylated PEI-B would not benefit to soft hand feeling of the treated fabric (see fabrics treated with composition 4-1 -2 and composition 4-1 -3) either; but when 20% amino modified silicone oil softener was replaced by Alkoxylated PEI-A or Alkoxylated PEI-B, the hydrophilicity was improved as compared with the fabric treated with composition 4- 1 .
4.2. Test of the fabrics treated by the compositions as above in Padding Process
PET fabric was used as fabric to be treated in this test. Each of the compositions was used in dosage of 20g/L. The pH values of the compositions were in the range of 5.0 to 6.0.
The process was carried at pressure of 2.5kg, and the % pickup was 65%. The results were reported in table 19.
Table 19
The data in table 19 showed that: Blank PET fabric was relative hydrophobic as compared with cotton, and the hand feeling thereof was also poor (sample Blank); when being treated with amino modified silicon oil softener, hand feeling of the treated PET fabric was increased, and the hydrophilicity was then obviously decreased (fabric treated with composition 4-1 -1 );; when 20% amino modified silicone oil softener was replaced by Alkoxylated PEI-A or Alkoxylated PEI-B, the hydrophilicity of the treated fabric was obviously improved as compared with the PET fabric treated with composition 4-1 -1 .
4.3. Test of the fabrics treated by the compositions containing Alkoxylated PEI-A, hydrophilic silicone oil and /or Alkoxylated PEI-B in Padding Process
The fabrics used in the test was woven PET which is hydrophobic. Process parameters of the Padding Process were provided as follows.
Five compositions were prepared as shown in table 20 to test the properties of the fabrics treated by the compositions containing Alkoxylated PEI-A, hydrophilic silicone oil and /or Alkoxylated PEI-B in Padding Process.
Table 20
It can be seen that for PET woven fabrics, the fabric treated with composition 4- 2-4 showed better hydrophilic performance than the fabrics treated with other compositions in table 20.
Example 5.
Compositions comprising Alkoxylated PEI-A, Alkoxylated PEI-B and/or quaternary ammonium compound
The quaternary ammonium compound used in example 5 was Varisoft® 222 having the Chemical structure of:
Five compositions were prepared wherein the softeners contained therein were described in table 21 .
Table 21
5.1 . TEST 1 , Exhaust process, 100% Cotton Fabric
Process described:
> 12g Cotton Fabric in 240ml working solution, (adjusting the pH to 4.5 by acetic acid, fabric to Liquor (working solution) ratio = 1 :20);
> Softener (Compositions 5-1 to 5-5 of table 21 ) = 2% owf (of weight fabric);
> Fabrics were soaked in the working solution at room temperature (RT) for 15 min, up-take 70% for padding, and dry at 160°C for 120s.
> More than 2hours balance.
> Equipment: Mathis with type No. BFA12 221210
> Test results were reported in table 22 and 23.
Table 22. wicking height
It can be seen from table 22 and 23 that Blank cotton fabric was very hydrophilic with poor hand feeling; with Cotton Fabric treated with Composition 5-1 , hand feeling got obviously improved, wicking height however was decreased a lot, as compared with the blank sample;
The Composition 5-2 with 10% Alkoxylated PEI-A and Composition 5-3 with 10% Alkoxylated PEI-B improved the hydrophilicity of the treated fabric without influencing hand feeling, as compared with Cotton Fabric treated with Composition 5-1 .
5.2. TEST 2, Exhaust process, 100% PET Fabric (Hydrophobic)
Process described:
> 12g PET Fabric in 240ml working solution, (adjusting the pH to 4.5 by acetic a- cid, fabric to Liquor (working solution) ratio = 1 :20);
> Softener (Compositions 5-1 to 5-5 of table 21 ) = 2% owf (of weight fabric);
> Fabrics were soaked in the working solution at room temperature (RT) for 15 min, up-take 70% for padding, and dry at 160°C for 120s.
> More than 2hours balance.
> Equipment: Mathis with type No. BFA12 221210.
> Test results were reported in table 24 and 25.
Table 24. wicking height
poor hand feeling; With hydrophobic PET Fabric treated with Composition 5-1 , hand feeling got obviously improved, wicking height was also raised, as compared with the blank sample;
Composition 5-5 with 20% Alkoxylated PEI-B improved the hydrophilicity of the treated PET Fabric (hydrophobic) without influencing hand feeling, as compared with the blank sample.
The overall performance of the fabrics treated with Composition 5-4 and Composition 5-5 was improved as compared with the Cotton Fabric treated with Composition 5-1 . 5.3. TEST 3, Exhaust process, 100% PET Fabric (relative Hydrophilic)
Process described:
> 12g 100% PET Fabric (relative Hydrophilic) in 240ml working solution, (adjusting the pH to 4.5 by acetic acid, fabric to Liquor (working solution) ratio = 1 :20);
> Softener (as it is) = 2% owf (of weight fabric);
> Fabrics were soaked in the working solution at room temperature (RT) for 15 min, up-take 70% for padding, and dry at 160°C for 120s.
> More than 2hours balance.
> Equipment: Mathis with type No. BFA12 221210.
> Test results were reported in table 26 and 27.
Table 26. wicking height
Table 27. Hand feeling
It can be seen from table 26 and 27 that Blank PET fabric (relative hydrophilic) had poor hand feeling; With PET Fabric (relative hydrophilic) treated with Composition 5-1 , hand feeling got obviously improved, wicking height was also raised, as compared with the blank sample; Composition 5-3 with 10% Alkoxylated PEI-B and Composition 5-4 with 20% Alkoxylated PEI-A improved hydrophilicity of the treated PET Fabric (relative hydrophilic) without influencing hand feeling, as compared with the blank sample.
Example 6
Effect of Alkoxylated PEI-B on non-woven fabric samples
To study the effect of Alkoxylated PEI-B on a non-woven fabric, three samples of a non-woven fabric were prepared, wherein the non-woven fabric was made of fiber composed of PE (polyethylene) sheath and PET (poly(ethylene terephthalate)) core.
The three samples were provided in table 28. The non-woven fabric used for preparing the three samples was obtained from the same batch.
Table 28
Sample 6.1 non-woven fabric sample, not treated
Sample 6.2 non-woven fabric sample, treated with Alkoxylated PEI-B
Sample 6.3 non-woven fabric sample, treated with oleic acid ethoxylate with
HLB value 9 (nonionic surfactant)
6.1 Evaluation of the diffusion distance
The test was carried out on a sample as provided above on a liquid absorbing substrate (made from a disposable diaper) at room temperature.
The disposable diaper used in the example 6 had layers sequentially as follows: - a top sheet nonwoven layer;
- a acquisition distribution layer (a PE/PET bi-component nonwoven layer, with sheath being PE, and core being PET);
- absorbent pad layer (consisted of (a) water-absorbing polymers and (b) fibrous materials);
- bottom sheet nonwoven layer.
The disposable diaper was used as such and not treated.
In the test, the acquisition distribution layer of the diaper was substituted by one of the above samples, thereby forming a liquid absorbing device. 150 ml colored normal saline was poured on the liquid absorbing device through a PVC sleeve (ha- ving an inner diameter of 6cm and an outer diameter of 7cm) with one end contacting directly to the top sheet layer of the liquid absorbing device. Time recording started once the colored normal saline reached to the top sheet layer of the liquid absorbing device, and ended once the liquid level of the colored normal saline was disappeared in the PVC sleeve. The obtained time was reported as "Acquisition time" in table 29.
In addition, the longest diffusion distance of the colored normal saline on the top sheet layer of the liquid absorbing device and the shortest diffusion distance of the colored normal saline on the top sheet layer of the liquid absorbing device were measured and reported on the table 29.
After the diffusion of the colored normal saline on the top sheet layer of the liquid absorbing device was finished, the diffusion on the absorbent pad layer of the liquid absorbing device was further studied. The longest diffusion distance of the colored normal saline on the absorbent pad layer of the liquid absorbing device and the shortest diffusion distance of the colored normal saline on the absorbent pad layer of the liquid absorbing device were further measured and reported on the table 29.
The test was carried out for each of the three samples provided in table 28.
6.2 Evaluation of the rewetting property
Further to the test in section 6.1 , rewetting property was tested. A piece of dry filter paper was provided and weighted. The weight of the dry filter paper was re- ported as the initial weight. Then the dry filter paper was put on top of the top sheet layer of the wetted liquid absorbing device obtained according to the experimental procedure of section 6.1 , and a 3.6kg weight was placed on the filter paper for 2 minutes. Then the weight was taken away, and the weight of the wetted filter paper was measured as the wetted weight.
The rewetting property was characterized according to the wetted weight of the filter paper minus the initial weight of the filter paper, which was reported as "rewet" in table 29.
Rewet = the wetted weight of the filter paper - the initial weight of the filter paper.
The test was carried out for each of the three samples provided in table 28. The dry filter paper used for testing each sample was of the same condition.
Table 29
the time taken for a known volume of liquid to pass through the nonwoven fabric that is in contact with an underlying dry standard absorbent pad.
Results:
It can be seen from table 29 that the Sample 6.2, which is treated with Alkoxyla- ted PEI-B, has the best results on longest diffusion on top sheet layer and on both longest diffusion and shortest diffusion on core. As for the shortest diffusion on top sheet layer, the result obtained by sample 6.2 is as good as the result obtained by sample 6.3. 6.3 Evaluation of the diffusion rate
The test was carried out at room temperature and controlled humidity. A sample in table 28 was put on top of the center of a tissue paper, wherein the tissue paper was balanced in terms of weight and moisture beforehand.
20 ml colored normal saline was poured to the sample through a sleeve with one end contacting directly to the sample on the tissue paper. Time recording started once the colored normal saline reached to the surface of the tissue paper, and ended once the colored normal saline was diffused to a marked line on the tissue paper. The obtained time was reported on table 30.
The test was carried out for each of the three samples, with all the conditions remaining the same.
Table 30
Results:
It can be seen from table 30 that the Sample 6.2, which is treated with Alkoxyl ted PEI-B, has the shortest time for diffusion.
Each of the documents referred to above is incorporated herein by reference.
Except in the Examples, or where otherwise explicitly indicated, all numerical quantities in this description specifying amounts of materials, reaction conditions, molecular weights, number of carbon atoms, and the like, are to be understood as modified by the word "about".
It is to be understood that the ranges and amounts for each element of the invention can be used together with ranges or amounts for any of the other elements.
The present invention is not to be limited in scope by the specific embodiments and examples described herein. Indeed, various modifications of the invention in addition to those described herein will become apparent to those skilled in the art from the foregoing description. Such modifications are intended to fall within the scope of the appended claims.
Claims
1 . An alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
wherein the alkylene oxide segments are selected from the group consisting of ethylene oxide segment and C3-C6-alkylene oxide segments, preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C4-alkylene oxide segments, most preferably the alkylene oxi- de segments are comprised of ethylene oxide segment and C3-alkylene oxide segments;
wherein the amount of alkylene oxide segments is on average in the range of from 1 to 120 alkylene oxide segments per nitrogen atom, for example in the range of from 1 to 100 alkylene oxide segments per nitrogen atom, preferably 1 to 80 alkylene oxide segments per nitrogen atom, more preferably 1 to 70 alkylene oxide segments per nitrogen atom, most preferably 1 to 60 alkylene oxide segments per nitrogen atom, such as 1 to 55 alkylene oxide segments per nitrogen atom, and
wherein the weight average molecular weight (Mw) of the alkoxylated polyethylenimine is from 1 ,000 to 1 ,000,000 g/mole, preferably in the range of 5,000 to 500,000, more preferably in the range of 10,000 to 50,000, most preferably in the range of 30,000 to 50,000 g/mol,
for use in a textile treatment process, especially in a textile finishing process.
2. The alkoxylated polyethylenimine of claim 1 , wherein the alkylene oxide segments are consisting of ethylene oxide segment and C3-C6-alkylene oxide segments, more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-C4-alkylene oxide segments, most preferably the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments.
3. The alkoxylated polyethylenimine of claim 2, wherein the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1 :10 to 6:1 , for example 1 :10 to 5:1 , preferably in the range of 1 :2 to 3:1 , more preferably in the range of 1 :1 to 2:1 , such as 3:2.
4. The alkoxylated polyethylenimine of claim 1 , wherein the alkylene oxide segments in the alkoxylated polyethylenimine are ethylene oxide segments, the amount of the ethylene oxide segments is in the range of from 15 to 25 ethylene oxide seg- ments per nitrogen atom, and the weight average molecular weight of the alkoxylated polyethylenimine is in the range of 15,000 to 20,000 g/mol.
5. The alkoxylated polyethylenimine of claim 2 or 3, wherein the alkylene oxide segments are comprised of ethylene oxide segment and C3-alkylene oxide segments, and the amount of alkylene oxide segments is on average in the range of from 35 to 70 alkylene oxide segments per nitrogen atom, preferably the amount of alkylene oxide segments is on average in the range of from 35 to 60 alkylene oxide segments per nitrogen atom, more preferably the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom,
and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of from 35,000 to 40,000 g/mol.
6. The alkoxylated polyethylenimine of claim 1 , wherein the alkylene oxide segments in the alkoxylated polyethylenimine are C3-C6-alkylene oxide segments.
7. The alkoxylated polyethylenimine of claim 1 or 2, wherein the C3-Ce-alkylene oxide segments in the alkoxylated polyethylenimine are C3-C4-alkylene oxide segments.
8. The alkoxylated polyethylenimine of claim 1 or 2, wherein the C3-C6-alkylene oxide segments in the alkoxylated polyethylenimine are C3 -alkylene oxide segments.
9. A textile softening composition comprising:
(a) hydrophobic textile softener; and
(b) the alkoxylated polyethylenimine of any one of claims 1 -8.
10. The textile softening composition of claim 9, wherein the hydrophobic textile softener is selected from the group consisting of amino modified silicone oil, wax, ester, long carbon chain alcohol, and quaternary ammonium compounds.
1 1 . The textile softening composition of claim 9 or 10, wherein the amount of component (b) is in the range of from 0.1 to 75 % by weight, based on the total weight of component (a) and component (b), preferably, the amount of component (b) is in the range of from 1 to 50 % by weight, more preferably from 1 to 25% by weight, and most preferably in the range of from 1 to 20% by weight, such as in the range of from 10 to 20% by weight, based on the total weight of component (a) and component (b).
12. The textile softening composition of any one of claims 9-1 1 , wherein the textile softening composition further comprises additives such as solvent, surfactant, and the like.
13. The textile softening composition of any one of claims 9-1 1 , wherein the textile to be treated is prepared from natural or synthetic fibers, for example, cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and polyamide 66; polypropylene and the like, preferably the textile is woven, knitted or nonwoven fabric.
14. A process for treating a textile, comprising a step of
contacting the textile softening composition of any one of claims 9-13 with the textile, preferably, the step of contacting the textile softening composition of any one of claims 9-13 with the textile is carried out by immersing the textile into the textile softening composition of any one of claims 9-13.
15. The process of claim 14, which is selected from exhaust process or padding process.
16. A water-repellant composition, which comprising
(A) water-repellant agent, and
(B) the alkoxylated polyethylenimine of any one of claims 1 -8.
17. The water-repellant composition of claim 16, wherein the water-repellant agent is fluoro-containing water-repellant agent or silicon-containing water-repellant agent.
18. The water-repellant composition of claim 16 or 17, wherein the amount of component (B) is in the range of from 0.01 to 10 % by weight, based on the total weight of component (A) and component (B), preferably, the amount of component (B) is in the range of from 0.1 to 6 % by weight, more preferably from 0.1 to 4% by weight, and most preferably in the range of from 0.1 to 2% by weight, such as 0.1 to 1 % by weight, based on the total weight of component (A) and component (B)..
19. The use of the alkoxylated polyethylenimine as defined in any one of claims 1 -8 as an additive in a textile softening composition for treating a textile.
20. The use of the alkoxylated polyethylenimine as defined of any one of claims 1 -8 or as an additive in a water-repellant composition for treating a textile.
21 . A process for treating a textile, comprising a step of contacting the water- repellant composition of any one of claims 16-18 with the textile, preferably, the step of contacting the water-repellant composition of any one of claims 16-18 with the textile is carried out by immersing the textile into the water-repellant composition of any one of claims 16-18.
22. The process of claim 14, 15 or 21 , wherein the textile is prepared from natural or synthetic fibers, for example, cotton; polyester such as Polyethylene terephtha- late (PET); polyamide, such as polyamide 6 and polyamide 66; polypropylene and the like, preferably the textile is woven, knitted or nonwoven fabric.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2017073514 | 2017-02-14 | ||
| CN2017073515 | 2017-02-14 | ||
| PCT/EP2018/053346 WO2018149760A1 (en) | 2017-02-14 | 2018-02-09 | Alkoxylated-polyethylenimine and composition containing the same |
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| Publication Number | Publication Date |
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| EP3583263A1 true EP3583263A1 (en) | 2019-12-25 |
| EP3583263B1 EP3583263B1 (en) | 2024-04-10 |
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| US (2) | US20190352843A1 (en) |
| EP (1) | EP3583263B1 (en) |
| CN (1) | CN110312830A (en) |
| BR (1) | BR112019014940A2 (en) |
| WO (1) | WO2018149760A1 (en) |
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| TWI827733B (en) * | 2018-11-19 | 2024-01-01 | 德商巴地斯顏料化工廠 | Method for preparing a functional fiber |
| US20220411994A1 (en) * | 2021-06-29 | 2022-12-29 | Microban Products Company | Composition and method for odor reduction and bacterial control on a textile |
| WO2023115541A1 (en) | 2021-12-24 | 2023-06-29 | Dow Global Technologies Llc | Aqueous coating composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2519530C3 (en) * | 1975-05-02 | 1979-08-30 | Chemische Fabrik Pfersee Gmbh, 8900 Augsburg | Process for the washing and dry cleaning resistant softening and water repellent treatment of textile materials |
| DE3167297D1 (en) * | 1980-01-07 | 1985-01-03 | Procter & Gamble | Fabric softening composition |
| AU4606797A (en) * | 1997-10-01 | 1999-04-23 | Procter & Gamble Company, The | Copolymeric compounds comprising one or more active aldehyde monomeric unit |
| WO2008051221A2 (en) * | 2006-10-23 | 2008-05-02 | Nano-Structured Consumer Products, Llc | Compositions and methods for imparting oil repellency and/or water repellency |
| MX2009010628A (en) | 2007-04-02 | 2009-10-22 | Procter & Gamble | Fabric care composition. |
| MX307780B (en) * | 2007-11-09 | 2013-03-08 | Procter & Gamble | Cleaning compositions comprising a multi-polymer system comprising at least one alkoxylated grease cleaning polymer. |
| CA2702921C (en) * | 2007-11-09 | 2016-06-28 | Basf Se | Amphiphilic water-soluble alkoxylated polyalkyleneimines having an inner polyethylene oxide block and an outer polypropylene oxide block |
| EP2601245A1 (en) * | 2010-08-05 | 2013-06-12 | Biofilm IP, LLC | Cyclosiloxane-substituted polysiloxane compounds, compositions containing the compounds and methods of use thereof |
| ES2737399T3 (en) * | 2015-02-06 | 2020-01-14 | Basf Se | Hydrophilically modified fibers with alkoxylated polyethyleneimine |
| ES2731284T3 (en) * | 2015-02-25 | 2019-11-14 | Basf Se | Procedure for cleaning contaminated metal surfaces and substances useful for such a procedure |
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| US20220154392A1 (en) | 2022-05-19 |
| CN110312830A (en) | 2019-10-08 |
| WO2018149760A1 (en) | 2018-08-23 |
| BR112019014940A2 (en) | 2020-03-31 |
| EP3583263B1 (en) | 2024-04-10 |
| US20190352843A1 (en) | 2019-11-21 |
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