CN100549286C - The preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent - Google Patents
The preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent Download PDFInfo
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- CN100549286C CN100549286C CNB2007101354183A CN200710135418A CN100549286C CN 100549286 C CN100549286 C CN 100549286C CN B2007101354183 A CNB2007101354183 A CN B2007101354183A CN 200710135418 A CN200710135418 A CN 200710135418A CN 100549286 C CN100549286 C CN 100549286C
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- China
- Prior art keywords
- finishing agent
- aqueous polyurethane
- resistant soft
- add
- polyurethane grafted
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- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 21
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 17
- 239000004814 polyurethane Substances 0.000 title claims abstract description 17
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 21
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000008367 deionised water Substances 0.000 claims abstract description 7
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 7
- 235000019260 propionic acid Nutrition 0.000 claims abstract description 7
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims abstract description 7
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims abstract description 3
- 229920000642 polymer Polymers 0.000 claims abstract description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 10
- 229920002545 silicone oil Polymers 0.000 claims description 5
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 4
- 238000009413 insulation Methods 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 239000004744 fabric Substances 0.000 abstract description 9
- 239000002904 solvent Substances 0.000 abstract description 4
- 231100001261 hazardous Toxicity 0.000 abstract description 3
- 238000005299 abrasion Methods 0.000 abstract description 2
- 239000000675 fabric finishing Substances 0.000 abstract description 2
- 238000009962 finishing (textile) Methods 0.000 abstract description 2
- 239000000126 substance Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
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- Silicon Polymers (AREA)
Abstract
The present invention relates to a kind of preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent, it is characterized in that: described method is: earlier generate the performed polymer of end group for-NCO with vulcabond and di-alcohols compound, then with dihydromethyl propionic acid and 1, the reaction of 4-chain expansion of succinic acid, regulate the pH value to neutrality with triethylamine at last, add deionized water and stirring, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent.The handled fabric of this finishing agent, ABRASION RESISTANCE is good, and is soft, and water-proof air-moisture-permeable is desirable fabric finishing agent.Another characteristics of the present invention are to bake the processing fabric by padding, and technology is simple, and process does not have the hazardous solvent volatilization.Meet the green technology requirement fully.
Description
Technical field
The present invention relates to a kind of preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent, be mainly used in the spinning post-finishing.Belong to chemical textile auxiliary agent technical field.
Background technology
The soft air and moisture permeable fabric of environment-friendly type waterproof antiwear be always people wear pursue.Before the present invention made, weaving in the past mostly was silicone based softener greatly with softener, and what soft effect was best is to contain amino organosilicon.It gives the fabric sofetening function, and does not have resilience, wear-resisting functions, simultaneously because amino existence, makes the easy yellowing of fabric.
Summary of the invention
The objective of the invention is to overcome above-mentioned deficiency, a kind of preparation method with aqueous polyurethane grafted siloxane wear-resistant soft finishing agent of wear-resisting, soft effect is provided.
The object of the present invention is achieved like this: a kind of preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent, it is characterized in that: described method is: earlier generate the performed polymer of end group for-NCO with vulcabond and di-alcohols compound, then with dihydromethyl propionic acid and 1, the reaction of 4-chain expansion of succinic acid, regulate the pH value to neutrality with triethylamine at last, add deionized water and stirring, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent.The concrete technology of described method is: in the reaction vessel of belt stirrer, add diatomic alcohol compounds and vulcabond, reacted 1.5 hours-2 hours down at 80-85 ℃, be cooled to 70-75 ℃, add dihydromethyl propionic acid (DMPA) and 1, the 4-butanediol, insulated and stirred 30-40min, dropping accounts for the dibutyl tin dilaurate of vulcabond weight 0.08-0.12%, add the ethyl acetate or the acetone that account for total system weight 8-12% percentage by weight and reduce system viscosity, 60-65 ℃ of insulation 4.5-5 hour, reduce to room temperature, add in the triethylamine and after, add deionized water, stir, slough ethyl acetate or acetone, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent.
Described each raw material reacts according to following proportioning:
-NCO :-OH=1.5-3: 1 mol ratio, wherein-and NCO represents isocyanate group ,-OH represents the hydroxyl of di-alcohols compound,
The mol ratio of dihydromethyl propionic acid and di-alcohols compound is 0.3-1: 1.
1, the mol ratio of 4-butanediol and di-alcohols compound is 0.8-1.5: 1.
Described vulcabond can be IPDI, HDI, TDI or MDI.
Described di-alcohols compound can be that molecular weight is that polyethylene glycol, polyethers 220, polyethers 210 or the molecular weight of 1000-2000 is the methylol silicone oil of 1000-3000.
The present invention is a kind of environment protection type single-component aqueous polyurethane.Has wear-resisting, soft effect.Owing to there is not amino existence, fabric can yellowing simultaneously.The handled fabric of this finishing agent, ABRASION RESISTANCE is good, and is soft, and water-proof air-moisture-permeable is desirable fabric finishing agent.Another characteristics of the present invention are to bake the processing fabric by padding, and technology is simple, and process does not have the hazardous solvent volatilization.Meet the green technology requirement fully.
Aqueous polyurethane grafted siloxane wear-resistant soft finishing agent of the present invention is to be solvent with water, is using solidification process not have the hazardous solvent volatilization.Can fundamentally eliminate the harmful substance in the coating.The environmental protection demand that meets the textile industry fabric.
The specific embodiment
Embodiment 1:
Adding 80 gram-molecular weights are 1000 polyethylene glycol in flask, 10 gram methylol silicone oil 7162 (Shanghai and be full of chemical industry Co., Ltd), 36 gram isocyanates (MDI) reacted 1.5 hours down at 85 ℃, were cooled to 70 ℃, add 6 gram DMPA, 8.6 restrain 1, the 4-butanediol, insulated and stirred 30min, Dropwise 5 drips dibutyl tin dilaurate, add 70 gram acetone and reduce system viscosity, 60 ℃ of insulations 4.5 hours.Regulate the pH value to neutrality with triethylamine again, add 510 gram deionized water and stirring, slough acetone, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent.
Embodiment 2:
In flask, add 110 gram polyethers 220,10 gram methylol silicone oil 7162 (Shanghai and be full of chemical industry Co., Ltd), 40 gram MDI, reacted 1.5 hours down at 85 ℃, be cooled to 70 ℃, add 6 gram DMPA, 7.5 restrain 1, the 4-butanediol, insulated and stirred 30min, Dropwise 5 drips dibutyl tin dilaurate, adds 80 gram ethyl acetate and reduces system viscosity, 60 ℃ of insulations 4.5 hours, reduce to room temperature.Regulate the pH value to neutrality with triethylamine again, add 500 gram deionized water and stirring, slough ethyl acetate, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent.
The mean molecule quantity of the finishing agent that the present invention makes is 20000-50000, and viscosity is 1000-1500cps (detection of Emila viscosimeter).The solid content of emulsion is 20-40%.
Claims (2)
1, a kind of preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent, it is characterized in that: described method is: earlier generate the performed polymer of end group for-NCO with vulcabond and di-alcohols compound, use dihydromethyl propionic acid and 1 then, the reaction of 4-chain expansion of succinic acid, regulate the pH value to neutrality with triethylamine at last, add deionized water and stirring, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent, the concrete technology of described method is: in the reaction vessel of belt stirrer, add diatomic alcohol compounds and vulcabond, 80-85 ℃ of reaction 1.5 hours-2 hours, be cooled to 70-75 ℃, add dihydromethyl propionic acid and 1, the 4-butanediol, insulated and stirred 30-40min, dropping accounts for the dibutyl tin dilaurate of vulcabond weight 0.08-0.12%, add the ethyl acetate or the acetone that account for total system weight 8-12% percentage by weight and reduce system viscosity, 60 ℃-65 ℃ insulations 4.5 hours-5 hours, reduce to room temperature, add in the triethylamine and after, add deionized water, stir, slough ethyl acetate or acetone, promptly obtain aqueous polyurethane grafted siloxane wear-resistant soft finishing agent
Described each raw material reacts according to following proportioning:
-NCO :-OH=1.5-3: 1 mol ratio, wherein-and NCO represents isocyanate group ,-OH represents the hydroxyl of di-alcohols compound,
The mol ratio of dihydromethyl propionic acid and di-alcohols compound is 0.3-1: 1,
1, the mol ratio of 4-butanediol and di-alcohols compound is 0.8-1.5: 1;
Described di-alcohols compound is that molecular weight is 1000 polyethylene glycol and methylol silicone oil 7162, and perhaps described di-alcohols compound is polyethers 220 and methylol silicone oil 7162.
2, the preparation method of a kind of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent according to claim 1 is characterized in that: described vulcabond is IPDI, HDI, TDI or MDI.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2007101354183A CN100549286C (en) | 2007-11-08 | 2007-11-08 | The preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2007101354183A CN100549286C (en) | 2007-11-08 | 2007-11-08 | The preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101161918A CN101161918A (en) | 2008-04-16 |
| CN100549286C true CN100549286C (en) | 2009-10-14 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2007101354183A Expired - Fee Related CN100549286C (en) | 2007-11-08 | 2007-11-08 | The preparation method of aqueous polyurethane grafted siloxane wear-resistant soft finishing agent |
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Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102409542A (en) * | 2011-11-01 | 2012-04-11 | 吴江市北厍盛源纺织品助剂厂 | Preparation method of yellowing-resistant organic silicon modified polyurethane softening agent |
| CN102505498A (en) * | 2011-11-01 | 2012-06-20 | 吴江市北厍盛源纺织品助剂厂 | Preparation method of anti-yellowing organic silicon modified polyurethane softening agents |
| CN102417582A (en) * | 2011-11-01 | 2012-04-18 | 吴江市北厍盛源纺织品助剂厂 | Preparation method of cationic polyurethane organosilicon textile finishing agent |
| CN103819648B (en) * | 2014-03-12 | 2016-06-08 | 东华大学 | The preparation method of a kind of polysiloxane modified polyurethane water dispersion |
| CN105780448A (en) * | 2016-03-15 | 2016-07-20 | 苏州大学 | Waterproof, antifouling and antibacterial functional fabric |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6017997A (en) * | 1997-10-31 | 2000-01-25 | The B. F. Goodrich Company | Waterborne polyurethane having film properties comparable to rubber |
| CN1554688A (en) * | 2003-12-24 | 2004-12-15 | 中国科学院广州化学研究所 | Process for preparing composite modified water polyurethane emulsion |
| US20050164010A1 (en) * | 2004-01-27 | 2005-07-28 | Solvay Solexis S.P.A. | Polyurethanes |
| CN1772785A (en) * | 2005-11-11 | 2006-05-17 | 华中师范大学 | Prepn of dihydroxy dialkyl siloxane polymer modified water-base polyurethane |
| CN1884335A (en) * | 2006-05-23 | 2006-12-27 | 山东圣光化工集团有限公司 | Polysiloxane-polyether copolymer modified aqueous polyurethane preparation method |
-
2007
- 2007-11-08 CN CNB2007101354183A patent/CN100549286C/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6017997A (en) * | 1997-10-31 | 2000-01-25 | The B. F. Goodrich Company | Waterborne polyurethane having film properties comparable to rubber |
| CN1554688A (en) * | 2003-12-24 | 2004-12-15 | 中国科学院广州化学研究所 | Process for preparing composite modified water polyurethane emulsion |
| US20050164010A1 (en) * | 2004-01-27 | 2005-07-28 | Solvay Solexis S.P.A. | Polyurethanes |
| CN1772785A (en) * | 2005-11-11 | 2006-05-17 | 华中师范大学 | Prepn of dihydroxy dialkyl siloxane polymer modified water-base polyurethane |
| CN1884335A (en) * | 2006-05-23 | 2006-12-27 | 山东圣光化工集团有限公司 | Polysiloxane-polyether copolymer modified aqueous polyurethane preparation method |
Non-Patent Citations (2)
| Title |
|---|
| 有机硅改性聚氨酯乳液的研制. 刘鸿志等.热固性树脂，第20卷第2期. 2005 |
| 有机硅改性聚氨酯乳液的研制. 刘鸿志等.热固性树脂，第20卷第2期. 2005 * |
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| CN101161918A (en) | 2008-04-16 |
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Effective date of registration: 20151222 Address after: 214421 Jiangsu city of Jiangyin province Zhenlong Hua Industrial Zone sand sand road No. 8 Patentee after: Jiangyin city's biological new Mstar Technology Ltd Address before: 214421 Jiangsu city in Jiangyin Province town of Hua Industrial Zone Patentee before: Jiangyin Ruco Technology Co., Ltd. |
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