CN101130594B - Method for preparing environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent - Google Patents
Method for preparing environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent Download PDFInfo
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- CN101130594B CN101130594B CN2007101331641A CN200710133164A CN101130594B CN 101130594 B CN101130594 B CN 101130594B CN 2007101331641 A CN2007101331641 A CN 2007101331641A CN 200710133164 A CN200710133164 A CN 200710133164A CN 101130594 B CN101130594 B CN 101130594B
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- inarching
- environmental friendly
- fabric
- fluorine contained
- emulsion
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- 239000004744 fabric Substances 0.000 title claims abstract description 20
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 19
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 15
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 15
- 239000011737 fluorine Substances 0.000 title claims abstract description 15
- 239000004814 polyurethane Substances 0.000 title claims abstract description 13
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 13
- 230000007613 environmental effect Effects 0.000 title claims description 11
- 238000000034 method Methods 0.000 title abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000839 emulsion Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000008367 deionised water Substances 0.000 claims abstract description 7
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 7
- -1 alcohol compound Chemical class 0.000 claims abstract description 6
- 239000000675 fabric finishing Substances 0.000 claims abstract description 6
- 238000009962 finishing (textile) Methods 0.000 claims abstract description 6
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 5
- 239000000463 material Substances 0.000 claims abstract description 4
- 150000001412 amines Chemical class 0.000 claims abstract description 3
- 239000000178 monomer Substances 0.000 claims abstract description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 6
- 150000002009 diols Chemical class 0.000 claims description 6
- 239000010702 perfluoropolyether Substances 0.000 claims description 6
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims description 6
- 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
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 4
- UKAJUHOLJKIQDA-UHFFFAOYSA-N 1,2,2,3,3,4-hexafluoropentane-1,1-diol Chemical compound CC(F)C(F)(F)C(F)(F)C(O)(O)F UKAJUHOLJKIQDA-UHFFFAOYSA-N 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 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
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- 238000001723 curing Methods 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- 238000003618 dip coating Methods 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 238000007761 roller coating Methods 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 3
- 239000004160 Ammonium persulphate Substances 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 238000009775 high-speed stirring Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000004831 Hot glue Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention relates to a making method of fluorine-containing fabric finishing agent with friendly environment type of water-based polyurethane grafting for water resistance dressing fabric mainly,which is characterized by the following: reacting diisocyanate and diatomic alcohol compound to form prepolymer with -NCO end-group; capping with hydroxyl allyl propionate after reacting hydrophilic monomer and glycol with fluorine and 1, 4 butanediol to extend chain; adding deionized water to stir after adjusting pH to neutral with amine to produce PUA pre-emulsion; grafting copolymerization withfluorine-containing acrylate to be the finishing agent. The invention improves high adhesive strength with bonded fabric with mellow hand and waterproof ventilating moisture permeating, which is an ideal fabric finishing material without unwanted volatile solvent during process of roller coating and dip-coating and curing, fits the environment-protecting technical requirement of fabric with the waterproof ventilating moisture permeating absolutely.
Description
Technical field
The present invention relates to a kind of preparation method of environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent.The finishing composition that this method is produced is mainly used in the waterproof oil-proof finishing of fabric.Belong to the textile auxiliary agent technical field.
Background technology
The environment-friendly type water proof air and moisture permeable fabric be always people wear pursue, before the present invention made, traditional fabric finishing agent contained a large amount of organic solvents.It mainly has the following disadvantages:
The a large amount of organic solvents that contain easily cause environmental pollution, and fabric or good waterproof performance after the arrangement, or grease proofness is good, are difficult to possess simultaneously the grease proofing again premium properties of waterproof.
Summary of the invention
The objective of the invention is to overcome above-mentioned deficiency, a kind of preparation method of environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent is provided.
The object of the present invention is achieved like this: a kind of preparation method of environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent, it is characterized in that: generate the performed polymer of end group for-NCO with vulcabond and di-alcohols compound, use hydrophilic monomer then, contain perfluoropolyether diol, 1, the reaction of 4 chain expansion of succinic acid, use the hydroxy acrylate end-blocking, regulate the pH value to neutrality with amine again, add deionized water and stirring, obtain the PUA pre-emulsion, use fluorinated acrylate graft copolymerization again, concrete grammar is: add the di-alcohols compound in reaction vessel, vulcabond, reacted 1.5 hours ± 0.5 hour down at 85 ℃ ± 5 ℃, be cooled to 70-75 ℃, add dimethylol propionic acid (DMPA), contain perfluoropolyether diol, 1,4 butyleneglycols, insulated and stirred 30-40min, dropping accounts for the dibutyl tin dilaurate of vulcabond weight 0.08-0.129%, add the ethyl acetate or the acetone that account for fabric finishing agent finished product gross weight 0.8-1.2% and reduce system viscosity, be incubated 4.5 hours ± 0.5 hour, use the hydroxy acrylate end-blocking, be incubated 4 hours ± 0.5 hour, regulate the pH value to neutrality with triethylamine again, add deionized water and stirring, obtain the PUA pre-emulsion, used fluorinated acrylate graft copolymerization again 4 hours ± 0.5 hour, promptly get environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent, each material is to react according to following proportioning:
-NCO :-OH=1.5-3: 1 mol ratio, wherein-and NCO represents isocyanate group ,-OH represents the hydroxyl of macromolecule dihydric alcohol compounds,
The mol ratio of dimethylol propionic acid and di-alcohols compound is 0.3-1: 1,
1, the mol ratio of 4 butyleneglycols and di-alcohols compound is 0.8-1.5: 1,
The mass ratio of PUA pre-emulsion and fluorine-containing: 3-10: 1.
Described vulcabond can be IPDI, HDI, TDI or MDI.
Described di-alcohols compound can be polyoxyethylene glycol, polyethers 220 or the polyethers 210 of 1000-2000 for molecular weight.
The described perfluoropolyether diol that contains can be 20 tetrafluoros, 17 carbon glycol or hexafluoro pentanediol.
The solid content of described PUA pre-emulsion is 20-40%.
Fabric finishing agent of the present invention is a kind of environment protection type single-component aqueous polyurethane, is to be solvent with water, can fundamentally eliminate the objectionable impurities in the coating.The molecular-weight average of the hot melt adhesive that makes is 20000-50000 (gel chromatograph of waters company detects), and viscosity is 1000-1500cps (detection of Emila viscometer).Characteristics of the present invention are that the bonding intensity of this coating adhesive is big, the intensity height, and the soft of fabric that bond, hydrophobic and oil repellent, water-proof air-moisture-permeable is an ideal textile finishing material.Another characteristics of the present invention are to pad solidification process at roller coat and blade coating not have the hazardous solvent volatilization.Meet the requirement of weaving green technology fully.
Embodiment
Embodiment 1:
Adding 80 gram molecular weights are 1000 polyoxyethylene glycol in flask, and 36 gram vulcabond (MDI) reacted 1.5 hours down at 85 ℃, be cooled to 70 ℃, add 6 gram dimethylol propionic acids (DMPA), 4 grams, 20 tetrafluoros, 17 carbon glycol, 8.6 grams, 1,4 butyleneglycols, insulated and stirred 30min, Dropwise 5 drips dibutyl tin dilaurate, adds 70 gram acetone and reduces system viscosity, is incubated 4.5 hours, add 3 gram hydroxy acrylate end-blockings, be incubated 4 hours.Regulate the pH value to neutrality with triethylamine again, add the deionized water high-speed stirring, obtain the PUA pre-emulsion.Get above-mentioned PUV emulsion 100g, drip fluorinated acrylate and 0.14 gram ammonium persulphate, dripped off in 2 hours, 80 ℃ are incubated 4 hours, promptly obtain the fabric coating finish agent.
Embodiment 2:
In flask, add 117 gram polyethers, 220,40 gram MDI, reacted 1.5 hours down at 85 ℃, be cooled to 75 ℃, add 6 gram DMPA, 5 gram hexafluoro pentanediols, 7.5 grams, 1,4 butyleneglycols, insulated and stirred 30min, Dropwise 5 drips dibutyl tin dilaurate, adds 80 gram acetone and reduces system viscosity, is incubated 4.5 hours, add 3 gram hydroxy acrylate end-blockings, be incubated 4 hours.Regulate the pH value to neutrality with triethylamine again, add the deionized water high-speed stirring, obtain the PUA pre-emulsion.Get above-mentioned PUV emulsion 100g, drip fluorinated acrylate and 0.15 gram ammonium persulphate, dripped off in 2 hours, 80 ℃ are incubated 4 hours, promptly obtain the fabric coating finish agent.
Claims (4)
1. the preparation method of an environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent, it is characterized in that: generate the performed polymer of end group for-NCO with vulcabond and di-alcohols compound, use hydrophilic monomer then, contain perfluoropolyether diol, 1, the reaction of 4-chain expansion of succinic acid, use the hydroxy acrylate end-blocking, regulate the pH value to neutrality with amine again, add deionized water and stirring, obtain the PUA pre-emulsion, use fluorinated acrylate graft copolymerization again, concrete grammar is: add the di-alcohols compound in reaction vessel, vulcabond, reacted 1.5 hours ± 0.5 hour down at 85 ℃ ± 5 ℃, be cooled to 70-75 ℃, add dimethylol propionic acid, contain perfluoropolyether diol, 1, the 4-butyleneglycol, 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 fabric finishing agent finished product gross weight 0.8-1.2%, be incubated 4.5 hours ± 0.5 hour, use the hydroxy acrylate end-blocking, be incubated 4 hours ± 0.5 hour, regulate the pH value to neutrality with triethylamine again, add deionized water and stirring, obtain the PUA pre-emulsion, used fluorinated acrylate graft copolymerization again 4 hours ± 0.5 hour, promptly get environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent, each material is to react 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 dimethylol propionic acid and di-alcohols compound is 0.3-1: 1,
1, the mol ratio of 4-butyleneglycol and di-alcohols compound is 0.8-1.5: 1,
The mass ratio of PUA pre-emulsion and fluorine-containing: 3-10: 1,
Described di-alcohols compound is that molecular weight is 1000 polyoxyethylene glycol.
2. the preparation method of a kind of environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent according to claim 1, it is characterized in that: described vulcabond is IPDI, HDI, TDI or MDI.
3. the preparation method of a kind of environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent according to claim 1, it is characterized in that: the described perfluoropolyether diol that contains is 20 tetrafluoros, 17 carbon glycol or hexafluoro pentanediol.
4. the preparation method of a kind of environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent according to claim 1, it is characterized in that: the solid content of described PUA pre-emulsion is 20-40%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007101331641A CN101130594B (en) | 2007-09-20 | 2007-09-20 | Method for preparing environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007101331641A CN101130594B (en) | 2007-09-20 | 2007-09-20 | Method for preparing environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent |
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| Publication Number | Publication Date |
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| CN101130594A CN101130594A (en) | 2008-02-27 |
| CN101130594B true CN101130594B (en) | 2010-06-09 |
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| CN2007101331641A Expired - Fee Related CN101130594B (en) | 2007-09-20 | 2007-09-20 | Method for preparing environmental friendly aquosity polyurethane inarching fluorine contained fabric finish agent |
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Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101260179B (en) * | 2008-04-24 | 2011-03-23 | 东莞市宏达聚氨酯有限公司 | Preparation method, product and application as industrial coating of a kind of fluorine-modified aqueous polyurethane emulsion |
| CN101838383A (en) * | 2010-04-06 | 2010-09-22 | 杭州之江有机硅化工有限公司 | Aqueous fluoro modified urethane resin and preparation of aqueous fluoro modified urethane resin paint |
| CN101979756B (en) * | 2010-09-20 | 2012-07-11 | 上海汇得化工有限公司 | Drying agent for polyurethane synthetic leather and preparation method thereof |
| CN102417575A (en) * | 2011-11-01 | 2012-04-18 | 吴江市北厍盛源纺织品助剂厂 | Preparation method of fluorine-containing waterborne polyurethane water-repellent and oil-repellent finishing agent |
| CN103668957B (en) * | 2012-09-17 | 2016-05-18 | 湖北中科博策新材料研究院 | A kind of crosslinking and curing agent that improves fabric three-proof finishing agent water-wash resistance |
| CN103554405B (en) * | 2013-10-22 | 2016-01-20 | 太仓中化环保化工有限公司 | A kind of aqueous fluorine-containing water-repellent oil-repellent agent and preparation method thereof |
| CN106188474A (en) * | 2016-08-10 | 2016-12-07 | 成都凯特有机硅新材料科技有限公司 | Normal temperature solidifying water polyurethane and its preparation method and application |
| CN108467471B (en) * | 2018-04-04 | 2020-10-30 | 优美特（北京）环境材料科技股份公司 | Comb-shaped multi-branched aqueous polyurethane dispersion and preparation and application thereof |
| CN115450042B (en) * | 2022-10-14 | 2024-06-28 | 安徽深呼吸纺织科技有限公司 | Waterproof flame-retardant textile and preparation method thereof |
| CN115992457A (en) * | 2023-02-22 | 2023-04-21 | 高梵(浙江)信息技术有限公司 | DWR waterproof and antifouling fabric coating and preparation method thereof |
| CN116253861B (en) * | 2023-05-16 | 2023-08-08 | 北京北开中电电气设备有限公司 | Spraying airtight plugging polyurethane foam and preparation method thereof |
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2007
- 2007-09-20 CN CN2007101331641A patent/CN101130594B/en not_active Expired - Fee Related
Patent Citations (4)
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|---|---|---|---|---|
| US6017997A (en) * | 1997-10-31 | 2000-01-25 | The B. F. Goodrich Company | Waterborne polyurethane having film properties comparable to rubber |
| US20050164010A1 (en) * | 2004-01-27 | 2005-07-28 | Solvay Solexis S.P.A. | Polyurethanes |
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