CN100489043C - Preparation process of aqueous polyurethane water-proof air-permeable moisture-permeable antibacterial coat glue - Google Patents
Preparation process of aqueous polyurethane water-proof air-permeable moisture-permeable antibacterial coat glue Download PDFInfo
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- CN100489043C CN100489043C CNB2006100960406A CN200610096040A CN100489043C CN 100489043 C CN100489043 C CN 100489043C CN B2006100960406 A CNB2006100960406 A CN B2006100960406A CN 200610096040 A CN200610096040 A CN 200610096040A CN 100489043 C CN100489043 C CN 100489043C
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- Prior art keywords
- moisture
- water
- proof air
- permeable
- adhesive coating
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- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 16
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 13
- 239000004814 polyurethane Substances 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 239000003292 glue Substances 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims abstract description 12
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000009775 high-speed stirring Methods 0.000 claims abstract description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 7
- -1 diol compound Chemical class 0.000 claims abstract description 7
- 239000008367 deionised water Substances 0.000 claims abstract description 5
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 3
- 230000001105 regulatory effect Effects 0.000 claims abstract description 3
- 239000011248 coating agent Substances 0.000 claims description 19
- 238000000576 coating method Methods 0.000 claims description 19
- 239000000853 adhesive Substances 0.000 claims description 17
- 230000001070 adhesive effect Effects 0.000 claims description 17
- 150000001298 alcohols Chemical class 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
- 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 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 4
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical group CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- SYECJBOWSGTPLU-UHFFFAOYSA-N hexane-1,1-diamine Chemical compound CCCCCC(N)N SYECJBOWSGTPLU-UHFFFAOYSA-N 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004599 antimicrobial Substances 0.000 claims description 2
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 claims description 2
- 229910000071 diazene Inorganic materials 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
- 230000004048 modification Effects 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- 238000006386 neutralization reaction Methods 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- 239000001384 succinic acid Substances 0.000 claims description 2
- 241000894006 Bacteria Species 0.000 abstract description 5
- 239000004744 fabric Substances 0.000 abstract description 3
- 239000003973 paint Substances 0.000 abstract 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 abstract 1
- 230000002421 anti-septic effect Effects 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- 230000000845 anti-microbial effect Effects 0.000 description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910052814 silicon oxide Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The present invention relates to preparation process of antibacterial poromeric paint comprising water-thinned polyurethane. The preparation process includes the reaction of diisocyanate, diol compound and dimethylol propionic acid to produce pre-polymer with -NCO end group; expanding chain with 1, 4-butanediol; regulating pH value with amine to neutrality, adding deionized water containing antiseptic via high speed stirring and adding water to regulate the viscosity. The paint is coated to the surface of fabric to make the fabric poromeric and with powerful functions of killing common bacteria and mold.
Description
Technical field
The present invention relates to a kind of polyurethane water-proof air-moisture-permeable coating adhesive, be specifically related to a kind of preparation method of aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating.Belong to field of chemical technology.
Background technology
Polyurethane water-proof air-moisture-permeable coating adhesive can be given the coating waterproof in weaving, the widespread use of leather field, saturating wet special efficacy.At present, the coating adhesive of urethane is emitted a large amount of deleterious organic solvents, not environmental protection of the utmost point still based on oiliness urethane when producing and be coated with.And novel water-base polyurethane material is dispersion medium because of using nontoxic water, and the utmost point has market potential.But aqueous coating glue is more vulnerable to the infringement of bacterium.
Summary of the invention
The objective of the invention is to overcome above-mentioned deficiency, a kind of high water-proof air-moisture-permeable performance that not only has is provided, and can the anti-preparation method who kills the aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating of effect be arranged most of bacteriums.
The object of the present invention is achieved like this: a kind of preparation method of aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating, it is characterized in that it is with vulcabond and diatomic alcohol compounds, dimethylol propionic acid reaction, and produce end group to be-performed polymer of NCO; Use 1,4 chain expansion of succinic acid then; Regulate the pH value to neutrality with amine at last, add the deionized water high-speed stirring that contains antiseptic-germicide, after adding water and regulating viscosity, promptly obtain water-proof air-moisture-permeable antibacterial adhesive coating.
Concrete technology of the present invention is: add diatomic alcohol compounds in reactor, 100-120 ℃ vacuumized 1.5～2.5 hours, add dimethylol propionic acid, after the dissolving, cool to 70-80 ℃, add vulcabond and catalyzer DBTDL, insulated and stirred 90-100min, be cooled to 60-70 ℃, add 1,4 butyleneglycol, insulated and stirred 40-50min, be cooled to 15-25 ℃, add the amine neutralization, add the deionized water that contains antiseptic-germicide, high-speed stirring, after adding water adjusting viscosity, promptly obtain water-proof air-moisture-permeable antibacterial adhesive coating.
Each material of the present invention is to react according to following proportioning:
-NCO :-OH=3～4:1, wherein-NCO represents isocyanate group;
The mol ratio of dimethylol propionic acid and diatomic alcohol compounds is: dimethylol propionic acid: diatomic alcohol compounds=1:12～15;
The mol ratio of 1,4 butyleneglycol and diatomic alcohol compounds is: 1,4 butyleneglycol: diatomic alcohol compounds 1:12～15.
Diatomic alcohol compounds of the present invention is polyoxyethylene glycol or polypropylene glycol;
Amine of the present invention is quadrol or hexanediamine;
Vulcabond of the present invention is IPDI, HDI, TDI or modification diimine MDI;
Molecular weight polyethylene glycol of the present invention is 800-1200; The polypropylene glycol molecular weight is 800-1200; The number-average molecular weight of water-proof air-moisture-permeable antibacterial adhesive coating is 10000-20000, and viscosity is 800-1000cps;
Antiseptic-germicide of the present invention is inorganic carrying silver antimicrobials, and median size is below the 5um.
The weight concentration of antiseptic-germicide is 1-2%.
The present invention not only has high water-proof air-moisture-permeable performance, and can the anti-effect of killing be arranged to most of bacteriums.The present invention coats the surface of fabric, water-proof air-moisture-permeable not only, and also to common bacterium, mould has very strong germicidal action.
Embodiment
Embodiment 1:
(molecular weight: 1000), 100 ℃ vacuumized 2 hours, added the 8g dimethylol propionic acid to add the 120g polyoxyethylene glycol in flask, after the dissolving, cool to 72 ℃, add 28gHDI and 6 catalyzer DBTDL, insulated and stirred 90min is cooled to 63 ℃, adds 7.6g1,4 butyleneglycols, insulated and stirred 40min is cooled to 25 ℃, add quadrol 10g, the water 228g that is dispersed with 6g and does not have airborne silver-colored silicon oxide is added fast, high-speed stirring 1 hour, product.Detect anti-microbial property (pressing the JISZ2801:2000 standard) after being coated with, its anti-microbial activity value is greater than 4.0.
Embodiment 2:
(molecular weight: 1000), 100 ℃ vacuumized 2 hours, added the 7.8g dimethylol propionic acid, after the dissolving, cooled to 75 ℃, added 30gIPDI and 6 catalyzer DBTDL, insulated and stirred 90min to add the 120g polypropylene glycol in flask.Be cooled to 60 ℃, adding 7.5g1,4 butyleneglycols, insulated and stirred 40min is cooled to 20 ℃, adds quadrol 9g, does not have the water 230 grams adding fast of airborne silver-colored titanium oxide with being dispersed with 6g, and high-speed stirring 1 hour gets product.Detect anti-microbial property (pressing JIS Z2801:2000 standard) after being coated with, its anti-microbial activity value is greater than 4.0.
Embodiment 3:
(molecular weight: 800), 100 ℃ vacuumized 2 hours, added the 9g dimethylol propionic acid, after the dissolving, cooled to 72 ℃, added 28gHDI and 6 catalyzer DBTDL, insulated and stirred 90min to add the 120g polyoxyethylene glycol in flask.Be cooled to 65 ℃, add 8.0g1,4 butyleneglycols, insulated and stirred 40min is cooled to 20 ℃, adds hexanediamine 10g, the water 230g that is dispersed with 8g and does not have airborne silver-colored silicon oxide is added fast, high-speed stirring 1 hour, product.Detect anti-microbial property (pressing the JISZ2801:2000 standard) after being coated with, its anti-microbial activity value is greater than 4.7.
Claims (4)
1, a kind of preparation method of aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating is characterized in that it is with vulcabond and diatomic alcohol compounds, dimethylol propionic acid reaction, produces end group to be-performed polymer of NCO; Use 1,4 chain expansion of succinic acid then; Regulate the pH value to neutrality with amine at last, add the deionized water high-speed stirring that contains antiseptic-germicide, after adding water and regulating viscosity, promptly obtain water-proof air-moisture-permeable antibacterial adhesive coating, described diatomic alcohol compounds is polyoxyethylene glycol or polypropylene glycol, and concrete technology is; Add diatomic alcohol compounds in reactor, 100-120 ℃ vacuumized 1.5～2.5 hours, added dimethylol propionic acid, after the dissolving, cool to 70-80 ℃, add vulcabond and catalyzer DBTDL, insulated and stirred 90-100min is cooled to 60-70 ℃, adds 1,4 butyleneglycols, insulated and stirred 40-50min is cooled to 15-25 ℃, add the amine neutralization, add the deionized water that contains antiseptic-germicide, high-speed stirring, after adding water adjusting viscosity, promptly obtain water-proof air-moisture-permeable antibacterial adhesive coating
Described each material is to react according to following proportioning:
-NCO :-OH=3-4:1, wherein-NCO represents isocyanate group;
The mol ratio of dimethylol propionic acid and diatomic alcohol compounds is: dimethylol propionic acid: diatomic alcohol compounds=1:12～15;
The mol ratio of 1,4 butyleneglycol and diatomic alcohol compounds is: 1,4 butyleneglycol: diatomic alcohol compounds 1:12～15
Described antiseptic-germicide is inorganic carrying silver antimicrobials, and median size is below the 5 μ m, and the weight concentration of described antiseptic-germicide is 1-2%.
2, the preparation method of a kind of aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating according to claim 1 is characterized in that described amine is quadrol or hexanediamine.
3, the preparation method of a kind of aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating according to claim 1 is characterized in that described vulcabond is IPDI, HDI, TDI or modification diimine MDI.
4, the preparation method of a kind of aqueous polyurethane water-proof air-moisture-permeable antibacterial adhesive coating according to claim 1 is characterized in that described molecular weight polyethylene glycol is 800-1200; The polypropylene glycol molecular weight is 800-1200; The number-average molecular weight of water-proof air-moisture-permeable antibacterial adhesive coating is 10000-20000, and viscosity is 800-1000cps.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100960406A CN100489043C (en) | 2006-09-14 | 2006-09-14 | Preparation process of aqueous polyurethane water-proof air-permeable moisture-permeable antibacterial coat glue |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100960406A CN100489043C (en) | 2006-09-14 | 2006-09-14 | Preparation process of aqueous polyurethane water-proof air-permeable moisture-permeable antibacterial coat glue |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1931941A CN1931941A (en) | 2007-03-21 |
| CN100489043C true CN100489043C (en) | 2009-05-20 |
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| CNB2006100960406A Expired - Fee Related CN100489043C (en) | 2006-09-14 | 2006-09-14 | Preparation process of aqueous polyurethane water-proof air-permeable moisture-permeable antibacterial coat glue |
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Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100560673C (en) * | 2007-09-20 | 2009-11-18 | 华明扬 | The preparation method of environment-friendly type wear-resisting weather-proof brightener used for artificial leather |
| CN103172821B (en) * | 2013-03-20 | 2014-12-31 | 嘉兴学院 | Preparation method of polyurethane resin with low swelling and high moisture permeability |
| CN103468118B (en) * | 2013-08-16 | 2016-06-01 | 安徽快来防水防腐有限公司 | A kind of White environment-friendlywaterproof waterproof paint |
| CN104727150B (en) * | 2015-03-02 | 2017-06-20 | 东南大学 | A kind of Waterproof Breathable antibacterial uvioresistant water-base polyurethane material and preparation method thereof |
| CN104894874B (en) * | 2015-06-29 | 2018-01-16 | 广东马斯柯新型建材有限公司 | A kind of preparation method of the coating of windproof air-moisture-permeable |
| CN106947047B (en) * | 2017-03-31 | 2020-03-10 | 福建师范大学泉港石化研究院 | Antibacterial waterborne polyurethane and synthesis method thereof |
| CN107083682B (en) * | 2017-05-22 | 2019-07-05 | 苏州凯邦生物技术有限公司 | A kind of ventilating and moisture-permeable weaving water-proof aagent and preparation method thereof |
| CN108049193A (en) * | 2017-12-18 | 2018-05-18 | 苏州浩洋聚氨酯科技有限公司 | The preparation method of polyurethane leather |
| CN110747647A (en) * | 2019-11-07 | 2020-02-04 | 武汉纺织大学 | Antibacterial carbon fiber sizing agent emulsion and preparation method and application thereof |
| CN112144294A (en) * | 2020-09-24 | 2020-12-29 | 安徽大学 | Graphene modified waterborne polyurethane antibacterial coating adhesive for fabric and preparation method thereof |
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| CN1260356A (en) * | 2000-01-27 | 2000-07-19 | 天津大学 | Amphoteric polyurethane having side chain with acid and base groups and its preparation method |
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2006
- 2006-09-14 CN CNB2006100960406A patent/CN100489043C/en not_active Expired - Fee Related
Patent Citations (2)
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|---|---|---|---|---|
| CN1260356A (en) * | 2000-01-27 | 2000-07-19 | 天津大学 | Amphoteric polyurethane having side chain with acid and base groups and its preparation method |
| CN1401686A (en) * | 2002-09-04 | 2003-03-12 | 清华大学 | Process for preparing quick response pH-sensitive polyurethane film |
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| CN1931941A (en) | 2007-03-21 |
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