CN104087149B - A kind of preparation method of light-resistant waterborne polyurethane coating - Google Patents
A kind of preparation method of light-resistant waterborne polyurethane coating Download PDFInfo
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Abstract
The invention discloses a kind of preparation method of light-resistant waterborne polyurethane coating, under dibutyltin dilaurate catalyst existent condition, PTMG is mixed with isophorone diisocyanate, 1 ~ 4h is reacted at 80 ~ 100 DEG C, add liposome and coumaphos oxygen analog, reaction times 2h, temperature of reaction 90 DEG C, obtains base polyurethane prepolymer for use as A; Chainextender, 1 is added to performed polymer A, 4-dioxane and riboflavin sodium phosphate, react 1.5 ~ 3.5h, add mixed liquor A under 65 ~ 85 DEG C of conditions, temperature of reaction 75 ~ 85 DEG C, reaction times 1 ~ 2h, adds triethylamine and carries out neutralization reaction 30 ~ 50min, add emulsifying water, obtain light-resistant waterborne polyurethane coating, prepared sunproof polyurethane environmental protection, cheap, be widely used in body of wall, furniture, hardware surface, as the tackiness agent of plastics, glass, papermaking, weaving.
Description
technical fieldthe present invention relates to the preparation method of coating, particularly a kind of preparation method of light-resistant waterborne polyurethane coating.
Background technology
Urethane is mainly used in the aspects such as leather finish, textile printing and dyeing, paper-making industry, building coating, tackiness agent, be sprayed at external and internal wall, furniture, the coating on hardware surface and paint, all the time all directly or indirectly contacting with the mankind, also the moment threatens the health of people to poisonous, harmful coating.Because the field used often contacts sunlight, owing to containing UV-light harmful to colored objects in a large number in solar ray, its wavelength about 290 ~ 460nm, these harmful UV-light, by redoxomorphism chemically, make the change of coating generation color.
Urethane carries out being polymerized the normal dibutyl tin laurate that adopts and makees catalyzer, but because Heavy Metal, Sn works the mischief to environment along with the degraded of urethane, liposome is the self-assembly of lipid molecule (lipoid), it is a kind of structure by coated micro-aqueous phase in the middle of one or more lipid bilayer, liposome can naturally exist, also can synthetic, its liposome, as a kind of carrier, has the feature of oneself.
Utilize liposome to be fixed the tin of dibutyl tin laurate to catalysis remnants, reduce polyurethane coating resistates to the harm of environment.
Urethane photostabilization often adopts and adds UV light absorber and antioxidant raising photostabilization, but traditional synthetized oxidation preventive agent has butylhydroxy anisole, t-butyl hydroperoxide, Tert. Butyl Hydroquinone etc., there is larger toxic side effect and carinogenicity, therefore need to find high-efficiency environment friendly, fast light technology.
Summary of the invention
Technical problem to be solved by this invention is, a kind of light-resistant waterborne polyurethane preparation method for coating is provided, dibutyl tin laurate is selected to make catalyzer, PTMG and isophorone diisocyanate react, liposome and coumaphos oxygen analog is utilized to be fixed dibutyl tin laurate, with photostabilization material as chainextender, 1, 4-dioxane replaces conventional urethane and synthesizes the solvent used, 1 is improved with riboflavin sodium phosphate, the hydrophilic and oleophilic of 4-dioxane and dispersiveness, with the complex compound of rare earth to polyurethane-modified, obtained a kind of light-resistant waterborne polyurethane.
A preparation method for light-resistant waterborne polyurethane coating, is characterized in that:
(1), by 5mL concentration be aqueous nitric acid dissolved oxygen cerium 0.2g and the yttrium oxide 0.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.1g and cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 0.21g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 0.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), under dibutyltin dilaurate catalyst existent condition, PTMG is mixed according to mixing 2.5:1 ~ 4.5:1 with isophorone diisocyanate, 1 ~ 4h is reacted at 80 ~ 100 DEG C, add liposome and coumaphos oxygen analog, reaction times 2h, temperature of reaction 90 DEG C, obtain base polyurethane prepolymer for use as A, described catalyst levels is 0.2 ~ 0.5% of PTMG and isophorone diisocyanate gross weight, liposome consumption is PTMG, isophorone diisocyanate, 0.1 ~ 0.4% of dibutyl tin laurate gross weight, coumaphos oxygen analog is PTMG, isophorone diisocyanate, 0.2 ~ 0.5% of dibutyl tin laurate gross weight,
(3), the chainextender of performed polymer weight 1.2 ~ 3.2% and 1 of performed polymer A weight 12 ~ 25% is added to performed polymer A, 4-dioxane and riboflavin sodium phosphate, 1.5 ~ 3.5h is reacted under 65 ~ 85 DEG C of conditions, add mixed liquor A, temperature of reaction 75 ~ 85 DEG C, reaction times 1 ~ 2h, the triethylamine being 10 ~ 15% by performed polymer weight carries out neutralization reaction 30 ~ 50min, add water and carry out emulsification 30min, obtain light-resistant waterborne polyurethane coating, riboflavin sodium phosphate and mixed liquor A are respectively 5 ~ 8% and 3 ~ 7% of performed polymer A weight;
The molecular weight of PTMG is 1000; Liposome is the one of sphingophospholipid, vincristine sulphate fat, dihydro sphingophospholipid, distearoyl phosphatidylcholine, polyxyethylated ammonium; Chainextender is any one in gallic acid, l-Epicatechol, lycium barbarum polysaccharide, myo-Inositol hexaphosphate, norepinephrine.
The present invention has following characteristics:
(1) liposome and coumaphos oxygen analog are fixed catalyzer, reduce the toxicity difficult problem that urethane causes due to Heavy Metal, Sn, improve the levelling property of polyurethane film simultaneously;
(2) select photostabilized material to be chainextender and rare-earth complex, improve resistance to optical efficiency, and the photostabilized material environmental protection selected;
(3) Isosorbide-5-Nitrae-dioxane replaces conventional urethane and synthesizes the solvent used, and improve hydrophilic and oleophilic and the dispersiveness of Isosorbide-5-Nitrae-dioxane with riboflavin sodium phosphate, the solvent toxicity that urethane is used reduces greatly.
embodimentthe present invention is further illustrated below in conjunction with example.
example one
(1), by 25mL concentration be aqueous nitric acid dissolved oxygen cerium 1g and the yttrium oxide 2.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.5g and cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 1.05g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 2.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), be equipped with stirring arm, thermometer, prolong 500ml four-hole boiling flask in, PTMG 83.3g is mixed with isophorone diisocyanate 33.3g, under dibutyltin dilaurate catalyst 0.23g existent condition, 1h is reacted at 80 DEG C, add sphingophospholipid 0.12g and coumaphos oxygen analog 0.23g, reaction times 2h, temperature of reaction 90 DEG C, obtains 116g base polyurethane prepolymer for use as A;
(3), in performed polymer A, gallic acid 1.39g and 1 is added, 4-dioxane 13.9g and riboflavin sodium phosphate 5.8g, 1.5h is reacted under 65 DEG C of conditions, add mixed liquor A 3.48g, temperature of reaction 75 DEG C, reaction times 1h, adds triethylamine 11.6g and carries out neutralization reaction 30min, the 120g that adds water carries out emulsification 30min, obtains light-resistant waterborne polyurethane coating.
Example two
(1), by 25mL concentration be aqueous nitric acid dissolved oxygen cerium 1g and the yttrium oxide 2.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.5g and cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 1.05g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 2.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), be equipped with stirring arm, thermometer, prolong 500ml four-hole boiling flask in, PTMG 75.2g is mixed with isophorone diisocyanate 16.7g, under dibutyltin dilaurate catalyst 0.46g existent condition, 4h is reacted at 100 DEG C, add vincristine sulphate fat 0.37g and coumaphos oxygen analog 0.46g, reaction times 2h, temperature of reaction 90 DEG C, obtains 92g base polyurethane prepolymer for use as A;
(3), in performed polymer A, l-Epicatechol 2.94g, 1 is added, 4-dioxane 23g and riboflavin sodium phosphate 7.4g, 3.5h is reacted under 85 DEG C of conditions, add mixed liquor A 6.4g, temperature of reaction 85 DEG C, reaction times 2h, adds triethylamine 13.8g and carries out neutralization reaction 50min, the 110g that adds water carries out emulsification 30min, obtains light-resistant waterborne polyurethane coating.
example three
(1), by 25mL concentration be aqueous nitric acid dissolved oxygen cerium 1g and the yttrium oxide 2.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.5g and cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 1.05g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 2.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), be equipped with stirring arm, thermometer, prolong 500ml four-hole boiling flask in, PTMG 116.6g is mixed with isophorone diisocyanate 33.3g, under dibutyltin dilaurate catalyst 0.52g existent condition, 3.5h is reacted at 90 DEG C, add dihydro sphingophospholipid 0.38g and coumaphos oxygen analog 0.53g, reaction times 2h, temperature of reaction 90 DEG C, obtains 150g base polyurethane prepolymer for use as A;
(3), in performed polymer A, lycium barbarum polysaccharide 3.3g, 1 is added, 4-dioxane 27.8g and riboflavin sodium phosphate 9.8g, 2.5h is reacted under 75 DEG C of conditions, add mixed liquor A 7.5g, temperature of reaction 80 DEG C, reaction times 1.5h, adds triethylamine 18.8g and carries out neutralization reaction 40min, the 120g that adds water carries out emulsification 30min, obtains light-resistant waterborne polyurethane coating.
example four
(1), by 25mL concentration be aqueous nitric acid dissolved oxygen cerium 1g and the yttrium oxide 2.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.5g, cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 1.05g and basic copper chloride 0.2g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 2.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), be equipped with stirring arm, thermometer, prolong 500ml four-hole boiling flask in, PTMG 83.3g is mixed with isophorone diisocyanate 33.3g, under dibutyltin dilaurate catalyst 0.23g existent condition, 1h is reacted at 80 DEG C, add distearoyl phosphatidylcholine 0.12g, coumaphos oxygen analog 0.23g and tetraphenylporphyrin iron 0.01g, reaction times 2h, temperature of reaction 90 DEG C, obtains 116g base polyurethane prepolymer for use as A;
(3), in performed polymer A, myo-Inositol hexaphosphate 1.39g, 1 is added, 4-dioxane 13.9g and riboflavin sodium phosphate 5.8g, 1.5h is reacted under 65 DEG C of conditions, add mixed liquor A 3.48g, temperature of reaction 75 DEG C, reaction times 1h, adds triethylamine 11.6g and carries out neutralization reaction 30min, the 120g that adds water carries out emulsification 30min, obtains light-resistant waterborne polyurethane coating.
example five
(1), by 25mL concentration be aqueous nitric acid dissolved oxygen cerium 1g and the yttrium oxide 2.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.5g, cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 1.05g and ethyl hydrogenation cuproprotein 0.04g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 2.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), be equipped with stirring arm, thermometer, prolong 500ml four-hole boiling flask in, PTMG 75.2g is mixed with isophorone diisocyanate 16.7g, under dibutyltin dilaurate catalyst 0.46g existent condition, 4h is reacted at 100 DEG C, add polyxyethylated ammonium 0.37g, coumaphos oxygen analog 0.46g and ammonium chloride iron 0.1g, reaction times 2h, temperature of reaction 90 DEG C, obtains 92g base polyurethane prepolymer for use as A;
(3), in performed polymer A, norepinephrine 2.94g, 1 is added, 4-dioxane 23g and riboflavin sodium phosphate 7.4g, 3.5h is reacted under 85 DEG C of conditions, add mixed liquor A 6.4g, temperature of reaction 85 DEG C, reaction times 2h, adds triethylamine 13.8g and carries out neutralization reaction 50min, the 110g that adds water carries out emulsification 30min, obtains light-resistant waterborne polyurethane coating.
Beneficial effect of the present invention is further illustrated below by relevant experimental data:
In order to quantitative description resistance to light of coating energy, adopt spectrophotometer to detect, to obtain inverse difference △ E, describe the photostabilization of coating and finish paint.△ E represents colour-change degree, and △ E is larger, and color change is more obvious.In general, △ E value is the slight change of 0 ~ 1.5 genus; △ E value is that 1.5 ~ 3.0 genus can feel change; △ E value be 3.0 ~ 6.0 belong to considerable changes (see Wang Fang, party's climax, Wang Liqin, the photodegradation [J] of several organic historical relic's protection polymer coating. Northwest University's journal, 2005,35 (5): 56 ~ 58).
Table one light-resistant waterborne polyurethane institute film forming photostabilization
| Time/min | Example one | Example two | Example three | Example four | Example five |
| 90 | 0.2 | 0.3 | 0.4 | 0.1 | 0.1 |
| 150 | 0.6 | 0.4 | 0.4 | 0.1 | 0.2 |
| 270 | 0.9 | 0.5 | 0.6 | 0.2 | 0.2 |
| 330 | 0.9 | 0.7 | 0.6 | 0.4 | 0.2 |
| 390 | 1.1 | 0.9 | 0.8 | 0.5 | 0.3 |
| 450 | 1.1 | 0.9 | 0.8 | 0.6 | 0.3 |
| 510 | 1.1 | 1.2 | 0.9 | 0.7 | 0.7 |
| 540 | 11 | 1.2 | 1.0 | 0.9 | 0.8 |
| 600 | 1.1 | 1.2 | 1.2 | 1.1 | 0.8 |
Can find from table one, example one all in slight variation range, shows good photostabilization to the coating photostabilization prepared by example five.
The sunproof mechanical property of table two light-resistant waterborne polyurethane institute film forming
| Experimental group | Example one | Example two | Example three | Example four | Example five |
| Elongation at break (%) | 160 | 145 | 155 | 166 | 168 |
| Tensile strength (MPa) | 5.7 | 5.6 | 5.8 | 5.9 | 5.9 |
| Abrasion resisting (level) | 3.5 | 4 | 4 | 4 | 4 |
The reference of table two middle finger object detection method (Jiang Weiqi. leather finish physical and chemical inspection [M]. China Light Industry Press, 1999), coating gained film elongation at break of the present invention, tensile strength, wear-resistant all performances are better.
Claims (4)
1. a preparation method for light-resistant waterborne polyurethane coating, is characterized in that:
(1), by 25mL concentration be aqueous nitric acid dissolved oxygen cerium 1g and the yttrium oxide 2.5g of 0.1mol/L, raised temperature 40 DEG C, adds Sunmorl N 60S 0.5g and cis-1,3,5-trimethyl cyclohexylamine-1,3,5-tri-carboxylic acid 1.05g, adjustment mixing solutions pH is 4, reaction 1h, 50 DEG C add 2-(2 ˊ-hydroxyl-5 ˊ-aminomethyl phenyl) benzotriazole 2.5g, abundant stirring reaction 2h, obtains mixed liquor A;
(2), under dibutyltin dilaurate catalyst existent condition, PTMG is mixed by weight 2.5:1 ~ 4.5:1 with isophorone diisocyanate, 1 ~ 4h is reacted at 80 ~ 100 DEG C, add liposome and coumaphos oxygen analog, reaction times 2h, temperature of reaction 90 DEG C, obtain base polyurethane prepolymer for use as A, described catalyst levels is 0.2 ~ 0.5% of PTMG and isophorone diisocyanate gross weight, liposome consumption is PTMG, isophorone diisocyanate, 0.1 ~ 0.4% of dibutyl tin laurate gross weight, coumaphos oxygen analog is PTMG, isophorone diisocyanate, 0.2 ~ 0.5% of dibutyl tin laurate gross weight,
(3), add to performed polymer A the chainextender that accounts for performed polymer weight 1.2 ~ 3.2% and account for 1 of performed polymer A weight 12 ~ 25%, 4-dioxane and riboflavin sodium phosphate, 1.5 ~ 3.5h is reacted under 65 ~ 85 DEG C of conditions, add mixed liquor A, temperature of reaction 75 ~ 85 DEG C, reaction times 1 ~ 2h, add account for performed polymer A weight be 10 ~ 15% triethylamine carry out neutralization reaction 30 ~ 50min, add emulsifying water 30min, obtain light-resistant waterborne polyurethane coating, riboflavin sodium phosphate and mixed liquor A are respectively 5 ~ 8% and 3 ~ 7% of performed polymer A weight.
2. the preparation method of a kind of light-resistant waterborne polyurethane coating as claimed in claim 1, is characterized in that: the molecular weight of PTMG is 1000.
3. the preparation method of a kind of light-resistant waterborne polyurethane coating as claimed in claim 1, is characterized in that: liposome is the one of sphingophospholipid, vincristine sulphate fat, dihydro sphingophospholipid, distearoyl phosphatidylcholine, polyxyethylated ammonium.
4. the preparation method of a kind of light-resistant waterborne polyurethane coating as claimed in claim 1, is characterized in that: chainextender is any one in gallic acid, l-Epicatechol, lycium barbarum polysaccharide, myo-Inositol hexaphosphate, norepinephrine.
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| CN104231902A (en) * | 2014-10-18 | 2014-12-24 | 张萌萌 | Preparation method for light resistance polyurethane coating |
| CN105176368B (en) * | 2015-10-26 | 2017-06-23 | 烟台大学 | A kind of preparation method of fire-retardant and sunproof polyurethane coating and adhesive |
| CN106497385B (en) * | 2016-11-23 | 2018-09-14 | 四川大学 | A kind of preparation method of visible light selfreparing aqueous polyurethane coating material of the main chain containing double selenium keys |
| CN109486401B (en) * | 2018-10-23 | 2021-04-02 | 上饶市天佳新型材料有限公司 | Waterborne polyurethane waterproof coating and preparation method thereof |
| CN109705719A (en) * | 2018-11-29 | 2019-05-03 | 安徽开林新材料股份有限公司 | A kind of extinguishing waterborn polyurethane coating |
| CN109554096A (en) * | 2018-12-02 | 2019-04-02 | 段瑶瑶 | A kind of preparation method of light-resistant waterborne polyurethane coating |
| CN114921971A (en) * | 2022-04-14 | 2022-08-19 | 浙江彩蝶实业股份有限公司 | Production process of polyester curtain fabric based on biomass anti-ultraviolet coating |
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