CN104073145B - 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 the preparation method of a kind of light-resistant waterborne polyurethane coating, under conditions of dibutyltin dilaurate catalyst exists, Semen Castaneae is stung shell tannic extract mix with dicyclohexyl methyl hydride diisocyanate, 1 ~ 4h is reacted at 70 ~ 100 DEG C, add sulbactam sodium and naotin, response time 3h, reaction temperature 90 DEG C, obtain base polyurethane prepolymer for use as A；It is incorporated as chain extender, acetamide and hexamethyl phosphoric triamide to performed polymer A, 1.5 ~ 3.5h is reacted under the conditions of 65 ~ 85 DEG C, add mixed liquor A, reaction temperature 75 ~ 85 DEG C, response time 1 ~ 2h, add triethylamine and be neutralized reaction 30 ~ 50min, add emulsifying agent and water carries out emulsifying, obtain light-resistant waterborne polyurethane coating, prepared light-resistant waterborne polyurethane environmental protection, cheap, it is widely used in body of wall, furniture, ironware surface, as plastics, glass, papermaking, the binding agent of weaving.
Description
Present disclosure relates to the preparation method of aqueous polyurethane, particularly to a kind of sunproof polyurethane coating
Preparation method.
Background technology
Polyurethane is mainly used in the aspects such as leather finish, textile printing and dyeing, paper-making industry, building coating, adhesive, is sprayed at
External and internal wall, furniture, the coating on ironware surface and paint, the most all directly or indirectly contacting with the mankind, poisonous,
Harmful coating the most also moment threatens the health of people.Field owing to using often contacts sunlight, owing to containing in sunray
Having ultraviolet light harmful to colored objects in a large number, its wavelength about 290～460nm, these harmful ultraviolet lights pass through chemically
Redox, makes the change of coating generation color.
Polyurethane carries out synthesizing and makees catalyst frequently with dibutyl tin laurate, but owing to Heavy Metal, Sn is along with poly-ammonia
The degraded of ester and environment is worked the mischief, and dibutyl tin laurate can cause the levelability of polyaminoester emulsion film poor.
The light resistance of polyurethane is frequently with adding UV absorbent and antioxidant raising light resistance, but traditional synthesis
Antioxidant has butylhydroxy anisole, t-butyl hydroperoxide, tert-butyl hydroquinone etc., has the secondary work of bigger poison
With and carcinogenecity, it is therefore desirable to find high-efficiency environment friendly, fast light technology.
Summary of the invention
The technical problem to be solved is to provide a kind of light-resistant waterborne polyurethane preparation method for coating, selects
Dibutyl tin laurate makees catalyst, and Semen Castaneae thorn shell tannic extract reacts with dicyclohexyl methyl hydride diisocyanate, utilizes and relaxes
Dibutyl tin laurate is fixed with modified, with light resistance material as chain extender and dispersion by Batan sodium and naotin
Agent, acetamide replaces conventional urethane and synthesizes the solvent used, and improves the hydrophilic parent of acetamide by hexamethyl phosphoric triamide
Oil and dispersibility, with the complex of rare earth to polyurethane-modified, prepare a kind of light-resistant waterborne polyurethane.
The preparation process of Semen Castaneae thorn shell tannic extract
(1) use plant pulverizer that Semen Castaneae is stung shell to be ground into powder and sift out with the sieve of 18 mesh, obtain Semen Castaneae thorn shell powder
A；
(2) Semen Castaneae is stung shell powders A and puts in 150mm evaporating dish, be dried when 50 DEG C in baking oven to constant weight, cool down,
Obtain Semen Castaneae thorn shell powder B；
(3) weigh dry 5g Semen Castaneae thorn shell powder B, add ethanol (chemical pure) solution 100mL, shake up, obtain lixiviating solution
A.Institute's use microwave oven microwave is in microwave power 420w, microwave treatment time 120s process；
(4) use centrifuge by lixiviating solution A centrifugal treating 10min under the rotating speed of 4500r/min, take supernatant and carry out
Sucking filtration, 40 DEG C of dry 12h of vacuum, obtain Semen Castaneae thorn shell tannic extract powder.
A kind of preparation method of light-resistant waterborne polyurethane coating, it is characterised in that:
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high temperature
Spending 60 DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is
6, react 1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), under conditions of dibutyltin dilaurate catalyst exists, Semen Castaneae is stung shell tannic extract and dicyclohexyl first
Alkane diisocyanate is by weight 1.5:1 ~ 3.5: 1 mixing, reacts 1 ~ 4h, add sulbactam sodium and nicotinic acid at 70 ~ 100 DEG C
Sodium, response time 3h, reaction temperature 90 DEG C, obtain base polyurethane prepolymer for use as A, described catalyst amount is that Semen Castaneae thorn shell tannic extract is with different
The 0.2 ~ 0.5% of isophorone diisocyanate gross weight, sulbactam sodium consumption is that Semen Castaneae stings shell tannic extract, dicyclohexyl methyl hydride two
Isocyanates, the 0.1 ~ 0.4% of dibutyl tin laurate gross weight, naotin be Semen Castaneae sting shell tannic extract, dicyclohexyl methyl hydride
Diisocyanate, the 0.1 ~ 0.3% of dibutyl tin laurate gross weight；
(3) chain extender and the second of performed polymer A weight 12 ~ 25% of performed polymer weight 0.8 ~ 2.2%, is added to performed polymer A
Amide and hexamethyl phosphoric triamide, react 1.5 ~ 3.5h under the conditions of 65 ~ 85 DEG C, add mixed liquor A, reaction temperature 75 ~ 85
DEG C, response time 1 ~ 2h, be neutralized reaction 30 ~ 50min by the triethylamine that performed polymer A weight is 10 ~ 15%, add emulsifying agent and
Water carries out emulsifying 30min, obtains light-resistant waterborne polyurethane coating, hexamethyl phosphoric triamide and mixed liquor A and is respectively performed polymer A
The 5 ~ 8% and 3 ~ 7% of weight, emulsifying agent is the 3 ~ 4% of performed polymer weight.
Chain extender is 2', 5-bis-chloro-4'-nitro-salicylic acid anilid, 2-(3,4-dihydroxy phenyl) ethamine, nicotiamide
Any one in adenine dinucleotide, L-glutaminate, ethylenediaminetetraacetic acid；Emulsifying agent be sodium cyclamate,
Any one in docusate sodium, sodium hydroxymethane sulfonate, methylpropene sodium sulfonate, 2-cyclohexylamino ethyl sulfonic acid sodium.
The invention have the characteristics that:
(1) catalyst is fixed with modified by sulbactam sodium and naotin, reduces polyurethane and draws due to Heavy Metal, Sn
The toxicity difficult problem risen, improves the levelability of polyurethane film simultaneously；
(2) selecting photostabilized material is chain extender and Semen Castaneae thorn shell tannic extract, emulsifying agent, improves fast light efficiency, and select
Photostabilized material environmental protection；
(3) acetamide replaces conventional urethane and synthesizes the solvent used, and improves acetamide by hexamethyl phosphoric triamide
Hydrophilic and oleophilic and dispersibility so that polyurethane use solvent toxicity be substantially reduced；
(4) the Semen Castaneae thorn shell tannic extract traditional PEPA of replacement or polyether polyol, and dicyclohexyl methyl hydride two isocyanide
Acid esters is the hydrogenated products of traditional isocyanates, and two kinds of monomers act on jointly, makes performed polymer light resistance good；
Detailed description of the invention further illustrates the present invention below in conjunction with example.
Example one
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high temperature
Spending 60 DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is 6,
Reaction 1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), equipped with stirring slurry, thermometer, condensing tube 500ml four-hole boiling flask in, Semen Castaneae is stung shell tannic extract 50g and
Dicyclohexyl methyl hydride diisocyanate 33.3g mixes, under conditions of dibutyltin dilaurate catalyst 0.17g exists, in
React 1h at 70 DEG C, add sulbactam sodium 0.08g and naotin 0.08g, response time 3h, reaction temperature 90 DEG C, obtain 81g and gather
Urethane performed polymer A；
(3), 2', 5-bis-chloro-4'-nitro-salicylic acid anilid 0.65g, acetamide 9.7g and six are added to performed polymer A
Methyl acid phosphate Disnalon (Ferrer). 4.1g, reacts 1.5h under the conditions of 65 DEG C, adds mixed liquor A 2.4g, reaction temperature 75 DEG C, response time
1h, adds triethylamine 8.1g and is neutralized reaction 30min, add sodium cyclamate 2.4g and water 110g and carry out emulsifying 30min,
Obtain light-resistant waterborne polyurethane coating.
Example two
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high temperature
Spending 60 DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is 6,
Reaction 1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), in the four-hole boiling flask equipped with the 500ml stirring slurry, thermometer, condensing tube, Semen Castaneae is stung shell tannic extract
116.7g mixes with dicyclohexyl methyl hydride diisocyanate 33.3g, at the bar that dibutyltin dilaurate catalyst 0.75g exists
Under part, at 100 DEG C, react 4h, add sulbactam sodium 0.6g and naotin 0.45g, response time 3h, reaction temperature 90 DEG C, obtain
To 151g base polyurethane prepolymer for use as A；
(3), 2-(3,4-dihydroxy phenyl) ethamine 3.32g, acetamide 37.8g and hexamethyl phosphoric acid are added to performed polymer A
Disnalon (Ferrer). 12.1g, reacts 2.5h under the conditions of 85 DEG C, adds mixed liquor A 10.6g, reaction temperature 85 DEG C, response time 2h, add
Triethylamine 22.7g is neutralized reaction 50min, adds docusate sodium 6g and water 130g and carries out emulsifying 30min, obtains light resistance aqueous and gathers
Urethane coating.
Example three
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high temperature
Spending 60 DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is
6, react 1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), in the four-hole boiling flask equipped with the 500ml stirring slurry, thermometer, condensing tube, Semen Castaneae is stung shell tannic extract 83.3g
Mix with dicyclohexyl methyl hydride diisocyanate 33.3g, under conditions of dibutyltin dilaurate catalyst 0.41g exists,
At 85 DEG C, react 2.5h, add sulbactam sodium 0.29g and naotin 0.23g, response time 3h, reaction temperature 90 DEG C, obtain
116g base polyurethane prepolymer for use as A；
(3), nicotinamide adenine dinucleotide 1.74g, acetamide 21.5g and hexamethyl tricresyl phosphate are added to performed polymer A
Amide 7.54g, reacts 2.5h under the conditions of 75 DEG C, adds mixed liquor A 5.8g, reaction temperature 80 DEG C, response time 1.5h, add three
Ethamine 14.5g is neutralized reaction 40min, adds sodium hydroxymethane sulfonate 4.1g and water 130g and carries out emulsifying 30min, obtains light resistance water
Property polyurethane coating.
Example four
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high temperature
Spending 60 DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is 6,
Reaction 1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), equipped with stirring slurry, thermometer, condensing tube 500ml four-hole boiling flask in, Semen Castaneae is stung shell tannic extract 50g,
2,3-dimercapto-1-propanol 0.6g, dicyclohexyl methyl hydride diisocyanate 33.3g mix, dibutyltindilaurate catalyzed
Under conditions of agent 0.17g exists, at 70 DEG C, react 1h, add sulbactam sodium 0.08g and naotin 0.08g, response time 3h,
Reaction temperature 90 DEG C, obtains 81g base polyurethane prepolymer for use as A；
(3), L-glutaminate 0.65g and acetamide 9.7g and hexamethyl phosphoric triamide 4.1g are added to performed polymer A, in
React 1.5h under the conditions of 65 DEG C, add mixed liquor A 2.4g, reaction temperature 75 DEG C, response time 1h, add during triethylamine 8.1g carries out
Carry out emulsifying 30min with reaction 30min, methylate sodium allylsulfonate 2.4g and water 110g, obtain light-resistant waterborne polyurethane coating.
Example five
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high temperature
Spending 60 DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is 6,
Reaction 1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), in the four-hole boiling flask equipped with the 500ml stirring slurry, thermometer, condensing tube, Semen Castaneae is stung shell tannic extract
116.7g, glycol dimercaptoacetate 0.4g mix with dicyclohexyl methyl hydride diisocyanate 33.3g, in tin dilaurate two fourth
Under conditions of base tin catalyst 0.75g exists, at 100 DEG C, react 4h, add sulbactam sodium 0.6g and naotin 0.45g, instead
3h between Ying Shi, reaction temperature 90 DEG C, obtain 151g base polyurethane prepolymer for use as A；
(3), ethylenediaminetetraacetic acid 3.32g, acetamide 37.8g and hexamethyl phosphoric triamide are added to performed polymer A
12.1g, reacts 2.5h under the conditions of 85 DEG C, adds mixed liquor A 10.6g, reaction temperature 85 DEG C, response time 2h, add triethylamine
22.7g be neutralized reaction 50min, add 2-cyclohexylamino ethyl sulfonic acid sodium 6g, dimercaprol 0.1g, propantheline bromide 0.25g and
Water 130g carries out emulsifying 30min, obtains light-resistant waterborne polyurethane coating.
Beneficial effects of the present invention is further illustrated below by relevant experimental data:
For quantitative description resistance to light of coating energy, spectrophotometer is used to detect, to obtain inverse difference △ E,
The light resistance of coating and finish paint is described.△ E represents color intensity of variation, and △ E is the biggest, and color change is the most obvious.General next
Saying, △ E value is the 0～1.5 slight changes of genus；△ E value is that 1.5～3.0 genus can feel change；△ E value is that 3.0～6.0 genus substantially become
Change (see Wang Fang, party's climax, Wang Liqin, the light degradation [J] of several organic historical relic's protection polymer coatings. Northwest University's journal,
2005,35 (5): 56 ~ 58).
Table one sunproof polyurethane coating institute film forming light resistance
| Time/min | Example one | Example two | Example three | Example four | Example five |
| 90 | 0.1 | 0.2 | 0.4 | 0.1 | 0.1 |
| 150 | 0.3 | 0.4 | 0.4 | 0.1 | 0.2 |
| 270 | 0.9 | 0.5 | 0.5 | 0.3 | 0.3 |
| 330 | 0.9 | 0.6 | 0.6 | 0.4 | 0.3 |
| 390 | 1.0 | 0.9 | 0.8 | 0.8 | 0.3 |
| 450 | 1.1 | 0.9 | 0.8 | 0.8 | 0.3 |
| 510 | 1.1 | 1.2 | 0.9 | 0.9 | 0.6 |
| 540 | 11 | 1.2 | 1.0 | 1.1 | 0.7 |
| 600 | 1.1 | 1.2 | 1.2 | 1.1 | 0.7 |
From table one it is found that example one to the coating light resistance prepared by example five all in slight excursion, aobvious
Show good light resistance.
Claims (3)
1. the preparation method of a light-resistant waterborne polyurethane coating, it is characterised in that:
(1), dissolve ytterbium oxide 0.4g and luteium oxide 0.1g with the aqueous hydrochloric acid solution that 15mL concentration is 0.2mol/L, rise high-temperature 60
DEG C, add 3-hydroxy-2-methyl-5-[(phosphinylidyne epoxide) methyl]-4-pyridine carboxaldehyde 0.4g, adjusting mixed solution pH is 6, reaction
1h, 60 DEG C add Methyl Salicylate 0.6g and Polymeric sodium metaphosphate. 0.4g, are sufficiently stirred for reacting 3h, obtain mixed liquor A；
(2), under conditions of dibutyltin dilaurate catalyst exists, Semen Castaneae is stung shell tannic extract different with dicyclohexyl methyl hydride two
Cyanate mixes by weight 1.5:1 ~ 3.5:1, reacts 1 ~ 4h at 70 ~ 100 DEG C, adds sulbactam sodium and naotin, reaction
Time 3h, reaction temperature 90 DEG C, obtain base polyurethane prepolymer for use as A, described catalyst amount is Semen Castaneae thorn shell tannic extract and dicyclohexyl
The 0.2 ~ 0.5% of methane diisocyanate gross weight, sulbactam sodium consumption is that Semen Castaneae stings shell tannic extract, dicyclohexyl methyl hydride two isocyanide
Acid esters, the 0.1 ~ 0.4% of dibutyl tin laurate gross weight；Naotin is that Semen Castaneae thorn shell tannic extract, dicyclohexyl methyl hydride two are different
Cyanate, the 0.1 ~ 0.3% of dibutyl tin laurate gross weight；
(3) chain extender and the acetamide of performed polymer A weight 12 ~ 25% of performed polymer A weight 0.8 ~ 2.2%, is added to performed polymer A
And hexamethyl phosphoric triamide, reaction 1.5 ~ 3.5h under the conditions of 65 ~ 85 DEG C, addition mixed liquor A, reaction temperature 75 ~ 85 DEG C, instead
1 ~ 2h between Ying Shi, is neutralized reaction 30 ~ 50min by the triethylamine that performed polymer A weight is 10 ~ 15%, adds emulsifying agent and water is carried out
Emulsifying 30min, obtains light-resistant waterborne polyurethane coating, hexamethyl phosphoric triamide and mixed liquor A and is respectively performed polymer A weight
5 ~ 8% and 3 ~ 7%, emulsifying agent is the 3 ~ 4% of performed polymer weight.
The preparation method of a kind of light-resistant waterborne polyurethane coating the most as claimed in claim 1, it is characterised in that: chain extender is
2', 5-bis-chloro-4'-nitro-salicylic acid anilid, 2-(3,4-dihydroxy phenyl) ethamine, nicotinamide adenine dinucleotide,
Any one in L-glutaminate, ethylenediaminetetraacetic acid.
The preparation method of a kind of light-resistant waterborne polyurethane coating the most as claimed in claim 1, it is characterised in that: emulsifying agent is
In sodium cyclamate, docusate sodium, sodium hydroxymethane sulfonate, methylpropene sodium sulfonate, 2-cyclohexylamino ethyl sulfonic acid sodium
Any one.
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