CN103254724B - Solvent-free insulating varnish and preparation method thereof - Google Patents
Solvent-free insulating varnish and preparation method thereof Download PDFInfo
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- CN103254724B CN103254724B CN201310184850.7A CN201310184850A CN103254724B CN 103254724 B CN103254724 B CN 103254724B CN 201310184850 A CN201310184850 A CN 201310184850A CN 103254724 B CN103254724 B CN 103254724B
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Abstract
The invention relates to solvent-free insulating varnish and a preparation method thereof. The solvent-free insulating varnish comprises the following components in parts by weight: (A), 100 parts of sulfur-containing epoxy resins with an epoxy value of 0.4mol/100g-0.6mol/100g, (B), 20-100 parts of cycloaliphatic epoxy resins with the epoxy value of 0.3mol/100g-0.6mol/100g, (C), 40-200 parts of curing agent, and (D), 0.1-2 parts of curing accelerant. The solvent-free insulating varnish disclosed by the invention is free of active diluents, low in VOC (Volatile Organic Compound) content, quick in curing speed, short in gelation time during curing, good in heat resistance, low in dielectric loss, high in mechanical strength, excellent in stability and excellent in comprehensive performances. Besides, the solvent-free insulating varnish has the advantages of being simple to prepare and low in cost.
Description
Technical field
The invention belongs to insullac preparing technical field, be specifically related to a kind of solvent-free insulated paint and preparation method thereof.
Background technology
Preparation and the research and development of solvent-free insulated paint are be engaged in the scientific circles of insulating material and the important development direction of industry member experts and scholars always, are also the important development themes of new forms of energy to energy-saving and emission-reducing, consumption reduction.Solvent-free insulated paint popular is in the market substantially all resin based on bisphenol A-type, bisphenol f type epoxy resin, as the patent of invention (ZL200910025139.0, ZL200910115595.4) of our application.For its requirement meeting different performance adds hyperbranched epoxy resin (ZL200910029026.8), hyper branched polyphosphate (ZL201010234600.6), organosilicon hyperbranched epoxy resin (ZL200910029024.9, ZL200910062871.5) etc. in addition.Insullac prepared by these epoxy resin; because bisphenol A-type, bisphenol f type epoxy resin contain activity hydroxy; easily cause acid anhydrides open loop when being applied to curing system (the anhydride-cured system) of solvent-free insulated paint and make it unstable, finally cause the shelf lives of product to shorten or need to store under nitrogen protection condition.And tradition prepares bisphenol A-type, the technique of bisphenol f type epoxy resin needs to add a large amount of organic solvents usually, and having reacted rear large Alternative all needs water-washing step, has certain pollution to environment.And utilize addition reaction of silicon with hydrogen (ZL201010224451.5, ZL200910062871.5) to prepare viscosity is low, hydroxyl is few epoxy resin or sulfur-containing epoxy resin; but organosilyl product cost is high, efficiency is on the low side, productive rate is not high, long reaction time energy consumption large, and be difficult to large-scale application.Therefore the sulfur-containing epoxy resin that development technology is simple, the reaction times is short, solidification value is low, viscosity is low and the technology of preparing of solvent-free insulated paint thereof are the fundamental ways solving this field Problems existing at present.
Summary of the invention
Technical problem to be solved by this invention overcomes the deficiencies in the prior art, provides a kind of new solvent-free insulated paint.
The present invention also provides the preparation method of the solvent-free insulated paint that a kind of technique is simple, the reaction times is short, solidification value is low, viscosity is low, the storage time is long, resistance toheat is high simultaneously.
For solving the problems of the technologies described above, a kind of technical scheme that the present invention takes is:
A kind of solvent-free insulated paint, it is made up of the component of following weight proportion:
(A) oxirane value is the sulfur-containing epoxy resin 100 parts of 0.4 ~ 0.6mol/100g;
(B) oxirane value is the cycloaliphatic epoxy resin 20 ~ 100 parts of 0.3 ~ 0.6mol/100g;
(C) 40 ~ 200 parts, solidifying agent;
(D) curing catalyst 0.1 ~ 2 part;
The structural formula of described sulfur-containing epoxy resin is such as formula shown in (I) or (II):
In formula (II):
R
1represent O, CH
2or C (CH
3)
2.
Further, sulfur-containing epoxy resin of the present invention can be one or more the mixture in the shown six kinds of epoxy resin of table 1.
Table 1 sulfur-containing epoxy resin
The cycloaliphatic epoxy resin of preferred viscosities between 100 ~ 12000cp/25 DEG C is as (C) component; The type of cycloaliphatic epoxy resin most preferably listed by table 2.
Table 2 cycloaliphatic epoxy resin
According to the present invention, described solidifying agent can for being selected from one or more mixture of anhydrides, boron amide class, imidazoles, triphenylphosphine and its phosphonium salt.Described curing catalyst can for being selected from one or more mixture of metal salt of organic carboxylic acid, acetyl acetone salt, boron amide class, imidazoles, triphenylphosphine and its phosphonium salt.
The another technical scheme that the present invention takes is: a kind of preparation method of above-mentioned solvent-free insulated paint, it comprises the steps:
(1), make two mercaptan compounds and glycidyl methacrylate at temperature-5 DEG C-20 DEG C, stirring reaction 4 ~ 10 hours, generates described sulfur-containing epoxy resin;
(2), by formula rate, sulfur-containing epoxy resin, cycloaliphatic epoxy resin, solidifying agent and curing catalyst are mixed, obtain described solvent-free insulated paint.
Preferably, two described mercaptan compounds for be selected from a phenylene dimercaptan, adjacent phenylene dimercaptan, to one or more the combination in phenylene dimercaptan, 4,4-dimercapto diphenyl ethers, 4,4-dimercapto ditans and 4,4-dimercapto diphenyl propane.
Further, described method also makes described reaction carry out under the existence of stopper, add that quality is glycidyl methacrylate quality 0.1% ~ 1% of described stopper.Preferably, described stopper is Resorcinol.
Further, described method is implemented as follows: at temperature-5-20 DEG C, two mercaptan compounds, glycidyl methacrylate and stopper is slowly added in reactor, after mixing, insulation reaction at temperature-5-20 DEG C, after reaction terminates, removes unreacted glycidyl methacrylate by underpressure distillation, obtain weak yellow liquid, be described sulfur-containing epoxy resin.
Preferably, two described mercaptan compounds and the molar ratio of described glycidyl methacrylate are 1:2.0 ~ 2.1.
Due to the enforcement of above technical scheme, the present invention compared with prior art tool has the following advantages and beneficial effect:
Dihydroxyphenyl propane in traditional solvent-free insulated paint formula or bisphenol f type epoxy resin is replaced with the sulfur-containing epoxy resin with crosslinked promoter action, without the hydrogen bond physical crosslinking effect of hydroxyl in resin, make its viscosity low, adding of non-reactive diluent, provide a kind of environment-friendly type insulated paint truly; Also make itself and the mixed stability in storage of acid anhydrides good without hydroxyl in epoxy resin, without the need to increasing current inflated with nitrogen protection technology and equipment in storage process, therefore manufacturing process is simple, with low cost; In addition, insullac organic volatile of the present invention is lower than 5%, and the dielectric loss of 180 DEG C is less than 3%, heat-resistance index is greater than 180 DEG C, high comprehensive performance.Be expected to be applied to the fields such as environmental protection low volatilization coating, low volatilization resin, solvent-free epoxy resin insullac.In addition, sulfur-containing epoxy resin of the present invention is prepared by mercaptan-alkene hydrocarbon click-reaction technology, preparation technology is simple, pollute little, cost is low, solvent-free insulated paint of the present invention, have that raw materials cost is low, temperature of reaction is low, efficiency high, reaction times is short, it is a kind of energy-saving technique being suitable for suitability for industrialized production solvent-free insulated paint newly, and this technique to be prepared in sulfur-containing epoxy resin process without the need to the technique such as organic solvent and washing, avoiding conventional organic solvents and the pollution of sulfur-containing epoxy resin to environment is prepared in washing.
Embodiment
Below in conjunction with specific embodiment, the present invention will be described in detail, but the protection domain that these embodiments do not limit the present invention in any way.
In following examples, the concrete structure of sulfur-containing epoxy resin and cycloaliphatic epoxy resin is respectively see table 1 and 2.Cycloaliphatic epoxy resin, solidifying agent and curing catalyst all can directly commercially obtain.The LG-MASS analyser of what the molecular weight determination of sulfur-containing epoxy resin adopted is Agilent company measures, and oxirane value adopts the hydrochloric acid acetone method of national standard to measure, and viscosity adopts Brookfield viscometer to measure under 25 DEG C of conditions.The performance of insullac is tested according to the corresponding national standard of insullac, and solidification value condition is 170 DEG C and solidifies after 4 hours, and 200 DEG C solidify 4 hours.
Embodiment 1
According to the formula of the solvent-free insulated paint of the present embodiment be: 100g oxirane value is the sulfur-containing epoxy resin SEP-1 of 0.47mol/100g, 30 grams of cycloaliphatic epoxy resin CPE-1(viscosity are 2800 ~ 3600cp/25 DEG C), methylnadic anhydride 125 grams, phenylimidazole 0.1g.
The preparation method of solvent-free insulated paint is as follows:
(1), under 15-20 DEG C of condition, slowly add successively 0.1mol dimercapto isophthalic, 0.2mol glycidyl methacrylate, glycidyl methacrylate quality 0.5% Resorcinol, after mixing at 5-10 DEG C after stirring reaction 10h, then under 140 DEG C of vacuum tightnesss are the condition of 2mmHg, remove unreacted glycidyl methacrylate, obtain weak yellow liquid and be sulfur-containing epoxy resin, testing its number-average molecular weight is 426g/mol, at 25 DEG C, viscosity is 650cp, and oxirane value is 0.47mol/100g.
(2), above-mentioned each component is uniformly mixed by formula after, i.e. obtained solvent-free insulated paint, the performance after the character of this insullac and solidification is as shown in table 3.
Embodiment 2
According to the formula of the solvent-free insulated paint of the present embodiment be: 100g oxirane value is the sulfur-containing epoxy resin SEP-2 of 0.47mol/100g, 10 grams of cycloaliphatic epoxy resin CPE-2(viscosity are 5200 ~ 6600cp/25 DEG C), 10 grams of cycloaliphatic epoxy resin CPE-3(viscosity are 2800 ~ 3600cp/25 DEG C), methylnadic anhydride 120 grams, phenylimidazole 0.1g.
The preparation method of solvent-free insulated paint is as follows:
(1), under 15-20 DEG C of condition, slowly add successively the adjacent benzene of 0.1mol dimercapto, 0.2mol glycidyl methacrylate, glycidyl methacrylate quality 0.5% Resorcinol, after mixing after stirring 5-10 DEG C reaction 4h, then under 140 DEG C of vacuum tightnesss are the condition of 2mmHg, remove unreacted glycidyl methacrylate, obtain weak yellow liquid sulfur-containing epoxy resin, testing its number-average molecular weight is 426g/mol, at 25 DEG C, viscosity is 500cp, and oxirane value is 0.47mol/100g.
(2), above-mentioned each component is uniformly mixed by formula after, i.e. obtained solvent-free insulated paint, the performance after the character of this insullac and solidification is as shown in table 3.
Embodiment 3
According to the formula of the solvent-free insulated paint of the present embodiment be: 60g oxirane value is that sulfur-containing epoxy resin SEP-3,40g oxirane value of 0.46mol/100g is the sulfur-containing epoxy resin SEP-2 of 0.47mol/100g, 10 grams of cycloaliphatic epoxy resin CPE-4(viscosity are 7500 ~ 8060cp/25 DEG C), 30 grams of cycloaliphatic epoxy resin CPE-5(viscosity are 7500 ~ 8060cp/25 DEG C), boron amide 594#15 gram, aluminium acetylacetonate 0.05g.
The preparation method of solvent-free insulated paint is as follows:
(1), under 10-15 DEG C of condition, slowly add successively 0.1mol dimercapto to benzene, 0.2mol glycidyl methacrylate, glycidyl methacrylate quality 0.5% Resorcinol, after mixing after stirring 10-15 DEG C reaction 8h, then under 140 DEG C of vacuum tightnesss are the condition of 2mmHg, remove unreacted glycidyl methacrylate, obtain weak yellow liquid sulfur-containing epoxy resin SEP-3, testing its number-average molecular weight is 426g/mol, at 25 DEG C, viscosity is 600cp, and oxirane value is 0.46mol/100g.
(2), sulfur-containing epoxy resin SEP-2 is obtained according to the method identical with embodiment 2 step (1);
(3), above-mentioned each component is uniformly mixed by formula after, i.e. obtained solvent-free insulated paint, the performance after the character of this insullac and solidification is as shown in table 3.
Embodiment 4
According to the formula of the solvent-free insulated paint of the present embodiment be: 30g oxirane value is that sulfur-containing epoxy resin SEP-1,70g oxirane value of 0.47mol/100g is the sulfur-containing epoxy resin SEP-4 of 0.39mol/100g, 40 grams of cycloaliphatic epoxy resin CPE-6(viscosity are 200 ~ 300cp/25 DEG C), 30 grams of cycloaliphatic epoxy resin CPE-9(viscosity are 200 ~ 300cp/25 DEG C), phenylimidazole 12 grams, chromium acetylacetonate 0.2g.
The preparation method of solvent-free insulated paint is as follows:
(1), sulfur-containing epoxy resin SEP-1 is obtained according to the method identical with embodiment 1 step (1);
(2), under 5-10 DEG C of condition, slowly add 0.1mol4 successively, 4-dimercapto diphenyl ether, 0.2mol glycidyl methacrylate, glycidyl methacrylate quality 0.5% Resorcinol, after mixing after stirring 5-10 DEG C reaction 6h, then under 140 DEG C of vacuum tightnesss are the condition of 2mmHg, remove excessive glycidyl methacrylate, obtain weak yellow liquid sulfur-containing epoxy resin SEP-4, testing its number-average molecular weight is 518g/mol, at 25 DEG C, viscosity is 750cp, and oxirane value is 0.39mol/100g.
(3), above-mentioned each component is uniformly mixed by formula after, i.e. obtained solvent-free insulated paint, the performance after the character of this insullac and solidification is as shown in table 3.
Embodiment 5
According to the formula of the solvent-free insulated paint of the present embodiment be: 10g oxirane value is the sulfur-containing epoxy resin SEP-5 of 0.39mol/100g, 90g oxirane value is the sulfur-containing epoxy resin SEP-6 of 0.37mol/100g, 100 grams of cycloaliphatic epoxy resin CPE-10(viscosity are 80 ~ 160cp/25 DEG C), 100 grams of cycloaliphatic epoxy resin CPE-12(viscosity are 80 ~ 200cp/25 DEG C), methyl hexahydrophthalic anhydride 200 grams, methylnadic anhydride 100 grams, Bian base triphenyl phosphonium oxide compound 5.5g, zinc acetylacetonate 0.4g.
The preparation method of solvent-free insulated paint is as follows:
(1), under 0-5 DEG C of condition, slowly add 0.1mol4 successively, 4-dimercapto ditan, 0.2mol glycidyl methacrylate, glycidyl methacrylate quality 0.5% Resorcinol, after mixing after stirring 0-5 DEG C reaction 8h, then under 140 DEG C of vacuum tightnesss are the condition of 2mmHg, remove unreacted glycidyl methacrylate, obtain weak yellow liquid sulfur-containing epoxy resin SEP-5, testing its number-average molecular weight is 516g/mol, at 25 DEG C, viscosity is 700cp, and oxirane value is 0.39mol/100g.
(2), under-5-0 DEG C of condition, slowly add 0.1mol4 successively, 4-dimercapto diphenyl propane, 0.2mol glycidyl methacrylate, glycidyl methacrylate quality 0.5% Resorcinol, after mixing after stirring-5-0 DEG C reaction 10h, then under 140 DEG C of vacuum tightnesss are the condition of 2mmHg, remove unreacted glycidyl methacrylate, obtain weak yellow liquid sulfur-containing epoxy resin SEP-6, testing its number-average molecular weight is 544g/mol, at 25 DEG C, viscosity is 800cp, and oxirane value is 0.37mol/100g.
(3), above-mentioned each component is uniformly mixed by formula after, i.e. obtained solvent-free insulated paint, the performance after the character of this insullac and solidification is as shown in table 3.
Embodiment 6
According to the formula of the solvent-free insulated paint of the present embodiment be: sulfur-containing epoxy resin SEP-6,80 grams of cycloaliphatic epoxy resin CPE-5(viscosity 220 ~ 460cp/25 DEG C of 50g oxirane value to be sulfur-containing epoxy resin SEP-5,50g oxirane value of 0.39mol/100g be 0.37mol/100g), 20 grams of cycloaliphatic epoxy resin CPE-18(viscosity are 80 ~ 160cp/25 DEG C), methyl hexahydrophthalic anhydride 120 grams, carbic anhydride 80g, cobalt naphthenate 1.8g.
The preparation method of solvent-free insulated paint is as follows:
(1), sulfur-containing epoxy resin SEP-5 and sulfur-containing epoxy resin SEP-6 is obtained according to the method identical with embodiment 5;
(2), after above-mentioned each component is uniformly mixed by formula, i.e. obtained solvent-free insulated paint, the performance after the character of this insullac and solidification is as shown in table 3.
The performance index of table 3 insullac
As shown in Table 3, according to solvent-free insulated paint good stability of the present invention, organic volatile be far smaller than national Specification 5%, very low, the heat-resistance index of the dielectric loss of high temperature all more than H level (180 DEG C), gel time is short, stability in storage good (solvent-free insulated paint of the business-like product of existing market store 96 hours at 50 DEG C after viscosity increase multiple substantially all between 1-1.5).Compared with traditional solvent-free insulated paint, it does not use reactive thinner, can really reach solvent-free environmental requirement.
Above-described embodiment is only for illustrating technical conceive of the present invention and feature; its object is to person skilled in the art can be understood content of the present invention and implement according to this; can not limit the scope of the invention with this; all equivalences done according to spirit of the present invention change or modify, and all should be encompassed within protection scope of the present invention.
Claims (9)
1. a solvent-free insulated paint, is characterized in that: it is made up of the component of following weight proportion:
(A) oxirane value is the sulfur-containing epoxy resin 100 parts of 0.4 ~ 0.6mol/100g;
(B) oxirane value is the cycloaliphatic epoxy resin 20 ~ 100 parts of 0.3 ~ 0.6mol/100g;
(C) 40 ~ 200 parts, solidifying agent;
(D) curing catalyst 0.1 ~ 2 part;
The structural formula of described sulfur-containing epoxy resin is such as formula shown in (I) or (II):
In formula (II): R
1represent O, CH
2or C (CH
3)
2.
2. solvent-free insulated paint according to claim 1, is characterized in that: the viscosity of described cycloaliphatic epoxy resin is between 100 ~ 12000cp/25 DEG C.
3. solvent-free insulated paint according to claim 1, is characterized in that: described solidifying agent is be selected from anhydrides, boron amide class, imidazoles, triphenylphosphine Ji one or more mixture of Qi phosphonium salt.
4. solvent-free insulated paint according to claim 1, is characterized in that: described curing catalyst is be selected from metal salt of organic carboxylic acid, acetyl acetone salt, boron amide class, imidazoles, triphenylphosphine Ji one or more mixture of Qi phosphonium salt.
5. a preparation method for the solvent-free insulated paint any one of Claims 1-4 described in claim, is characterized in that: comprise the steps:
(1), make two mercaptan compounds and glycidyl methacrylate under temperature-5 DEG C-20 DEG C and stopper exist, stirring reaction 4 ~ 10 hours, generate described sulfur-containing epoxy resin, add that quality is glycidyl methacrylate quality 0.1% ~ 1% of described stopper;
(2), by formula rate, sulfur-containing epoxy resin, cycloaliphatic epoxy resin, solidifying agent and curing catalyst are mixed, obtain described solvent-free insulated paint.
6. preparation method according to claim 5, it is characterized in that: two described mercaptan compounds for be selected from a phenylene dimercaptan, adjacent phenylene dimercaptan, to phenylene dimercaptan, 4,4 '-dimercapto diphenyl ether, 4,4 '-dimercapto ditan and 4, one or more the combination in 4 '-dimercapto diphenyl propane.
7. preparation method according to claim 5, is characterized in that: described stopper is Resorcinol.
8. preparation method according to claim 5, it is characterized in that: described method is implemented as follows: at temperature-5-20 DEG C, two mercaptan compounds, glycidyl methacrylate and stopper is slowly added in reactor, after mixing, insulation reaction at temperature-5-20 DEG C, after reaction terminates, removes unreacted glycidyl methacrylate by underpressure distillation, obtain weak yellow liquid, be described sulfur-containing epoxy resin.
9. the preparation method any one of claim 5 to 8 described in claim, is characterized in that: two described mercaptan compounds and the molar ratio of described glycidyl methacrylate are 1:2.0 ~ 2.1.
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| CN101486870A (en) * | 2009-02-16 | 2009-07-22 | 吴江市太湖绝缘材料厂 | Solvent-free insulated paint |
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| CN101486870A (en) * | 2009-02-16 | 2009-07-22 | 吴江市太湖绝缘材料厂 | Solvent-free insulated paint |
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| 两种含硫光学树脂的合成与性能研究;林权等;《高分子学报》;19990630(第3期);368-372 * |
| 高折射率含硫环氧树脂PTETE的合成与表征;张道洪等;《粘接》;20050831;第26卷(第4期);1-2 * |
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