CN102702479A - Method for synthesizing modified epoxy acrylate - Google Patents
Method for synthesizing modified epoxy acrylate Download PDFInfo
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- CN102702479A CN102702479A CN2012102191714A CN201210219171A CN102702479A CN 102702479 A CN102702479 A CN 102702479A CN 2012102191714 A CN2012102191714 A CN 2012102191714A CN 201210219171 A CN201210219171 A CN 201210219171A CN 102702479 A CN102702479 A CN 102702479A
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Abstract
The invention discloses a method for synthesizing modified epoxy acrylate. The method comprises the steps of: A, adding 18-22 parts by weight of reactive diluent, 20-30 parts by weight of anhydride, 0.1-0.3 part by weight of inhibitor, 0.1-0.2 part by weight of catalyst and 0.2-0.4 part by weight of antioxidant into a synthesizer; B, cooling the mixture obtained in the step A to 100 plus or minus 2 DEG C, adding 30-40 parts by weight of epoxy resin, 0.1-0.3 part by weight of catalyst, 0.1-0.3 part by weight of inhibitor and 0.1-0.2 part by weight of antioxidant, heating the mixture to 105 plus or minus 2 DEG C and carrying out heat insulation for 2 plus or minus 0.5 hours, then heating to 110-115 DEG C and carrying out heat insulation for 2 plus or minus 0.5 hours until AV is not larger than 10; and C, cooling the mixture which is obtained in the step B to below 95 DEG C, then adding 15-25 parts by weight of non-benzene activated monomer, uniformly stirring the mixture and cooling to 80 plus or minus 2 DEG C. The product which is obtained by the method has good performance and high environmental friendliness..
Description
Technical field
The present invention relates to a kind of coating of chemical field, particularly a kind of compound method of modified epoxy acrylic ester.
Background technology
Existing epoxy resin exists that anti-xanthochromia is bad, poor in flexibility, pigment wettability are bad, curing speed waits problem slowly.Modified epoxy acrylic ester is the base resin that is widely used in UV coating, has identical with standard epoxy or similar rerum natura; Be superior to common standard epoxy resin at aspects such as surface brightness, yellowing resistance and anti-shrinkabilitys; Be widely used in the spraying of woodwork coating, plastic cement lacquer, ink paper article glazing is waited until UV paint field and UV printing-ink system; But existing compound method is loaded down with trivial details, and the feature of environmental protection is bad, and product performance are also unstable.
Summary of the invention
To above-mentioned technological deficiency, the present invention provides a kind of production cost low, the compound method of the modified epoxy acrylic ester of good product performance.
For solving the problems of the technologies described above; The technical scheme that the present invention adopted is: a kind of compound method of modified epoxy acrylic ester; Step is: A, in synthesizer, to add parts by weight be 18～22 parts reactive thinner, 20～30 parts of acid anhydrides, 0.1～0.3 part of stopper, 0.1～0.2 part of catalyzer and 0.2～0.4 part of oxidation inhibitor; Be warming up to 95～100 ℃, insulation reaction is warming up to 105 ± 2 ℃ of insulations again after 2 ± 0.5 hours, until AV≤220; B, the mixture of step B is cooled to 100 ± 2 ℃; Adding parts by weight is 30～40 parts of epoxy resin, 0.1～0.3 part of catalyzer, 0.1～0.3 part of stopper and 0.1～0.2 part of oxidation inhibitor; Be warming up to 105 ± 2 ℃ of insulations and be warming up to 110～115 ℃ of insulations 2 ± 0.5 hours after 2 ± 0.5 hours again, until AV≤10; C, the mixture of step B gained is cooled to below 95 ℃, adding parts by weight again is 15～25 parts of no benzene reactive monomers, stirs, and is cooled to 80 ± 2 ℃ of mistakes and filters modified epoxy acrylic ester.Described synthesizer is to be furnished with in the four-hole boiling flask of whisking appliance, prolong, TM and constant pressure liquid liquid funnel.Said A
VThe detection method of value is following:
1. the instrument of usefulness: base buret; Balance (sensibility reciprocal is 0.001g); The 250ml Erlenmeyer flask.
2. the Pottasium Hydroxide ethanol standardized solution of the reagent of usefulness and solution: 0.1mol/L; Toluene-ethanol (95%) mixing solutions: 1:1 mixes by volume; 1% phenolphthalein indicator.
3. determination step
Take by weighing sample 1～3g (being accurate to 0.001g) in the 250ml Erlenmeyer flask; Add 25ml toluene-alcohol mixed solution sample dissolution; With 3～4 of phenolphthalein indicators, after shaking up, use the firm pinkiness of Pottasium Hydroxide ethanol standard solution titration to solution and in 10s, do not disappear to be terminal point.Do blank test simultaneously.(, can suitably increase the consumption of toluene-alcohol mixed solution if sample dissolution is poor.）
4. method of calculation
In the formula:
C---the volumetric molar concentration of Pottasium Hydroxide ethanol standardized solution, (mol/L).
V
1---the titration sample consumes the volume of Pottasium Hydroxide standardized solution, (ml).
V
2---the blank volume that consumes the Pottasium Hydroxide standardized solution of titration, (ml).
The weight of M---sample, (g).
56.11---the milligram number of every mmole Pottasium Hydroxide.
The adz of two groups of data of replicate(determination) is not more than 0.3 mgKOH/g.
Further: in the compound method of above-mentioned kind of modified epoxy acrylic ester; Said reactive thinner is one or more a mixture in Rocryl 400, Hydroxyethyl acrylate, Propylene glycol monoacrylate, the Rocryl 410; For improving yellowing resistance, good sticking power; Preferably, said reactive thinner is a Hydroxyethyl acrylate.Described acid anhydrides is at least a in Pyroglutaric acid, THPA, the phthalic anhydride, for improving curing speed, containing that benzene is low, cost is low, is preferably THPA.Said epoxy resin is at least a in the many epoxy resin of phenolic aldehyde, bisphenol A type epoxy resin and the aliphatic epoxy resin, for improving the snappiness of product, is preferably bisphenol A type epoxy resin.Said catalyzer is at least a in tetramethyl ammonium chloride, benzyltriethylammoinium chloride and the triphenyl phosphorus, be improve catalytic activity can, product viscosity is low, preferred, said catalyzer is a triphenyl phosphorus.Said stopper is at least a in p methoxy phenol, the MEHQ, is preferably MEHQ.Said oxidation inhibitor is at least a in Hypophosporous Acid, 50, the pentaerythritol tetrathioglycollate, is preferably Hypophosporous Acid, 50.Said no benzene reactive monomer is at least a in tripropylene glycol diacrylate, hexa-methylene diacrylate, Viscoat 295 and the pentaerythritol triacrylate; For reducing product viscosity, improving leveling characteristics, be preferably no benzene tripropylene glycol diacrylate.
Compared with prior art; The present invention, forms with the epoxy resin addition reaction the first reaction of reactive thinner and acid anhydrides through earlier again, makes that a kind of curing speed is fast, leveling characteristics is good, pigment wettability is good, snappiness is splendid, yellowing resistance is excellent; The modified epoxy acrylic ester of good adhesion; Cost is low, and low price is widely used in market.
Embodiment
Below principle of the present invention and characteristic are described, institute gives an actual example and only is used to explain the present invention, and non-limiting scope of the present invention.
Embodiment 1
At first, in the four-hole boiling flask of being furnished with whisking appliance, TM, constant pressure funnel and prolong, add Hydroxyethyl acrylate 110g; HHPA 146g, MEHQ 0.5g, triphenyl phosphorus 1g; Hypophosporous Acid, 50 0.5g, slowly heating up makes the material temperature at 95 ~ 100 ℃, and insulation reaction is 2.5 hours under this temperature; AV is surveyed in sampling, is warming up to 105 ℃ of insulations, until AV≤220.After AV is qualified, is cooled to 100 ℃ and adds epoxy resin 200g, triphenyl phosphorus 1g, MEHQ 0.5g slowly is warming up to 105 ℃ of insulations 2 hours, is warming up to 110 ~ 115 ℃ of insulations 2 hours, and AV is surveyed in sampling, until AV≤5.After AV is qualified, be cooled to below 95 ℃ a kind of no benzene tripropylene glycol diacrylate of suction
110g, stir, cool to 80 ℃, filter and package with 100 order filter bags.
Embodiment 2
At first, in the four-hole boiling flask of being furnished with whisking appliance, TM, constant pressure funnel and prolong, add Hydroxyethyl acrylate 110g; THPA 144g, MEHQ 0.5g, triphenyl phosphorus 1g; Hypophosporous Acid, 50 0.5g, slowly heating up makes the material temperature at 95 ~ 100 ℃, and insulation reaction is 2 hours under this temperature; AV is surveyed in sampling, is warming up to 105 ℃ of insulations, until AV≤220.After AV is qualified, is cooled to 100 ℃ and adds epoxy resin 200g, triphenyl phosphorus 1g, MEHQ 0.5g slowly is warming up to 105 ℃ of insulations 2 hours, is warming up to 110 ~ 115 ℃ of insulations 2 hours, and AV is surveyed in sampling, until AV≤5.After AV is qualified, be cooled to below 95 ℃ a kind of no benzene tripropylene glycol diacrylate of suction
110g, stir, cool to 80 ℃, filter and package with 100 order filter bags.
Embodiment 3
At first, in the four-hole boiling flask of being furnished with whisking appliance, TM, constant pressure funnel and prolong, add Hydroxyethyl acrylate 115g; THPA 144g, MEHQ 0.5g, triphenyl phosphorus 1g; Hypophosporous Acid, 50 0.5g, slowly heating up makes the material temperature at 95 ~ 100 ℃, and insulation reaction is 2 hours under this temperature; AV is surveyed in sampling, is warming up to 105 ℃ of insulations, until AV≤220.After AV is qualified, is cooled to 100 ℃ and adds epoxy resin 210g, triphenyl phosphorus 1g, MEHQ 0.5g, Hypophosporous Acid, 50 0.5g slowly is warming up to 105 ℃ of insulations 2 hours, is warming up to 110 ~ 115 ℃ of insulations 2 hours, and AV is surveyed in sampling, until AV≤5.After AV is qualified, be cooled to below 95 ℃ a kind of no benzene tripropylene glycol diacrylate 11 of suction
5g, stir, cool to 80 ℃, filter and package with 100 order filter bags.
Performance parameter test is following:
The curing speed testing method:
The mixed of 1. sample and light trigger being pressed 100:4;
2. wet film preparing device (indicating one of 50um faces down) level is placed on the slick white ceramic tiles, mixture is drained into wet film preparing device limit with glass stick;
3. both hands by moving behind the forward direction, are hung up the thick film of 50um by at the two ends of wet film preparing device;
4. regulate the energy of photo solidification machine, till wet film just solidifies, write down energy.
Hardness measuring method is following:
1. with sample and light trigger mixed with 100:4;
2. wet film preparing device (indicating one of 100 um faces down) is placed on the MDF of accomplishing fluently the end, mixture is drained into wet film preparing device limit with glass stick;
3. both hands by moving behind the forward direction, are hung up the thick wet film of 100um by at the two ends of wet film preparing device;
4. then at 395mJ/cm
2Energy descended machine one time;
5. survey hardness (hard-tipped pen scratch hardness method detects and distinguishes comparison with 6H to 13 ranks of 6B) with the pencil method at last, write down the number of degrees.
The snappiness testing method is following:
The mixed of 1. pressing 100:4 to sample and light trigger;
2. wet film preparing device (indicating 100um down) level is placed on the slick white ceramic tiles, mixture is drained into wet film preparing device limit with glass stick;
3. both hands by moving behind the forward direction, scrape the wet film of 100um by at the two ends of wet film preparing device;
4. draw down the film of 3*4cm then with pocket knife;
5. adopt business card doubling method to detect for the paint film of high-flexibility, grow with business card fold position 2CM and with inferior its snappiness of measuring of doubling with paint film.
Adhesion test method is following:
1. with sample and light trigger with the mixed of 100:4, open rare with opening profit then to 10-16s (being coated with-4 glasss);
The appearance liquid that 2. will prepare is sprayed on the MDF of accomplishing fluently the end;
3. toasted 5 minutes;
4. use 395mJ/cm then
2Cross machine one time;
5. measure sticking power with hundred lattice methods at last.
The leveling characteristics testing method is following:
1. sample is poured on the clean smooth sheet glass, smears fast evenly with glass stick;
2. after treating that glass stick leaves, pick up counting;
3. till wet film on the sheet glass was smooth, t recorded the time.
The yellowing resistance testing method is following:
1. product is scraped on the white background ceramic tile with coating device after by the recipe configuration of same UV coating, thickness is 50 microns;
2. at 70mJ/cm
2(or under minimum solid fast energy) energy solidifies down, at 395mJ/cm
2Energy descended photo solidification machine 7 times to use colorimetric card measuring colour difference ratio, strong and weak to measure aberration display digit metering yellowing resistance.
Through test, performance comparison result is following:
Find out from test result; The modified epoxy acrylic ester of the present invention preparation has that curing speed is fast, high firmness, snappiness are good, good leveling property, outstanding, low, the low cost and other advantages of smell of anti-yellowing property; Can be used on plastic cement, metal, printing ink, laser disc, printing, the paper gloss oil, product is more safe and reliable.
Claims (8)
1. the compound method of a modified epoxy acrylic ester, step is:
A, in synthesizer, to add parts by weight be 18～22 parts reactive thinner, 20～30 parts of acid anhydrides, 0.1～0.3 part of stopper, 0.1～0.2 part of catalyzer and 0.2～0.4 part of oxidation inhibitor; Be warming up to 95～100 ℃; Insulation reaction is warming up to 105 ± 2 ℃ of insulations again after 2 ± 0.5 hours, until AV≤220;
B, the mixture of step B is cooled to 100 ± 2 ℃; Adding parts by weight is 30～40 parts of epoxy resin, 0.1～0.3 part of catalyzer, 0.1～0.3 part of stopper and 0.1～0.2 part of oxidation inhibitor; Be warming up to 105 ± 2 ℃ of insulations and be warming up to 110～115 ℃ of insulations 2 ± 0.5 hours after 2 ± 0.5 hours again, until AV≤10;
C, the mixture of step B gained is cooled to below 95 ℃, adding parts by weight again is 15～25 parts of no benzene reactive monomers, stirs, and is cooled to 80 ± 2 ℃ of mistakes and filters modified epoxy acrylic ester.
2. the compound method of modified epoxy acrylic ester according to claim 1 is characterized in that: said reactive thinner is one or more a mixture in Rocryl 400, Hydroxyethyl acrylate, Propylene glycol monoacrylate, the Rocryl 410.
3. according to the sharp compound method that requires 2 described modified epoxy acrylic esters of tree, it is characterized in that: described acid anhydrides is at least a in Pyroglutaric acid, THPA, phthalic anhydride, the HHPA.
4. the compound method of modified epoxy acrylic ester according to claim 3 is characterized in that: said stopper is at least a in p methoxy phenol, the MEHQ.
5. the compound method of modified epoxy acrylic ester according to claim 4 is characterized in that: catalyzer is at least a in tetramethyl ammonium chloride, benzyltriethylammoinium chloride and the triphenyl phosphorus.
6. the compound method of modified epoxy acrylic ester according to claim 5 is characterized in that: said oxidation inhibitor is at least a in Hypophosporous Acid, 50, the pentaerythritol tetrathioglycollate.
7. the compound method of modified epoxy acrylic ester according to claim 6, it is characterized in that: said epoxy resin is one or both of the many epoxy resin of phenolic aldehyde, bisphenol A type epoxy resin and aliphatic epoxy resin.
8. the compound method of modified epoxy acrylic ester according to claim 7 is characterized in that: said no benzene reactive monomer is at least a in tripropylene glycol diacrylate, hexa-methylene diacrylate, Viscoat 295 and the pentaerythritol triacrylate.
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| Application Number | Priority Date | Filing Date | Title |
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| CN2012102191714A CN102702479A (en) | 2012-06-29 | 2012-06-29 | Method for synthesizing modified epoxy acrylate |
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| CN2012102191714A CN102702479A (en) | 2012-06-29 | 2012-06-29 | Method for synthesizing modified epoxy acrylate |
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102942680A (en) * | 2012-12-10 | 2013-02-27 | 苏州市明大高分子科技材料有限公司 | Ultraviolet-cured high-temperature-resistant epoxy acrylate and preparation method thereof |
| CN102952254A (en) * | 2012-10-30 | 2013-03-06 | 张厚远 | Synthetic method of low-viscosity electron beam curing resin |
| CN103214654A (en) * | 2013-01-17 | 2013-07-24 | 中山市科田电子材料有限公司 | One-step-feeding method for preparing phthalic-anhydride-modified epoxy acrylate, and formula thereof |
| CN103497309A (en) * | 2013-10-11 | 2014-01-08 | 湖南邦弗特新材料技术有限公司 | Preparation method of low-cost anti-yellowing UV resin |
| CN105461899A (en) * | 2015-12-08 | 2016-04-06 | 王景泉 | Natural-based modified light-cured resin and preparation method thereof |
| CN106831624A (en) * | 2017-01-14 | 2017-06-13 | 中山市博海精细化工有限公司 | A kind of lacquer as woodenware finish UV resins and preparation method thereof |
| CN107858081A (en) * | 2017-11-21 | 2018-03-30 | 苏州市明大高分子科技材料有限公司 | A kind of uV curable showering low luster coating composition and preparation method thereof |
| CN109517140A (en) * | 2018-09-30 | 2019-03-26 | 中山市博海精细化工有限公司 | A kind of color inhibition UV resin and preparation method thereof |
| CN109575238A (en) * | 2018-11-06 | 2019-04-05 | 江苏睿浦树脂科技有限公司 | A kind of UV light-cured epoxy acrylate and preparation method thereof |
| CN109929375A (en) * | 2017-12-15 | 2019-06-25 | 惠州市长润发涂料有限公司 | A kind of polyester acrylate and preparation method thereof suitable for UV spraying light fine flour |
| CN111217988A (en) * | 2019-12-31 | 2020-06-02 | 广东立邦长润发科技材料有限公司 | Ultraviolet-curable multifunctional epoxy acrylate and preparation method thereof |
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| CN113817347A (en) * | 2021-09-18 | 2021-12-21 | 瑞通高分子科技(浙江)有限公司 | Preparation method of Ultraviolet (UV) curable water-resistant glass coating |
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| CN101205290A (en) * | 2007-11-30 | 2008-06-25 | 华南理工大学 | Isocyanate modified epoxy acrylic ester and preparation thereof |
| CN102504198A (en) * | 2011-10-21 | 2012-06-20 | 江苏三木化工股份有限公司 | Method for preparing modified epoxy acrylate |
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- 2012-06-29 CN CN2012102191714A patent/CN102702479A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101205290A (en) * | 2007-11-30 | 2008-06-25 | 华南理工大学 | Isocyanate modified epoxy acrylic ester and preparation thereof |
| CN102504198A (en) * | 2011-10-21 | 2012-06-20 | 江苏三木化工股份有限公司 | Method for preparing modified epoxy acrylate |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102952254B (en) * | 2012-10-30 | 2014-05-21 | 张厚远 | Synthetic method of low-viscosity electron beam curing resin |
| CN102952254A (en) * | 2012-10-30 | 2013-03-06 | 张厚远 | Synthetic method of low-viscosity electron beam curing resin |
| CN102942680A (en) * | 2012-12-10 | 2013-02-27 | 苏州市明大高分子科技材料有限公司 | Ultraviolet-cured high-temperature-resistant epoxy acrylate and preparation method thereof |
| CN103214654A (en) * | 2013-01-17 | 2013-07-24 | 中山市科田电子材料有限公司 | One-step-feeding method for preparing phthalic-anhydride-modified epoxy acrylate, and formula thereof |
| CN103497309B (en) * | 2013-10-11 | 2016-06-08 | 湖南邦弗特新材料技术有限公司 | The preparation method of the UV resin of a kind of low cost color inhibition |
| CN103497309A (en) * | 2013-10-11 | 2014-01-08 | 湖南邦弗特新材料技术有限公司 | Preparation method of low-cost anti-yellowing UV resin |
| CN105461899A (en) * | 2015-12-08 | 2016-04-06 | 王景泉 | Natural-based modified light-cured resin and preparation method thereof |
| CN106831624A (en) * | 2017-01-14 | 2017-06-13 | 中山市博海精细化工有限公司 | A kind of lacquer as woodenware finish UV resins and preparation method thereof |
| CN107858081A (en) * | 2017-11-21 | 2018-03-30 | 苏州市明大高分子科技材料有限公司 | A kind of uV curable showering low luster coating composition and preparation method thereof |
| CN109929375A (en) * | 2017-12-15 | 2019-06-25 | 惠州市长润发涂料有限公司 | A kind of polyester acrylate and preparation method thereof suitable for UV spraying light fine flour |
| CN109517140A (en) * | 2018-09-30 | 2019-03-26 | 中山市博海精细化工有限公司 | A kind of color inhibition UV resin and preparation method thereof |
| CN109575238A (en) * | 2018-11-06 | 2019-04-05 | 江苏睿浦树脂科技有限公司 | A kind of UV light-cured epoxy acrylate and preparation method thereof |
| CN111217988A (en) * | 2019-12-31 | 2020-06-02 | 广东立邦长润发科技材料有限公司 | Ultraviolet-curable multifunctional epoxy acrylate and preparation method thereof |
| CN112409574A (en) * | 2020-11-24 | 2021-02-26 | 广东立邦长润发科技材料有限公司 | Ultraviolet light curing bright white resin and preparation method thereof |
| CN113817347A (en) * | 2021-09-18 | 2021-12-21 | 瑞通高分子科技(浙江)有限公司 | Preparation method of Ultraviolet (UV) curable water-resistant glass coating |
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Application publication date: 20121003 |