CN101838369A - Monomer composition for manufacturing chameleon glass blocks and method for preparing chameleon glass blocks - Google Patents
Monomer composition for manufacturing chameleon glass blocks and method for preparing chameleon glass blocks Download PDFInfo
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- CN101838369A CN101838369A CN200910047723A CN200910047723A CN101838369A CN 101838369 A CN101838369 A CN 101838369A CN 200910047723 A CN200910047723 A CN 200910047723A CN 200910047723 A CN200910047723 A CN 200910047723A CN 101838369 A CN101838369 A CN 101838369A
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Abstract
The invention provides a monomer composition for manufacturing chameleon glass blocks and a method for preparing chameleon glass blocks. The composition comprises the following components in percentage by weight: 1, a monomer mixture: 40 to 70 percent of (methyl) acrylic resin, 20 to 40 percent of ethenyl monomer and 10 to 20 percent of crosslinker; and 2, auxiliary material and assistant for 1,000 grams of monomer mixture: 0.1 to 1 gram of chromotropic dye, 0.05 to 0.2 gram of ultraviolet absorber, 2 to 6 grams of antioxidant, 2 to 6 grams of stabilizer, 1 to 5 grams of polymerization additive and 0.8 to 5 grams of polymerization initiator. The reflection index of the obtained chameleon glass blocks is 1.60 to 1.63 and the transmittance after color change is 20 percent. Therefore, the effect that one pair of glasses can be used for multiple purposes is achieved.
Description
Technical field
The present invention relates to a kind of preparation method who makes the composition and the chameleon glass block of resin eyeglass, be specifically related to a kind of composition that is used to make the high refractive index resins chameleon glass block.
Background technology
At present, making the resin chameleon glass block has two kinds of technology, and one is the top coat technology, this technology can various eyeglasses (height. in. low-refraction) surface realizes photochromic function; Another kind is gone into formula for Erbium-doped, and photochromic dyes and lens monomer are mixed, and makes the eyeglass with photochromic function by being heating and curing, and mostly is middle specific refractory power eyeglass at present, accounts for the overwhelming majority of selling market; The high refractive index resins color-changing lens does not put goods on the market owing to discoloration is good.
Summary of the invention
The technical problem that the present invention need solve is to disclose a kind of preparation method who makes the monomer composition and the chameleon glass block of chameleon glass block, to overcome the above-mentioned defective that prior art exists.
Component and the weight percent content that is used to make the monomer composition of high refractive index resins chameleon glass block of the present invention comprises:
(1) monomer mixture:
(methyl) acrylic resin 40%～70%
Vinyl monomer 20%～40%
Linking agent 10%～20%
(2) one kilograms of used auxiliary materials of monomer mixture and auxiliary agent:
Chromotropic dye 0.1～1 gram
UV light absorber 0.05～0.2 gram
Oxidation inhibitor 2～6 grams
Photostabilizer 2～6 grams
Polymeric additive 1～5 gram
Polymerization starter 0.8～5 gram.
Described (methyl) acrylic resin be selected from methacrylic acid-2 naphthalene fat, (methyl) vinylformic acid to toluene fat, (methyl) vinylformic acid to bromobenzene fat, (methyl) vinylformic acid 2.4.6-tribromo-benzene fat, (methyl) vinylformic acid bromobenzene fat, tetrabromo-bisphenol two (methyl) acrylate, two (4-methacryloyl thio-phenyl thioether, tristane two (methyl) acrylate or pentacyclopentadecandimethanol two (methyl) acrylate between chlorobenzene fat, (methyl) vinylformic acid;
Described vinyl monomer is selected from vinylbenzene, vinyl toluene, ethyl styrene, Vinylstyrene or in the chloro-styrene more than one;
Described linking agent is selected from more than one in ethoxylated bisphenol A two (methyl) CALCIUM ACRYLATE, polyoxyethylene glycol two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, three (2-hydroxyethyl) isocyanuric acid fat three (methyl) acrylate, tetramethylolmethane three (methyl) acrylate, tetramethylolmethane four (methyl) acrylate or the five vinylformic acid Dipentaerythritol tetraacrylate;
Described chromotropic dye is selected from spiral aphthopyrans or spiral naphtho-oxazines;
Described UV light absorber be selected from 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole, 2,4-dihydroxy benaophenonel, 2,2 '-dihydroxyl-4-methoxy benzophenone, 2,2 '-dihydroxyl-4-n-octyl benzophenone, 2-hydroxyl-4-n-octyl benzophenone, 2-(3 '-tertiary butyl-2 '-hydroxyl-5 '-methyl-propyl)-5-chlorobenzotriazole, 2-(3 ', 5 '-di-tert-butyl-2 '-hydroxy phenyl)-5-chlorobenzotriazole, 2-(2 '-hydroxyl-3 ', 5 '-two tertiary amyl phenyl) and benzotriazole or (2-hydroxyl-uncle's 5-octyl group benzene fat) benzotriazole;
Described oxidation inhibitor is selected from four (β-(3,5-di-tert-butyl-4-hydroxy phenyl) propionic acid) seasons four amylalcohol, β (3,5-di-tert-butyl-4-hydroxy phenyl) propionic acid 18 fat, 1,3,5-three (3,5-di-tert-butyl-4-hydroxybenzyl) carbimide, 1,3,5-trimethylammonium-2,4,6-three (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 4,4 '-thiobis (6-tertiary butyl-3-methylphenol), thio-2 acid two lauric acid fat, 2, the 5-ditert-butylhydro quinone, 2,5-penta uncle two basic Resorcinol, 2,6-di-tert-butyl-4-methylphenol or 2,4, more than one in the 6-tri-tert-butylphenol;
Described photostabilizer is selected from 4-(tolysulfonyl amido)-2,2 ', 6,6 '-tetramethyl piperidine, sebacic acid two (1,2,2 ', 6,6 '-pentamethyl--4-piperidines alcohol radical) fat, tricresyl phosphite (1,2,2 ', 6,6 ' pentamethyl-piperidyl) fat, many methyl aggretion type piperidines, sebacic acid two (2,2 ', 6,6 '-tetramethyl piperidine) fat or 4 benzoic acid base-2,2 ', 6,6 '-tetramethyl piperidine;
Said polymeric additive is selected from thiomethyl alcohol, sulfur alcohol, lauryl mercaptan, monobromethane or methyl styrene dimer body;
Described polymerization starter is selected from more than one in ditertiary butyl peroxide, dicumyl peroxide, peroxidation (2 ethyl hexanoic acid) uncle fourth fat, azo two cyanogen in different heptan or the azo-bis-isobutyl cyanide;
Above-mentioned monomer composition can be used to prepare the high refractive index resins chameleon glass block, and the preparation method comprises the steps:
Above-mentioned composition is mixed, makes then, be poured in the mould, carry out polyreaction by following program then with 0.5～2 micron strainer filtration:
1. room temperature～44 are ℃ 0.5～1 hour
℃ 2.44----44 ℃ 11～13 hours
℃ 3.44----60 ℃ 2～4 hours
℃ 4.60----95 ℃ 4～6 hours
℃ 5.95----95 ℃ 2～3 hours
℃ 6.95-----60 ℃ 1.5～2.5 hours;
The demoulding can obtain the high refractive index resins chameleon glass block.
The high refractive index resins chameleon glass block that adopts composition of the present invention to make, has following premium properties: the specific refractory power height of eyeglass, specific refractory power can be regulated between 1.60 to 1.63, can make eyeglass U.S. more thin like this, make the wearer feel more comfortable, the original transmittance of eyeglass when vitreous state reaches more than 85%, through UV-light or solar light irradiation, therefore perspective ratio after the variable color is 20%, plays the effect that a mirror is used more, not only recoverable eyesight but also can make sun glasses, also have antiultraviolet and radiation-resistant function simultaneously, add UV light absorber, oxidation inhibitor, photostabilizer and combination cleverly can make the colour change function of eyeglass keep more than 2 years.Add polymeric additive and can make polymeric technology be easy to control, the moulding qualification rate can reach more than 95%.
Embodiment
Embodiment 1
Prescription (weight):
(methyl) vinylformic acid tree: tetrabromo-bisphenol dimethacrylate 400 grams
Vinyl monomer: Vinylstyrene 250 grams
Vinyl monomer: vinyl toluene 150 grams
Linking agent: polyoxyethylene glycol two (methyl) acrylate 200 grams
Chromotropic dye: spiral aphthopyrans 0.4 gram, Britain ROBINSON
The CHARCOAL GREY of company
Chromotropic dye: spiral naphtho-oxazines 0.1 gram
The SEA GREEN of Britain ROBINSON company
UV light absorber 2-(2 '-hydroxyl-3 ', 5 '-two tertiary amyl phenyl) and benzotriazole 0.1 gram
Oxidation inhibitor: β (3,5-di-tert-butyl-4-hydroxy phenyl) propionic acid 18 fat 2 grams
Oxidation inhibitor: 2,6-di-tert-butyl-4-methylphenol 2 grams
Photostabilizer: sebacic acid two (2,2 ', 6,6 '-tetramethyl piperidine) fat 4 grams
Polymeric additive: lauryl mercaptan 4 grams
Polymerization starter: azo-bis-isobutyl cyanide 0.5 gram
Polymerization starter: azo two cyanogen in different heptan 1.5 grams
The preparation method: above-mentioned composition after fully mixing, is poured into while filtering in the previously prepd glass mold with 0.5 micron strainer, and the mould that cast is good is put into air oven and is carried out polyreaction by following heating schedule:
(1). room temperature～44 ℃, 0.5 hour, (2) .44 ℃～44 ℃ 12 hours, (3) .44 ℃～60 ℃ 3 hours, (4) .60 ℃～95 ℃ 5 hours, (5) .95 ℃～95 ℃ 2 hours, (6) .95 ℃～60 ℃ 2 hours.
After heated polymerizable was finished, glass was removed mould and can be obtained the high refractive index resins chameleon glass block in the time of 60 ℃, again after the surface is coated with hard coat and vacuum plating anti-reflection look film can city's pin product.
Prepared eyeglass adopts the method for the standard code of ISO8980.3-2005 " burr ophthalmic lens third part: the requirement of transmission performance and testing method " to test, and the result is as follows:
1. the original transmittance of visible light: 85%
2. UV-light transmittance: 2%
3.15 minute transmittance: 25%
Other performance of eyeglass can both be passed through the requirement of QB2506-2005 " optical resin spectacles lens " standard.The specific refractory power actual measurement of eyeglass is: 1.602.
Embodiment 2
Prescription (weight):
Tetrabromo-bisphenol dimethacrylate 500 grams
Pentacyclopentadecandimethanol two (methyl) acrylate 200 grams
Vinylstyrene 150 grams
Vinyl toluene 50 grams
Ethoxyquin bisphenol a diacrylate 100 grams
Chromotropic dye 1 0.25 grams (the CHARCOAL GREY of Britain ROBINSON company)
Chromotropic dye 2 0.08 grams (the SEA GREEN of Britain ROBINSON company)
Chromotropic dye 3 0.2 grams (RUBYRED of Britain ROBINSON company)
2-(2 '-hydroxyl-3 ', 5 '-two tertiary amyl phenyl) and benzotriazole 0.1 gram
β (3,5-di-tert-butyl-4-hydroxy phenyl) propionic acid 18 fat 2 grams
2,6-di-tert-butyl-4-methylphenol 2 grams
Sebacic acid two (2,2 ', 6,6 '-tetramethyl piperidine) fat 4 grams
Monobromethane 2 grams
Azo-bis-isobutyl cyanide 0.5 gram
Azo two cyanogen in different heptan 1.5 grams
The preparation method: above-mentioned composition after fully mixing, is poured into while filtering in the previously prepd glass mold with 0.5 micron strainer, and the mould that cast is good is put into air oven and is carried out polyreaction by following heating schedule:
(1). room temperature～44 ℃ 0.5 hour, (2) .44 ℃～44 ℃ 12 hours, (3) .44 ℃～60 ℃ 3 hours, (4) .60 ℃～95 ℃ 5 hours, (5) .95 ℃～95 ℃ 2 hours, (6) .95 ℃～60 ℃ 2 hours;
After heated polymerizable was finished, glass was removed mould and can be obtained the high refractive index resins chameleon glass block in the time of 60 ℃, again after the surface is coated with hard coat and vacuum plating anti-reflection look film can city's pin product.
Prepared eyeglass adopts the method for the standard code of ISO8980.3-2005 " burr ophthalmic lens third part: the requirement of transmission performance and testing method " to test, and the result is as follows:
1. the original transmittance of visible light: 83%
2. UV-light transmittance: 2%
3.15 minute transmittance: 27%
Other performance of eyeglass can both be passed through the requirement of QB2506-2005 " optical resin spectacles lens " standard.The specific refractory power actual measurement of eyeglass is: 1.628.
Claims (11)
1. make the monomer composition of chameleon glass block, it is characterized in that component and weight percent content comprise:
(1) monomer mixture:
(methyl) acrylic resin 40%----70%
Vinyl monomer 20%----40%
Linking agent 10%----20%
(2) one kilograms of used auxiliary materials of monomer mixture and auxiliary agent:
Chromotropic dye 0.1-----1 gram
UV light absorber 0.05----0.2 gram
Oxidation inhibitor 2------6 gram
Photostabilizer 2------6 gram
Polymeric additive 1------5 gram
Polymerization starter 0.8------5 gram.
2. the monomer composition of manufacturing chameleon glass block according to claim 1; it is characterized in that, described (methyl) acrylic resin be selected from methacrylic acid-2 naphthalene fat, (methyl) vinylformic acid to toluene fat, (methyl) vinylformic acid to bromobenzene fat, (methyl) vinylformic acid 2.4.6-tribromo-benzene fat, (methyl) vinylformic acid bromobenzene fat, tetrabromo-bisphenol two (methyl) acrylate, two (4-methacryloyl thio-phenyl thioether, tristane two (methyl) acrylate or pentacyclopentadecandimethanol two (methyl) acrylate between chlorobenzene fat, (methyl) vinylformic acid.
3. the monomer composition of manufacturing chameleon glass block according to claim 1 is characterized in that, described vinyl monomer is selected from vinylbenzene, vinyl toluene, ethyl styrene, Vinylstyrene or in the chloro-styrene more than one.
4. the monomer composition of manufacturing chameleon glass block according to claim 1, it is characterized in that described linking agent is selected from more than one in ethoxylated bisphenol A two (methyl) CALCIUM ACRYLATE, polyoxyethylene glycol two (methyl) acrylate, trimethylolpropane tris (methyl) acrylate, three (2-hydroxyethyl) isocyanuric acid fat three (methyl) acrylate, tetramethylolmethane three (methyl) acrylate, tetramethylolmethane four (methyl) acrylate or the five vinylformic acid Dipentaerythritol tetraacrylate.
5. the monomer composition of manufacturing chameleon glass block according to claim 1 is characterized in that, described chromotropic dye is selected from spiral aphthopyrans or spiral naphtho-oxazines.
6. the monomer composition of manufacturing chameleon glass block according to claim 1, it is characterized in that, described UV light absorber be selected from 2-(2 '-hydroxyl-5 '-aminomethyl phenyl) benzotriazole, 2, the 4-dihydroxy benaophenonel, 2,2 '-dihydroxyl-4-methoxy benzophenone, 2,2 '-dihydroxyl-4-n-octyl benzophenone, 2-hydroxyl-4-n-octyl benzophenone, 2-(3 '-tertiary butyl-2 '-hydroxyl-5 '-methyl-propyl)-the 5-chlorobenzotriazole, 2-(3 ', 5 '-di-tert-butyl-2 '-hydroxy phenyl)-the 5-chlorobenzotriazole, 2-(2 '-hydroxyl-3 ', 5 '-two tertiary amyl phenyl) and benzotriazole or (2-hydroxyl-uncle's 5-octyl group benzene fat) benzotriazole.
7. the monomer composition of manufacturing chameleon glass block according to claim 1, it is characterized in that, described oxidation inhibitor is selected from four (β-(3,5-di-tert-butyl-4-hydroxy phenyl) propionic acid) seasons four amylalcohol, β (3,5-di-tert-butyl-4-hydroxy phenyl) propionic acid 18 fat, 1,3,5-three (3,5-di-tert-butyl-4-hydroxybenzyl) carbimide, 1,3,5-trimethylammonium-2,4,6-three (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 4,4 '-thiobis (6-tertiary butyl-3-methylphenol), thio-2 acid two lauric acid fat, 2, the 5-ditert-butylhydro quinone, 2,5-penta uncle two basic Resorcinol, 2,6-di-tert-butyl-4-methylphenol or 2,4, more than one in the 6-tri-tert-butylphenol.
8. the monomer composition of manufacturing chameleon glass block according to claim 1 is characterized in that, described photostabilizer is selected from 4-(tolysulfonyl amido)-2,2 ', 6,6 '-tetramethyl piperidine, sebacic acid two (1,2,2 ', 6,6 '-pentamethyl--4-piperidines alcohol radical) fat, tricresyl phosphite (1,2,2 ', 6,6 ' pentamethyl-piperidyl) fat, many methyl aggretion type piperidines, sebacic acid two (2,2 ', 6,6 '-tetramethyl piperidine) fat or 4 benzoic acid base-2,2 ', 6,6 '-tetramethyl piperidine.
9. the monomer composition of manufacturing chameleon glass block according to claim 1 is characterized in that, said polymeric additive is selected from thiomethyl alcohol, sulfur alcohol, lauryl mercaptan, monobromethane or methyl styrene dimer body.
10. the monomer composition of manufacturing chameleon glass block according to claim 1, it is characterized in that described polymerization starter is selected from more than one in ditertiary butyl peroxide, dicumyl peroxide, peroxidation (2 ethyl hexanoic acid) uncle fourth fat, azo two cyanogen in different heptan or the azo-bis-isobutyl cyanide.
11. prepare the method for high refractive index resins chameleon glass block with each described monomer composition of claim 1～11, comprise the steps:
Above-mentioned composition is mixed, makes then, be poured in the mould, carry out polyreaction by following program then with 0.5～2 micron strainer filtration:
1. room temperature～44 are ℃ 0.5～1 hour
℃ 2.44----44 ℃ 11～13 hours
℃ 3.44----60 ℃ 2～4 hours
℃ 4.60----95 ℃ 4～6 hours
℃ 5.95----95 ℃ 2～3 hours
℃ 6.95-----60 ℃ 1.5～2.5 hours;
The demoulding can obtain the high refractive index resins chameleon glass block.
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| CN200910047723A CN101838369A (en) | 2009-03-17 | 2009-03-17 | Monomer composition for manufacturing chameleon glass blocks and method for preparing chameleon glass blocks |
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| CN102432247A (en) * | 2011-09-20 | 2012-05-02 | 刘丽荣 | Far-infrared solar energy storage material and its production method |
| CN102675538A (en) * | 2012-05-23 | 2012-09-19 | 江苏明月光电科技有限公司 | Combination for preparing high-light-transmittance and high-weather-resistance optical lens materials |
| CN102775536A (en) * | 2012-07-27 | 2012-11-14 | 珠海出入境检验检疫局检验检疫技术中心 | Preparation method of reference material for analysis of UV absorber content in polystyrene plastic |
| CN103676203A (en) * | 2013-12-05 | 2014-03-26 | 上海伟星光学有限公司 | Dark brown resin lens with visible-light color-changing performance and manufacture method thereof |
| CN105670602A (en) * | 2016-03-24 | 2016-06-15 | 江苏全真光学眼镜有限公司 | Photocurable photochromic material and preparation method thereof |
| CN106459555A (en) * | 2014-06-24 | 2017-02-22 | 埃西勒国际通用光学公司 | Composition for the manufacture of an ophtalmic lens comprising an uv-absorber and an anti-yellowing additive |
| CN107015380A (en) * | 2017-04-14 | 2017-08-04 | 温州富奇士光电材料有限公司 | Change colour layer material, product and preparation method thereof |
| CN107643607A (en) * | 2017-10-09 | 2018-01-30 | 苏州骏丰光学有限公司 | A kind of 1.56 refractive index resin eyeglasses and manufacture method with protection royal purple optical property |
| CN110627971A (en) * | 2019-09-26 | 2019-12-31 | 苏州鑫河镜业有限公司 | Novel anti-aging and anti-impact photochromic lens and preparation method thereof |
| CN110673360A (en) * | 2019-11-14 | 2020-01-10 | 镇江视伟光学有限公司 | Manufacturing method of anti-UV 420 color-changing lens with refractive index of 1.56 |
| CN113845619A (en) * | 2021-09-30 | 2021-12-28 | 山东鲁源化工科技有限公司 | High-refractive-index color-changing monomer and preparation method and application thereof |
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2009
- 2009-03-17 CN CN200910047723A patent/CN101838369A/en active Pending
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| CN102432247B (en) * | 2011-09-20 | 2013-09-18 | 刘丽荣 | Far-infrared solar energy storage material and its production method |
| CN102432247A (en) * | 2011-09-20 | 2012-05-02 | 刘丽荣 | Far-infrared solar energy storage material and its production method |
| CN102675538A (en) * | 2012-05-23 | 2012-09-19 | 江苏明月光电科技有限公司 | Combination for preparing high-light-transmittance and high-weather-resistance optical lens materials |
| CN102775536B (en) * | 2012-07-27 | 2014-06-25 | 珠海出入境检验检疫局检验检疫技术中心 | Preparation method of reference material for analysis of UV absorber content in polystyrene plastic |
| CN102775536A (en) * | 2012-07-27 | 2012-11-14 | 珠海出入境检验检疫局检验检疫技术中心 | Preparation method of reference material for analysis of UV absorber content in polystyrene plastic |
| CN103676203B (en) * | 2013-12-05 | 2014-11-12 | 上海伟星光学有限公司 | Dark brown resin lens with visible-light color-changing performance and manufacture method thereof |
| CN103676203A (en) * | 2013-12-05 | 2014-03-26 | 上海伟星光学有限公司 | Dark brown resin lens with visible-light color-changing performance and manufacture method thereof |
| CN106459555A (en) * | 2014-06-24 | 2017-02-22 | 埃西勒国际通用光学公司 | Composition for the manufacture of an ophtalmic lens comprising an uv-absorber and an anti-yellowing additive |
| CN105670602A (en) * | 2016-03-24 | 2016-06-15 | 江苏全真光学眼镜有限公司 | Photocurable photochromic material and preparation method thereof |
| CN107015380A (en) * | 2017-04-14 | 2017-08-04 | 温州富奇士光电材料有限公司 | Change colour layer material, product and preparation method thereof |
| CN107015380B (en) * | 2017-04-14 | 2020-06-16 | 温州富奇士光电材料有限公司 | Color-changing layer material, product and preparation method thereof |
| CN107643607A (en) * | 2017-10-09 | 2018-01-30 | 苏州骏丰光学有限公司 | A kind of 1.56 refractive index resin eyeglasses and manufacture method with protection royal purple optical property |
| CN110627971A (en) * | 2019-09-26 | 2019-12-31 | 苏州鑫河镜业有限公司 | Novel anti-aging and anti-impact photochromic lens and preparation method thereof |
| CN110673360A (en) * | 2019-11-14 | 2020-01-10 | 镇江视伟光学有限公司 | Manufacturing method of anti-UV 420 color-changing lens with refractive index of 1.56 |
| CN113845619A (en) * | 2021-09-30 | 2021-12-28 | 山东鲁源化工科技有限公司 | High-refractive-index color-changing monomer and preparation method and application thereof |
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Application publication date: 20100922 |