CN105175608A - High-refractivity lens resin monomer - Google Patents

High-refractivity lens resin monomer Download PDF

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CN105175608A
CN105175608A CN 201510590690 CN201510590690A CN105175608A CN 105175608 A CN105175608 A CN 105175608A CN 201510590690 CN201510590690 CN 201510590690 CN 201510590690 A CN201510590690 A CN 201510590690A CN 105175608 A CN105175608 A CN 105175608A
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refractivity
high
resin
monomer
lens
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CN 201510590690
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CN105175608B (en )
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雷海波
崔存丽
冯仲善
安国成
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寿光市鲁源盐化有限公司
潍坊科技学院
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Abstract

The invention belongs to the technical field of optical resin materials, and particularly relates to a high-refractivity lens resin monomer which is composed of the following components in percentage by weight: 5-15% of dibenzyl maleate, 5-15% of styrene compound, 30-60% of diallyl terephthalate, diallyl isophthalate or mixture thereof and 30-40% of bromo ether. The preparation method comprises the following steps: proportionally taking the components, uniformly mixing, adding an initiator, degassing, injecting into a mold, putting in a drying oven, carrying out programmed heating to 120 DEG C, and cooling to room temperature. The high-refractivity lens resin monomer formed by component polymerization has the advantages of higher refractivity, higher impact resistance and higher wear resistance; and the refractivity can reach 1.60 or above. The preparation method provided by the invention has the advantages of simple technique, high process controllability and repetitiveness, mild reaction conditions, no pollution and low cost.

Description

一种高折射率镜片树脂单体 A high-refractive index lens resin monomer

技术领域 FIELD

[0001] 本发明属于光学树脂材料技术领域,尤其涉及一种高折射率镜片树脂单体。 [0001] The present invention belongs to the technical field of optical resin material, particularly to a high refractive index monomer lens resin.

背景技术 Background technique

[0002] 近年来,光学树脂镜片在国内外眼镜市场上异军突起,尤其是高折射率光学树脂镜片更以其质地轻、强度高、不易碎、高透光率、防紫外、超薄型等特有的优势,深受弱视群体的欢迎。 [0002] In recent years, optical resin lens in the domestic market, sudden emergence of the glasses, in particular a high refractive index optical resin lens is more texture, its light weight, high strength, non-friable, high transmittance, UV, and other unique ultra-thin the advantages, by amblyopia groups welcome. 通常,在镜片行业中以折射率达到1. 60以上的为高折射率,折射率达到1. 56以上的为中折射率,折射率在1. 56以下的为低折射率。 Typically, the refractive index in the lens industry to reach a high refractive index of 1.60, the refractive index is 1.56 or more in refractive index is a refractive index of 1.56 or less in a low refractive index. 有以主要成分是苯丙烯酸酯类与其它组分配制而成的化学单体制作而成的折射率为1. 56的光学树脂镜片,但其厚度较厚,且热阻性、可见光透光率性能较差,因此需要有制作高折射率树脂镜片的光学树脂单体材料。 There is a main ingredient in the preparation of cinnamic acid esters of monomers chemically with other components made of a refractive index of the optical resin lens of 1.56, but thicker, and thermal resistance, visible light transmittance poor performance, thus the need for an optical resin monomer material of a high refractive index resin lens.

发明内容 SUMMARY

[0003] 本发明的目的之一在于:针对现有技术存在的不足,提供一种折射率高、抗冲击能力强的高折射率镜片树脂单体。 [0003] One object of the present invention is: for the shortcomings of the prior art, to provide a high having a refractive index, strong impact of the high index lens resin monomer.

[0004] 为解决上述技术问题,本发明的技术方案是: [0004] To solve the above technical problem, the technical solution of the present invention is:

[0005] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯5~15%,苯乙烯类化合物5~15%,对苯二甲酸二烯丙酯或间苯二甲酸二烯丙酯或者两者的混合物30~60 %,含溴醚30~40 %。 [0005] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: maleic acid dibenzyl ester 5 to 15% styrene compound 5 to 15% terephthaloyl or a mixture of both or isophthalic acid diallyl phthalate, diallyl 30 to 60%, containing 30 to 40% bromine ether.

[0006] 其中,含溴醚的结构式如下: [0006] wherein the bromine-containing ether structural formula as follows:

[0007] [0007]

Figure CN105175608AD00031

[0008] 其化学名称为2, 2-双(4-(3-烯丙氧基-2-羟丙氧基)3, 5-二溴苯基)丙烷,英文名称为2, 2_bis (4-(3-(allyloxy)-2_hydroxypropoxy) _3, 5-dibromophenyl) propane。 [0008] Its chemical name is 2,2-bis (4- (3-allyloxy-2-hydroxypropoxy) 3, 5-dibromophenyl) propane, English name for 2, 2_bis (4- (3- (allyloxy) -2_hydroxypropoxy) _3, 5-dibromophenyl) propane.

[0009] 作为一种改进,按重量百分比,所述单体由以下组分组成:马来酸二苄酯7~ 10%,苯乙烯类化合物7~10%,对苯二甲酸二烯丙酯或间苯二甲酸二烯丙酯或者两者的混合物45~50 %,含溴醚35~40 %。 [0009] As an improvement, in weight percent, the monomer comprises the following components: maleic acid benzyl ester 7 to 10% styrene compound 7 to 10%, diallyl phthalate diallyl isophthalate or a mixture of both, or 45 to 50% bromine-containing ether 35 to 40%.

[0010] 作为进一步地改进,所述苯乙烯类化合物是苯乙烯或二乙烯基苯。 [0010] As a further improvement, the styrenic compound is styrene or divinylbenzene.

[0011] 本发明的目的之二在于:提供一种成本较低,工艺简单的高折射率镜片树脂单体的制备方法。 [0011] Another object of the present invention is that two of: providing a method for preparing a relatively low cost, simple process of a high refractive index monomer lens resin.

[0012] 为解决上述技术问题,本发明的技术方案是: [0012] To solve the above technical problem, the technical solution of the present invention is:

[0013] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤:按权利要求1所述的重量比取对苯二甲酸二烯丙酯或间苯二甲酸二烯丙酯或者两者的混合物、马来酸二苄酯、苯乙烯类化合物和含溴醚,混合搅拌均匀,加入引发剂,脱气,注模后放入烘箱, 1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 [0013] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of: according to claim 1, the weight ratio of diallyl terephthalate taken or diallyl isophthalate mixture of esters, or both, maleic acid benzyl ester, styrene compound and a bromine-containing ether, mixing evenly, the initiator is added, degassed, placed in an oven after injection molding, the 1 liter of 20 ° C 2h to 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, incubated 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, within a 1 ~ 5h 120 ° C cooled to room temperature, i.e., too.

[0014] 优选的,所述引发剂是偶氮二异丁腈或偶氮二异庚腈。 [0014] Preferably, the initiator is azobisisobutyronitrile or azobis iso-heptonitrile.

[0015] 作为一种改进,所述含溴醚按以下步骤合成:取反应物四溴双酚A和烯丙基缩水甘油醚,加入有机溶剂,然后混合搅拌均匀,所述有机溶剂的重量为所述反应物总重量的30~60%,再加入催化剂,所述催化剂的重量为所述反应物总重量的0. 3~3%,于30~ 80°C下搅拌、反应5~15h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,即得。 [0015] As an improvement, the bromine-containing ether synthesis following steps: Reaction from tetrabromobisphenol A and allyl glycidyl ether, adding an organic solvent, and then mixing evenly, the weight of the organic solvent is the reaction is 30 to 60% of the total weight of the composition, and then adding a catalyst, the weight of the catalyst is 0.3 to 3% of the total weight of the reaction mixture was stirred at 30 ~ 80 ° C, the reaction 5 ~ 15h, after completion of the reaction, the solvent was distilled off under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain.

[0016] 含溴醚的合成过程如下: [0016] The bromine-containing ether synthesis process is as follows:

[0017] [0017]

Figure CN105175608AD00041

[0018] 作为一种改进,所述四溴双酚A与所述烯丙基缩水甘油醚的摩尔比为1:1~2。 [0018] As an improvement, the molar ratio of tetrabromobisphenol A of the allyl glycidyl ether is 1: 1 ~ 2.

[0019] 优选的,所述有机溶剂为甲醇、乙醇或异丙醇。 [0019] Preferably, the organic solvent is methanol, ethanol or isopropanol.

[0020] 优选的,所述催化剂为三乙胺、三丙胺、三正丁胺、N,N_二甲基苄胺或N,N_二乙基节胺。 [0020] Preferably, the catalyst is triethylamine, tripropylamine, tributylamine, N, N_-dimethylbenzylamine or N, N_ section diethylamine.

[0021] 由于采用了上述技术方案,本发明的有益效果是: [0021] By adopting the technical solution, the beneficial effects of the present invention are:

[0022] 本发明提供的高折射率镜片树脂单体,组分中引入含溴醚,有效地提高了单体的折射率,组分中引进的马来酸二苄酯、苯乙烯类化合物和苯二甲酸二烯丙酯类化合物,各组分聚合后形成的单体,具有更高的折射率和更强的抗冲击性及耐磨性,其折射率可达1. 60 以上。 [0022] The high index lens of the present invention provides a resin monomer component introduced into the bromine-containing ether, effectively improve the refractive index of the monomer component introduced maleic acid benzyl ester, a styrene compound, and diallyl phthalate compounds, the components of the monomer after polymerization has a higher refractive index and a greater wear resistance and impact resistance, a refractive index of up to 1.60 or more. 本发明提供的制备方法,其工艺简单,过程的可控性和重复性好,反应条件温和,无污染,成本低,制得的产品折射率高,抗冲击性能好。 The present invention provides a method of preparation, which process is simple, controllability and reproducibility of the process, mild reaction conditions, pollution, low cost, high refractive index of the obtained product, good impact resistance.

具体实施方式 detailed description

[0023] 为了使本发明的目的、技术方案及优点更加清楚明白,以下结合实施例,对本发明进行进一步详细说明。 [0023] To make the objectives, technical solutions and advantages of the present invention will become more apparent hereinafter in conjunction with embodiments of the present invention will be further described in detail. 应当理解,此处所描述的具体实施例仅仅用以解释本发明,并不用于限定本发明。 It should be understood that the specific embodiments described herein are only intended to illustrate the present invention and are not intended to limit the present invention.

[0024] 实施例一 [0024] Example a

[0025] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯5 %,苯乙烯类化合物15 %,对苯二甲酸二烯丙酯类化合物50 %,含溴醚30 %;其中,苯乙烯类化合物为苯乙烯。 [0025] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: 5% benzyl ester of maleic acid, 15% styrene compound, diallyl terephthalate 50% of ester compounds, bromine-containing ether 30%; wherein the styrene compound is styrene.

[0026] 实施例二 [0026] Second Embodiment

[0027] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯10%,苯乙烯类化合物10%,间苯二甲酸二烯丙酯类化合物40%,含溴醚40%;其中, 苯乙烯类化合物为二乙烯基苯。 [0027] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: 10% benzyl ester of maleic acid, 10% styrene compound, diallyl isophthalate 40% of ester compounds, bromine-containing ether 40%; wherein the compound is styrene divinylbenzene.

[0028] 实施例三 [0028] Example three

[0029] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯15%,苯乙烯类化合物5%,对苯二甲酸二烯丙酯和间苯二甲酸二烯丙酯的混合物45%,含溴醚35%;其中,苯乙烯类化合物为苯乙烯,所述混合物中对苯二甲酸二烯丙酯和间苯二甲酸二烯丙酯按任意比例混合。 [0029] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: 15% benzyl ester of maleic acid, 5% styrene compound, diallyl terephthalate a mixture of ester and diallyl isophthalate 45% 35% ether containing bromine; wherein the styrene compound is styrene, said mixture between diallyl phthalate and diallyl phthalate propyl arbitrary mixing ratio.

[0030] 实施例四 [0030] Fourth Embodiment

[0031] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯15%,苯乙烯类化合物15%,间苯二甲酸二烯丙酯类化合物30%,含溴醚40%;其中, 苯乙烯类化合物为苯乙烯。 [0031] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: 15% benzyl ester of maleic acid, 15% styrene compound, diallyl isophthalate 30% of ester compounds, bromine-containing ether 40%; wherein the styrene compound is styrene.

[0032] 实施例五 [0032] Embodiment V

[0033] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯7 %,苯乙烯类化合物13 %,对苯二甲酸二烯丙酯60 %,含溴醚30 %;其中,苯乙烯类化合物为二乙烯基苯。 [0033] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: 7% maleic acid benzyl ester, 13% styrene compound, diallyl terephthalate ester 60%, 30% ether containing bromine; wherein the compound is styrene divinylbenzene.

[0034] 实施例六 [0034] Sixth Embodiment

[0035] -种高折射率镜片树脂单体,按重量百分比,所述单体由以下组分组成:马来酸二苄酯13 %,苯乙烯类化合物7 %,对苯二甲酸二烯丙酯30 %,含溴醚40 %;其中,苯乙烯类化合物为苯乙烯。 [0035] - a high refractive index lens resin monomer species, in weight percent, the monomer comprises the following components: maleic acid benzyl ester 13%, 7% styrene compound, diallyl terephthalate ester 30%, 40% ether containing bromine; wherein the styrene compound is styrene.

[0036] 实施例七 [0036] Seventh Embodiment

[0037] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤: [0037] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of:

[0038] (1)含溴醚的合成:取反应物四溴双酚A 271. 9g和烯丙基缩水甘油醚85. 6g,加入到置有搅拌桨的四口瓶中,加入有机溶剂甲醇,然后混合搅拌均匀,有机溶剂的重量为反应物总重量的30%,再加入催化剂三乙胺,催化剂的重量为反应物总重量的0. 3%,于30°C下搅拌、反应5h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,即得; [0038] (1) Synthesis of bromine-containing ether: Reaction from tetrabromobisphenol A 271. 9g, and allyl glycidyl ether 85. 6g, was added to the set with a paddle stirrer 4-neck flask, was added an organic solvent such as methanol and then uniformly mixing, the organic solvent is 30 wt% of the total weight of the reactants, the catalyst was added triethylamine weight of the catalyst was 0.3% of the total weight of the reaction was stirred at 30 ° C, the reaction 5h, after completion of the reaction, the solvent was distilled off under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain;

[0039] (2)镜片树脂单体的制备:按实施例一所述的重量比取马来酸二苄酯、苯乙烯、对苯二甲酸二烯丙酯和含溴醚,混合搅拌均匀,加入引发剂偶氮二异丁腈,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 [0039] (2) Preparation of monomer lens resin by weight: a ratio of the embodiment taken benzyl ester maleic acid, styrene, diallyl phthalate, and bromine-containing ether, mixing evenly, addition of the initiator azobisisobutyronitrile, was degassed, placed in an oven after injection molding, within 2h of 1 to 20 ° C was raised to 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, incubated 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, within a 1 ~ 5h 120 ° C cooled to room temperature, to obtain.

[0040] 实施例八 [0040] The eighth embodiment

[0041] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤: [0041] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of:

[0042] (1)含溴醚的合成:取反应物四溴双酚A271. 9g和烯丙基缩水甘油醚114. 0g,加入到置有搅拌桨的四口瓶中,加入有机溶剂乙醇,然后混合搅拌均匀,有机溶剂的重量为反应物总重量的60%,再加入催化剂三丙胺,催化剂的重量为反应物总重量的3%,于80°C下搅拌、反应15h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,SP 得; [0042] (1) Synthesis of bromine-containing ether: sample of the reaction product of tetrabromobisphenol A271 9g and allyl glycidyl ether 114. 0g, added to the set with a paddle stirrer 4-neck flask, adding an organic solvent such as ethanol. then mixing evenly, by weight of the organic solvent is 60% of the total weight of the reaction product, then the catalyst is added tripropylamine, weight of the catalyst was 3% of the total weight of the reaction was stirred at 80 ° C, the reaction 15H, after the completion of the reaction, The solvent was removed by distillation under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, SP obtained;

[0043](2)镜片树脂单体的制备:按实施例二所述的重量比取马来酸二苄酯、二乙烯基苯、间苯二甲酸二烯丙酯和含溴醚,混合搅拌均匀,加入引发剂偶氮二异庚腈,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h 内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 [0043] (2) Preparation of monomer lens resin: weight ratio of the two cases embodiment taken benzyl ester maleate, divinyl benzene, diallyl isophthalate and bromine-containing ether, kneading uniform, azobisisobutyronitrile initiator was added heptane nitrile, degassed, placed in an oven after injection molding, the 1 ~ 2h was raised to 20 ° C by a 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, insulation 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, within a 1 ~ 5h 120 ° C cooled to room temperature, to obtain.

[0044] 实施例九 [0044] Embodiment 9

[0045] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤: [0045] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of:

[0046] (1)含溴醚的合成:取反应物四溴双酚A271. 9g和烯丙基缩水甘油醚52. 6g,加入到置有搅拌桨的四口瓶中,然后加入有机溶剂异丙醇,混合搅拌均匀,有机溶剂的重量为反应物总重量的40%,再加入催化剂三正丁胺,催化剂的重量为反应物总重量的1 %,于50°C 下搅拌、反应7h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物, 即得; [0046] (1) Synthesis of bromine-containing ether: sample of the reaction product of tetrabromobisphenol A271 9g and allyl glycidyl ether 52. 6g, was added to the set with a paddle stirrer 4-neck flask, followed by addition of different organic solvents. propanol, mixing evenly, the organic solvent is 40 wt% of the total weight of the reaction was added n-butylamine catalyst, the catalyst was 1% by weight of the total weight of the reaction was stirred at 50 ° C, the reaction 7H, after completion of the reaction, the solvent was distilled off under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain;

[0047] (2)镜片树脂单体的制备:按实施例三所述的重量比取马来酸二苄酯、苯乙烯、对苯二甲酸二烯丙酯与间苯二甲酸二烯丙酯及含溴醚,混合搅拌均匀,加入引发剂偶氮二异庚腈,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 Preparation lens resin monomers [0047] (2): three weight ratio taken as described in Example benzyl ester maleic acid, styrene, diallyl phthalate and diallyl isophthalate and bromine-containing ethers, mixing evenly, heptane nitrile was added diisopropyl azo initiator, deaerated, placed in an oven after injection molding, the 1 ~ 2h was raised to 20 ° C by a 30 ° C, within 30 ° of 2 ~ 5h C was raised to 70 ° C, incubated 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, cooled to room temperature within 1 ~ 5h of 120 ° C, that is, too. [0048] 实施例十 [0048] Embodiment 10 Embodiment

[0049] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤: [0049] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of:

[0050] (1)含溴醚的合成:取反应物四溴双酚A271. 9g和烯丙基缩水甘油醚87. 9g,加入到置有搅拌桨的四口瓶中,然后加入有机溶剂甲醇,混合搅拌均匀,有机溶剂的重量为反应物总重量的50 %,再加入催化剂N,N-二甲基苄胺,催化剂的重量为反应物总重量的2 %,于60°C下搅拌、反应8h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,即得; [0050] (1) Synthesis of bromine-containing ether: sample of the reaction product of tetrabromobisphenol A271 9g and allyl glycidyl ether 87. 9g, added to the set with a paddle stirrer 4-neck flask, followed by addition of an organic solvent such as methanol. , mixing evenly, the organic solvent is 50 wt% of the total weight of the reactants, the catalyst was added N, N- dimethylbenzylamine, weight of the catalyst was 2% of the total weight of the reaction was stirred at 60 ° C, the reaction 8h, after the completion of the reaction, the solvent was removed by distillation under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain;

[0051] (2)镜片树脂单体的制备:按实施例四所述的重量比取马来酸二苄酯、苯乙稀、间苯二甲酸二烯丙酯和含溴醚,混合搅拌均匀,加入引发剂偶氮二异丁腈,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 [0051] (2) Preparation of monomer lens resin: weight ratio of the embodiment taken in four cases maleic acid benzyl ester, Styrene, diallyl isophthalate and bromine-containing ether, mixing evenly , was added azobisisobutyronitrile initiator, degassed, placed in an oven after injection molding, the 1 ~ 2h was raised to 20 ° C by a 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, insulation 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, within a 1 ~ 5h 120 ° C cooled to room temperature, to obtain.

[0052] 实施例^^一 [0052] Example ^^ a

[0053] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤: [0053] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of:

[0054] (1)含溴醚的合成:取反应物四溴双酚A271. 9g和烯丙基缩水甘油醚102. 8g,加入到置有搅拌桨的四口瓶中,然后加入有机溶剂异丁醇,混合搅拌均匀,有机溶剂的重量为反应物总重量的30%,再加入催化剂N,N-二乙基苄胺,催化剂的重量为反应物总重量的0.5%,于60°C下搅拌、反应5h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,即得; [0054] (1) Synthesis of bromine-containing ether: Reaction from tetrabromobisphenol A271 9g and allyl glycidyl ether 102. 8g, added to the set with a paddle stirrer 4-neck flask, followed by addition of an organic solvent is iso butanol, mixing evenly, the organic solvent is 30 wt% of the total weight of the reactants, the catalyst was added N, N- diethyl-benzyl amine catalyst 0.5% by weight of the total weight of the reactants, at 60 ° C under stirring, the reaction 5h, after the completion of the reaction, the solvent was removed by distillation under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain;

[0055] (2)镜片树脂单体的制备:按实施例五所述的重量比取马来酸二苄酯、二乙烯基苯、对苯二甲酸二烯丙酯和含溴醚,混合搅拌均匀,加入引发剂偶氮二异丁腈,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h 内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 [0055] (2) Preparation of monomer lens resin: weight ratio of the five cases embodiment taken benzyl ester maleate, divinyl benzene, diallyl phthalate and bromine-containing ether, kneading homogenous, azobisisobutyronitrile initiator, degassed, placed in an oven after injection molding, the 1 ~ 2h was raised to 20 ° C by a 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, insulation 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, within a 1 ~ 5h 120 ° C cooled to room temperature, to obtain.

[0056] 实施例十二 [0056] Example twelve

[0057] -种高折射率镜片树脂单体的制备方法,所述制备方法包括以下步骤: [0057] - a high refractive index prepared seed monomer lens resin, the manufacturing method comprising the steps of:

[0058](1)含溴醚的合成:取反应物四溴双酚A271. 9g和烯丙基缩水甘油醚68. 5g,加入到置有搅拌桨的四口瓶中,然后加入有机溶剂异丁醇,混合搅拌均匀,有机溶剂的重量为反应物总重量的360%,再加入催化剂三乙胺,催化剂的重量为反应物总重量的3%,于70°C 下搅拌、反应12h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,即得; [0058] (1) Synthesis of bromine-containing ether: Reaction from tetrabromobisphenol A271 9g and allyl glycidyl ether 68. 5g, added to the set with a paddle stirrer 4-neck flask, followed by addition of an organic solvent is iso butanol, mixing evenly, the organic solvent is 360 wt% of the total weight of the reaction was added triethylamine catalyst, the catalyst was 3% by weight of the total weight of the reaction was stirred at 70 ° C, the reaction 12h, the reaction after completion, the solvent was removed by distillation under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain;

[0059] (2)镜片树脂单体的制备:按实施例六所述的重量比取马来酸二苄酯、苯乙烯、对苯二甲酸二烯丙酯和含溴醚,混合搅拌均匀,加入引发剂偶氮二异丁腈,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 Preparation lens resin monomers [0059] (2): weight ratio of the sixth embodiment taken benzyl ester maleic acid, styrene, diallyl phthalate, and bromine-containing ether, mixing evenly, addition of the initiator azobisisobutyronitrile, was degassed, placed in an oven after injection molding, within 2h of 1 to 20 ° C was raised to 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, incubated 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, within a 1 ~ 5h 120 ° C cooled to room temperature, to obtain.

[0060] 以上所述仅为本发明的较佳实施例而已,并不用以限制本发明,凡在本发明的精神和原则之内所作的任何修改、等同替换和改进等,均应包含在本发明的保护范围之内。 [0060] The foregoing is only preferred embodiments of the present invention but are not intended to limit the present invention, any modifications within the spirit and principle of the present invention, equivalent substitutions and improvements should be included in the present within the scope of the invention.

Claims (9)

  1. 1. 一种高折射率镜片树脂单体,其特征在于,按重量百分比,所述单体由以下组分组成:马来酸二苄酯5~15%,苯乙烯类化合物5~15%,对苯二甲酸二烯丙酯或间苯二甲酸二烯丙酯或者两者的混合物30~60%,含溴醚30~40%。 A high refractive index lens resin monomers, wherein the percentages by weight, the monomer comprises the following components: maleic acid dibenzyl ester 5 to 15% styrene compound, 5 to 15% a mixture of diallyl phthalate or diallyl isophthalate, or both 30 to 60%, containing 30 to 40% bromine ether.
  2. 2. 如权利要求1所述的高折射率镜片树脂单体,其特征在于,按重量百分比,所述单体由以下组分组成:马来酸二苄酯7~10%,苯乙烯类化合物7~10%,对苯二甲酸二烯丙酯或间苯二甲酸二烯丙酯或者两者的混合物45~50%,含溴醚35~40%。 Styrene-maleic acid benzyl ester compound 7 to 10%: a high refractive index lens as claimed in claim 1 resin monomer, wherein the weight percent of the monomers of the following components 7 to 10%, a mixture of diallyl phthalate or diallyl isophthalate, or both 45 - 50%, containing 35% to 40% ether bromine.
  3. 3. 如权利要求1或2所述的高折射率镜片树脂单体,其特征在于,所述苯乙烯类化合物是苯乙烯或二乙烯基苯。 A high refractive index monomer or the lens resin as claimed in claim 12, wherein the styrenic compound is styrene or divinylbenzene.
  4. 4. 一种高折射率镜片树脂单体的制备方法,其特征在于,所述制备方法包括以下步骤: 按权利要求1所述的重量比取对苯二甲酸二烯丙酯或间苯二甲酸二烯丙酯或者两者的混合物、马来酸二苄酯、苯乙烯类化合物和含溴醚,混合搅拌均匀,加入引发剂,脱气,注模后放入烘箱,1~2h内由20°C升至30°C,2~5h内由30°C升至70°C,保温4~10h,2~5h 内由70°C升至120°C,保温2~6h,1~5h内由120°C降至室温,即得。 A method of preparing high refractive index lens resin monomer, wherein the manufacturing method comprises the steps of: according to claim 1, the weight ratio of diallyl terephthalate taken or isophthalic acid or a mixture of both, diallyl maleate, benzyl ester, a styrene compound and a bromine-containing ether, mixing evenly, the initiator is added, degassed, placed in an oven after injection molding, within a 20 1 ~ 2h ° C raised to 30 ° C, within 2 ~ 5h of 30 ° C was raised to 70 ° C, incubated 4 ~ 10h, the 2 ~ 5h of 70 ° C was raised to 120 ° C, holding 2 ~ 6h, the 1 ~ 5h of 120 ° C cooled to room temperature, to obtain.
  5. 5. 如权利要求4所述的高折射率镜片树脂单体的制备方法,其特征在于,所述引发剂是偶氮二异丁腈或偶氮二异庚腈。 The method of preparing high refractive index monomer lens resin as claimed in claim 4, wherein said initiator is azobisisobutyronitrile or azobis iso-heptonitrile.
  6. 6. 如权利要求4所述的高折射率镜片树脂单体的制备方法,其特征在于,所述含溴醚按以下步骤合成:取反应物四溴双酚A和烯丙基缩水甘油醚,混合搅拌均匀,加入有机溶剂,然后混合搅拌均匀,所述有机溶剂的重量为所述反应物总重量的30~60%,再加入催化剂,所述催化剂的重量为所述反应物总重量的〇. 3~3%,于30~80°C下搅拌、反应5~ 15h,反应结束后,减压蒸馏除去溶剂,用蒸馏水水洗、分液、减压蒸馏提纯产物,即得。 The method of preparing high refractive index monomer lens resin as claimed in claim 4, wherein the bromine-containing ether synthesis following steps: Reaction from tetrabromobisphenol A and allyl glycidyl ether, stir mixture, adding an organic solvent, and mixing evenly, the weight of the organic solvent is 30 to 60% by total weight of the reactants, the catalyst was added, the weight of the total weight of the catalyst, the reactant square 3 ~ 3%, stirred at 30 ~ 80 ° C, the reaction 5 ~ 15h, after completion of the reaction, the solvent was distilled off under reduced pressure, washed with distilled water, liquid separation, the product was purified by distillation under reduced pressure, to obtain.
  7. 7. 如权利要求6所述的高折射率镜片树脂单体的制备方法,其特征在于,所述四溴双酚A与所述烯丙基缩水甘油醚的摩尔比为1 :1~2。 The method of preparing high refractive index monomer lens resin as claimed in claim 6, wherein the molar ratio of tetrabromobisphenol A of the allyl glycidyl ether is 1: 1 ~ 2.
  8. 8. 如权利要求6所述的高折射率镜片树脂单体的制备方法,其特征在于,所述有机溶剂为甲醇、乙醇或异丙醇。 The method of preparing high refractive index monomer lens resin as claimed in claim 6, wherein the organic solvent is methanol, ethanol or isopropanol.
  9. 9. 如权利要求6所述的高折射率镜片树脂单体的制备方法,其特征在于,所述催化剂为三乙胺、三丙胺、三正丁胺、N,N-二甲基苄胺或N,N-二乙基苄胺。 The method of preparing high refractive index monomer lens resin as claimed in claim 6, wherein the catalyst is triethylamine, tripropylamine, tributylamine, N, N- dimethylbenzylamine or N, N- diethyl-benzylamine.
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4522993A (en) * 1982-07-08 1985-06-11 Mitsui Toatsu Chemicals, Incorporated Resin for high-refractivity lenses and lenses made of same resin
US4644025A (en) * 1984-06-20 1987-02-17 Kureha Kagaku Kogyo Kabushiki Kaisha Lens materials of high refractive indexes
US4855374A (en) * 1985-12-11 1989-08-08 Nippon Oil And Fats Co., Ltd. Optical resin from diallyl esters
CN1324892A (en) * 2000-04-19 2001-12-05 株式会社昌佑 Monomer composition for optical lens

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4522993A (en) * 1982-07-08 1985-06-11 Mitsui Toatsu Chemicals, Incorporated Resin for high-refractivity lenses and lenses made of same resin
US4644025A (en) * 1984-06-20 1987-02-17 Kureha Kagaku Kogyo Kabushiki Kaisha Lens materials of high refractive indexes
US4855374A (en) * 1985-12-11 1989-08-08 Nippon Oil And Fats Co., Ltd. Optical resin from diallyl esters
CN1324892A (en) * 2000-04-19 2001-12-05 株式会社昌佑 Monomer composition for optical lens

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