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Polyisocyanate composition and polyurethane optical resin

A polyisocyanate, a polyisocyanate technology, applied in the field of polyurethane, can solve the problem of beneficial improvement in the control of cloudiness rate, optical deformation or cloudiness phenomenon, and reduce the occurrence rate of optical deformation of polyurethane optical resin, so as to reduce the optical Distortion occurrence rate and white turbidity occurrence rate, excellent optical transparency, and the effect of improving optical transparency

Active Publication Date: 2021-03-16
WANHUA CHEMICAL (NINGBO) CO LTD +1
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  • Summary
  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the production process of polyurethane resin lenses, optical deformation or cloudy phenomenon is very easy to occur, which affects the optical performance of the final lens and reduces the qualified rate of lens production. Regarding the mechanism and solution of optical deformation or cloudy phenomenon, the industry did a lot of research
[0005] CN102516487B discloses a method for manufacturing polyurethane resin optical materials. By controlling the moisture content of the composition to 10-300ppm, the prepared optical materials do not produce optical deformation or cloudiness. Distillation, nitrogen stripping, etc. are used to reduce the moisture in mercaptans. This scheme adds additional process flow and is less economical
[0006] CN105102496A discloses a composition for optical materials. Polyurethane optical resins are prepared by combining thiols with specified structures and hydroxyl-containing thiols with specified structures and reacting with polyisocyanate, so as to realize the control of optical deformation occurrence rate in the lens production process. Reduced, it did not provide a beneficial improvement to the control of the cloudiness rate during lens manufacturing, and at the same time, this scheme requires the use of a thiol composition with a specified structure, which has great limitations in industrial implementation
After organic carboxylic acid and phosphoric acid complexing agent are complexed with metal elements, it is easy to form insoluble solids, which will affect the optical transparency of the final resin lens
[0008] CN111217975A discloses a method for preparing resins for optical materials, by controlling the production process of xylylene diisocyanate, reducing the reaction intermediates and impurities containing Cl, Br, NH3Cl, CN, ureido groups, carbodiimide groups, etc. content, the optical material resin prepared by polymerizing polythiol compound and xylylene diisocyanate is colorless and transparent. The core point of the scheme is that after the phosgenation conversion rate reaches 80%, dephosgenation is carried out until the phosgene content is less than 0.1ppm, and then the reaction liquid is separated by centrifugation, and the unconverted hydrochloride is returned to continue the phosgenation reaction. The reaction liquid is separated and refined, the process is complicated and the energy consumption is high, and it is difficult to implement in industrial production
[0009] CN111253551A provides a method for preparing polyurethane optical resin. By controlling the separation and purification of isocyanate raw materials and / or controlling the storage of isocyanate raw materials at 10-35°C, the content of isocyanate dimers in the isocyanate is ≤4wt%. It can effectively reduce the occurrence rate of optical deformation of polyurethane optical resin. The disadvantage of this scheme is that the raw material of isocyanate is stored in a relatively harsh temperature range, which is not conducive to the industrial implementation of this scheme.

Method used

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  • Polyisocyanate composition and polyurethane optical resin
  • Polyisocyanate composition and polyurethane optical resin
  • Polyisocyanate composition and polyurethane optical resin

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0043] Preparation of Substance A:

[0044] The substance A described in Examples 1-6 and Comparative Examples 1-6 is the substance A prepared on the basis of xylylene diisocyanate (XDI), called A-1, and its structural formula is as follows:

[0045]

[0046] The specific preparation method of the xylylene diisocyanate composition containing A-1 is as follows:

[0047] Weigh 1000g of xylylene diisocyanate (XDI), add 2.0g of tri-tert-butylphosphine under stirring at 48°C, and quantitatively monitor the consumption mass of XDI in the reaction system by gel chromatography to account for the total mass of XDI initially added To control the conversion rate of the reaction, when the conversion rate of the reaction reaches 20%, add 1.05g of dry HCl and heat to 65 ° C for 1.5 hours to terminate the reaction, and carry out a two-stage short-path evaporator at a temperature of 130 ° C and a pressure of 40 Pa The unreacted XDI in the reaction system was removed by distillation to obt...

Embodiment 1

[0053] Add 52 parts by mass of xylylene diisocyanate (XDI) with a content of 0.5ppm in substance A into a stirred reactor, add 0.03 parts by mass of dibutyltin dichloride as a catalyst, 0.08 parts by mass at 25°C Acidic phosphate ester (Stepan company, trade name Zelec UN), 0.04 parts by mass of ultraviolet absorber (double bond chemical industry, trade name Chisorb BP-12) are mixed and dissolved, and 48 parts by mass of 2,3-dithio (2-mercapto) are added - 1-propanethiol (Jingbo Chemical, trade name Polymercaptan 501), mixed. Degassing was carried out at 3KPa absolute pressure and 25° C. for 1 hour, filtered through a polytetrafluoroethylene membrane filter with a pore size of 0.45 μm, and poured into a lens mold. The temperature was raised from 25° C. to 120° C. in an oven for 30 hours to polymerize, and demolded to obtain an optical material, and then the obtained lens was secondary cured at 125° C. for 3 hours. According to the same method, 100 lenses were produced, the in...

Embodiment 2-6

[0054] Embodiment 2-6, comparative example 1-6

[0055] The method of making the polyol compound, catalyst, auxiliary agent and resin lens used is the same as that of Example 1, the difference lies in the content of substance A. According to the same method of Example 1, 100 lenses are produced, and the incidence of optical deformation and cloudiness are calculated. , to test its optical transparency and yellowness index, the results are shown in Table 1.

[0056] Table 1 embodiment 1-6 and comparative example 1-6 condition and result

[0057]

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Abstract

The invention discloses a polyisocyanate composition and polyurethane optical resin prepared by using the same. Wherein the polyisocyanate composition contains a substance A with the following structure, R1 and R2 are the same or different, and R1 and R2 are respectively an aromatic group with the carbon atom number of 4-15, an aliphatic group or an alicyclic alkylene group. The polyurethane optical resin is prepared by polymerization reaction of the polyisocyanate composition and a polythiol compound, and the obtained optical resin has the advantages of low optical deformation occurrence rate, low white turbidity occurrence rate and good optical transparency.

Description

technical field [0001] The invention relates to a polyisocyanate composition and a polyurethane optical resin prepared by using the polyisocyanate composition, belonging to the field of polyurethane. Background technique [0002] Optical materials are widely used in vehicle window glass, architectural decorative glass, optical fiber, lens, spectacle lens and other fields. Traditional optical materials are mainly inorganic glass, which has disadvantages such as high density, poor impact resistance, and difficult dyeing and processing. Optical resin materials have the advantages of low density, high transparency, good impact resistance, and easy processing and dyeing. Optical materials such as spectacle lenses made of optical resins are gradually replacing existing inorganic glass materials. [0003] Polyurethane resin is an important optical resin material, which is generally obtained by the polymerization reaction of polyisocyanate composition and polythiol compound, which p...

Claims

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Application Information

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IPC IPC(8): C08G18/79C08G18/76C08G18/75C08G18/38G02B1/04
CPCC08G18/725C08G18/798C08G18/7642C08G18/753C08G18/3876G02B1/041
Inventor 史培猛尚永华孙立冬孙积钊胡浩周琦王少华王鹏吴永康
Owner WANHUA CHEMICAL (NINGBO) CO LTD
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