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Fluorene derivatives, copolymers and lens using same

A technology of derivatives and copolymers, applied in the field of fluorene derivatives and their copolymers, can solve the problems of poor molding processability, high material cost, practical application obstacles, etc.

Inactive Publication Date: 2014-12-17
SAMSUNG ELECTRO MECHANICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Optical glass is excellent in heat resistance, transparency, dimensional stability, chemical resistance, etc., although there are various materials with different refractive index (nD) or Abbe number (υD), but it has high material cost and poor molding processability , and the problem of low productivity
In particular, processing an aspheric lens used for several corrections requires very high technology and high cost, so there are great obstacles in practical application

Method used

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  • Fluorene derivatives, copolymers and lens using same
  • Fluorene derivatives, copolymers and lens using same
  • Fluorene derivatives, copolymers and lens using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0107] -2 substituted phenyl fluorene alcohols of chemical formula 4 ( )Synthesis

[0108] In a 3L reactor equipped with a reflux device, add 400ml of reaction solvent acetonitrile, then add 9-fluorenone (9-fluorenon), 2-benzylphenol (2-benzylphenol), 3- Mercaptopropionic acid (3-mercaptopropionic acid) was dissolved. The reaction catalyst sulfuric acid was slowly added dropwise there, and the reaction temperature was maintained at 80° C. for 1 hour, and the end point of the reaction was confirmed by TLC. The reactor was cooled and maintained at normal temperature, and an aqueous solution of potassium carbonate was added dropwise to neutralize the reaction liquid to obtain a crystalline crude product. The obtained reaction product was recrystallized using hexane and dichloromethane to obtain a 2-substituted phenylfluorene intermediate with an HPLC purity of 99.2% and a yield of 91%. Take 100g of the above-mentioned 2-substituted phenylfluorene and add it to a 2L 3-port rea...

Embodiment 2

[0111] -Synthesis of 4 substituted phenyl fluorene alcohols of chemical formula 3

[0112] Reaction 6

[0113]

[0114] Carry out the following reaction with reference to the above reaction formula 6.

[0115] Intermediate 1

[0116] 2-(1,5-Dimethyl 2,4-dioxa-3-borabicyclo[3.1.0]hexan-3-yl)-7-(4,4,5,5-tetramethyl- 1,3,2-Dioxaborolin-2-yl)-9-fluorenone){2-(1,5-dimethyl-2,4-dioxa-3-borabicyclo[3.1.0]hexan-3- Synthesis of yl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluoren-9-one)}

[0117] After adding reaction solvent 1,4-dioxin 2500ml in the 12L reactor that reflux device is installed, add 2,7-dibromo-9 fluorenone of 500g, the dipivaloyl diboron of 902g respectively in the reactor ( Bis (pinacolato) diboron), 50g of tetrakis (triphenylphosphine) palladium (Pd (PPh 3 ) 4 ), and 613 g of potassium carbonate were stirred and dissolved, refluxed at 100° C. for more than 30 hours, and the end point of the reaction was confirmed by TLC. Cool the reactor to normal...

Embodiment 3

[0127] Synthesis of Homopolymer Based on -2 Substituted Phenylfluorene

[0128] Dissolve 2-substituted phenylfluorene monomers with a purity of more than 99% in a mixture of sodium hydroxide aqueous solution and dichloromethane, and use phosgene to perform carbonation reaction to obtain a polymer. The GPC molecular weight and Tg are shown in the table 1 is shown. 2-substituted phenyl fluorene alcohols were also prepared by the same synthetic method.

[0129] Table 1

[0130]

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PUM

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Abstract

Disclosed herein are fluorine derivatives and a lens using the same.

Description

technical field [0001] The present invention relates to a fluorene derivative, a copolymer thereof, and a lens using the fluorene derivative. Background technique [0002] Optical glass and optical transparent resin are used as optical element materials in various imaging optical devices such as smartphone cameras and video cameras. [0003] Optical glass is excellent in heat resistance, transparency, dimensional stability, chemical resistance, etc., although there are various materials with different refractive index (nD) or Abbe number (υD), but it has high material cost and poor molding processability , and the problem of low productivity. In particular, processing an aspheric lens used for several corrections requires very high technology and high cost, and thus presents a great obstacle to practical use. [0004] In addition, optical lenses made of optical transparent resins, especially thermoplastic transparent resins, have the advantages of being mass-producible by ...

Claims

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Application Information

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IPC IPC(8): C07C43/23C07C41/16C07C41/30C08G63/197C08G64/38C08G64/22G02B1/04
CPCG02B1/041C08L73/00C07C43/23C07C2103/18C07C2603/18C08G63/187C08G64/24
Inventor 金俊永小椋一郎沈益赞
Owner SAMSUNG ELECTRO MECHANICS CO LTD
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