KR20030073307A - Copolymers of Fluorinated or/and Chlorinated Acetate Monomers and Acrylic Monomers for Optical Communications - Google Patents

Copolymers of Fluorinated or/and Chlorinated Acetate Monomers and Acrylic Monomers for Optical Communications Download PDF

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KR20030073307A
KR20030073307A KR1020020012807A KR20020012807A KR20030073307A KR 20030073307 A KR20030073307 A KR 20030073307A KR 1020020012807 A KR1020020012807 A KR 1020020012807A KR 20020012807 A KR20020012807 A KR 20020012807A KR 20030073307 A KR20030073307 A KR 20030073307A
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acid
fluorophenol
dichloro
chloro
trichloro
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KR1020020012807A
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Korean (ko)
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서동학
김종규
유영만
이영식
김윤석
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서동학
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/22—Esters containing halogen
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/045—Light guides

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PURPOSE: Provided are a homopolymer and a copolymer which have high glass transition temperature, low light absorption loss, and improved mechanical property necessary to transmission media for other optical communication, in comparison with an acrylic polymer used for optical communication. CONSTITUTION: The copolymer has a structure represented by formula 1. In the formula 1, R1 is F or Cl, R2, R3, R4, R5, R6, R7, R8, R9, R10 represent H, F, or Cl, R11 represents H, CH3, Cl. The copolymer can replace for acrylic polymer used for optic fiber in automobiles, circuits of airplanes or ships, automobiles, medical implements, simple meters, and electronic instruments, and short range optic transmission media, and so on, and thus is expected to provide an economic effect.

Description

광통신용 불소 혹은/및 염소함유 아세테이트계 단량체와 아크릴계 단량체의 신규 공중합체{Copolymers of Fluorinated or/and Chlorinated Acetate Monomers and Acrylic Monomers for Optical Communications}Copolymers of Fluorinated or / and Chlorinated Acetate Monomers and Acrylic Monomers for Optical Communications

본 발명은 광통신용 전송매체에 적합한 불소 혹은/및 염소함유 아세테이트계 단량체와 아크릴계 단량체의 신규 공중합체의 제조에 관한 것이다. 공중합체 방향족 곁가지 구조내에 불소 혹은/및 염소를 도입하여 기존의 아크릴계 중합체보다 광통신에 적용가능한 보다 향상된 물성을 얻었다.The present invention relates to the preparation of a novel copolymer of fluorine and / or chlorine-containing acetate monomers and acrylic monomers suitable for transmission media for optical communications. Incorporation of fluorine or / and chlorine into the copolymer aromatic branched structure yields improved properties that are applicable to optical communications than conventional acrylic polymers.

일반적으로 광통신용 전송매체로서의 중합체는 사용환경에 안정한 성질을 유지하기 위하여 높은 유리전이온도를 가져야 하며, 정보를 광으로 전송함에 있어 해당파장대에 낮은 광흡수율을 가져야 한다. 이러한 기능을 갖도록 하기 위해서 분자구조적으로 단량체는 낮은 수소함유량을 가져야 하며, 이로인해 도입되는 방법이 단량체 구조내의 수소를 불소나 염소같은 흡수손실이 낮은 원자로 대체하는 것이다. 위와 같은 방법으로 얻어진 불소 혹은/및 염소로 치환된 중합체로 이루어진 전송매체인 광섬유는, 해당영역대의 전송파장이 통과하였을시 수소와 탄소 결합으로 이루어져 있는 중합체보다 더욱 낮은 광흡수손실을 나타내게 되는 것이다.(미합중국 특허 제 6,271,312 호) 또한 이런 성질이외에도 광통신용 전송매체로서 요구되는 중요한 물성으로는, 중합체가 가지는 결정성의 유무가 있다. 해당영역대의 파장이 광섬유를 통과하여 도파가 진행될 시, 중합체가 가지는 결정성은 해당파장이 가지고 있는 광정보를 손상시키는 큰 원인이 된다. 이로인해 광통신용 전송매체로의 사용이 용이하기 위해 무정형을 띄는 중합체들이 선호된다. 아크릴계 중합체는 일반적으로 가시광선영역에서 투명하며 중합체의 구조상은 무정형으로서 광통신용 전송매체로서 널리 사용되고 있다.(미합중국 특허 제 5,223,593 호) 아크릴계 중합체는 가공하기 쉬우며 합성고분자중 광흡수손실이 적은 장점이 있으나, 상대적인 단점으로 광통신 전송매체로서 사용하기에는 유리전이온도가 다소 낮으며, 흡습성이 높고 기존의 유리광섬유에 비해 상대적으로 광흡수손실이 높은 단점을 가지고 있어 이를 개선하기 위한 많은 연구가 계속되어져 오고 있다. 상기한 바와 같은 통상의 아크릴계 중합체가 가지는 문제점을 해결하기 위해 투명도가 우수하며 비결정성인 아크릴계 중합체에 대한 연구가 진행되어 왔으나 여전히 투명성과 비결정성, 단량체 분자내의 높은 수소함량으로 인해 광 흡수손실이 높은 단점을 나타내고 있다. (미합중국 특허 제 5,760,139 호) 이로인해 광통신 전송매체에 사용하기에 적합한 우수한 기계적물성을 나타내는 새로운 형태의 아크릴계 중합체의 제조가 요구되고 있으며, 이러한 새로운 형태의 아크릴계 중합체의 제조를 위해서는 새로운 단량체의 개발이나, 새로운 공중합체에 대한 개발이 이루어져야 한다. 위에서 제시된 문제점들을 개선하기 위하여 본 특허에서는 아세테이트계 단량체와 아크릴계 단량체의 공중합체 방향족 곁가지 구조내에 불소 혹은/및 염소를 도입하여 신규 공중합체를 제조하였다.In general, the polymer as a transmission medium for optical communication should have a high glass transition temperature in order to maintain a stable property in the use environment, and should have a low light absorption rate in the wavelength band in transmitting information to the light. In order to have this function, the molecular structure should have a low hydrogen content, and the method introduced is to replace hydrogen in the monomer structure with atoms having low absorption loss such as fluorine or chlorine. The optical fiber, which is a transmission medium composed of a fluorine or / and chlorine-substituted polymer obtained by the above method, exhibits lower light absorption loss than a polymer composed of hydrogen and carbon bonds when the transmission wavelength of the corresponding region passes. (US Pat. No. 6,271,312) In addition to these properties, important physical properties required as optical communication media include the presence or absence of crystallinity of polymers. When the wavelength of the corresponding region passes through the optical fiber and the waveguide proceeds, the crystallinity of the polymer becomes a great cause of damaging the optical information of the wavelength. This favors amorphous polymers for ease of use as transmission media for optical communications. Acrylic polymers are generally transparent in the visible range, and the structure of the polymer is amorphous, and is widely used as a transmission medium for optical communication. (US Pat. No. 5,223,593) Acrylic polymers are easy to process and have low light absorption loss in synthetic polymers. However, as a relative disadvantage, glass transition temperature is rather low to use as an optical communication transmission medium, has a high hygroscopicity and a high light absorption loss compared to the conventional glass optical fiber has been studied a lot to improve this. . In order to solve the problems of conventional acrylic polymers as described above, researches on acrylic polymers having excellent transparency and amorphousness have been conducted, but still have high light absorption loss due to transparency, amorphousness, and high hydrogen content in monomer molecules. Indicates. (US Pat. No. 5,760,139) This necessitates the preparation of a new type of acrylic polymer exhibiting excellent mechanical properties suitable for use in optical communication transmission media, and the development of new monomers, Development of new copolymers should be made. In order to improve the problems presented above, the present invention introduces a new copolymer by introducing fluorine or / and chlorine into the aromatic aromatic branched structure of the acetate monomer and the acrylic monomer.

본 특허에서는 단량체 내의 낮은 수소함량으로 인해 광통신용 전송매체에 적용시키기에 적합한 낮은 광 흡수손실 및 높은 유리전이온도를 가지는 신규 단일 중합체 및 신규 공중합체를 제조하는 방법을 제시하였다. 이러한 연구들의 목적은 기존의 아크릴계 광통신용 중합체보다 높은 유리전이온도, 낮은 광 흡수손실 및 기타 해당되는 물성의 향상이며, 본 특허에서는 이와 같은 기존의 광통신용 아크릴계 중합체가 가지는 문제점을 획기적으로 해결하였다.The present patent proposes a method for producing novel homopolymers and copolymers having low light absorption loss and high glass transition temperature suitable for application to optical communication media due to the low hydrogen content in the monomers. The purpose of these studies is to improve the glass transition temperature, low light absorption loss and other corresponding physical properties than the conventional acrylic optical communication polymer, and this patent has solved the problem of the conventional acrylic optical polymer for optical communication.

본 연구는 광통신용 불소 혹은/및 염소함유 아세테이트계 단량체와 아크릴계 단량체의 신규 공중합체을 통해 기존의 광통신용 아크릴계 중합체에 비해서 높은 유리전이온도와 낮은 광 흡수손실 및 기타 광통신용 전송매체에 필요한 기계적 물성을 향상시킨 신규 단일중합체 및 신규 공중합체를 제공하는데 그 목적이 있다.This study is based on the new copolymer of fluorine and / or chlorine-containing acetate monomer and acryl monomer for optical communication, which has higher glass transition temperature, lower light absorption loss and other mechanical properties required for optical communication media than conventional acrylic polymer for optical communication. It is an object to provide improved new homopolymers and new copolymers.

상기 과제를 이루기 위해 친핵반응을 유도할 수 있는 불소 혹은/및 염소 함유 알콜등을 아크릴산 및 메타크릴산에 반응시켜 단량체를 제조하고, 이와 공중합시킬 단량체는 불소 혹은/및 염소함유 산을 에스테르 교환반응에 의해 제조한 후 이들을 공중합체를 얻어 그 물성을 측정하였다.In order to achieve the above object, a monomer is prepared by reacting fluorine or / and chlorine-containing alcohol with acrylic acid and methacrylic acid, which can induce a nucleophilic reaction, and the monomer to be copolymerized is transesterified with fluorine or / and chlorine-containing acid. After the production by the copolymer, these were obtained, and their physical properties were measured.

상기 목적을 달성하기 위한 본 발명에 따른 공중합체 방향족 곁가지에 불소 혹은/및 염소함유 신규 공중합체들은 하기의 식 1로 표현되는 구조를 포함하도록 구성된다.The fluorine or / and chlorine-containing new copolymers in the copolymer aromatic side branches according to the present invention for achieving the above object is configured to include a structure represented by the following formula (1).

화학식 1Formula 1

상기식에서 R₁= F 또는 Cl, R2,R3,R4,R5,R6,R7,R8,R9,R10= H, F 또는 Cl, R11= H,CH3,Cl로 구성된다. 이로부터 얻어지는 아세테이트 단량체로는, 불소 혹은/및 염소함유 방향족 산을 비닐아세테이트와 에스테르 교환반응에 의해 제조할 수 있다. 이때 사용될 수 있는 불소 혹은/및 염소함유 방향족산으로는 2-클로로벤조산, 2,3-디클로로벤조산, 2,4-디클로로벤조산, 2,5-디클로로벤조산, 1,6-디클로로벤조산, 2,3,4-트리클로로벤조산, 2,3,5-트리클로로벤조산, 2,3,6-트리클로로벤조산, 2,4,5-트리클로로벤조산, 2,4,6-트리클로로벤조산, 2,5,6-트리클로로벤조산, 2,3,4,5-테트라클로로벤조산, 2,3,4,6-테트라클로로벤조산, 2,4,5,6-테트라클로로벤조산, 2,3,4,5,6-펜타클로로벤조산, 2-클로로-3-플루오로벤조산, 2-클로로-4-플루오로벤조산, 2-클로로-5-플루오로벤조산, 2-클로로-6-플루오로벤조산, 2-클로로-3,4-디플루오로벤조산, 2-클로로-3,5-디플루오로벤조산, 2-클로로-3,6-디플루오로벤조산, 2-클로로-4,5-디플루오로벤조산, 2,-클로로-4,6-디플루오로벤조산, 2-클로로-5,6-디플루오로벤조산, 2-클로로-3,4,5-트리플루오로벤조산, 2-클로로-3,4,6-트리플루오로벤조산, 2-클로로-4,5,6-트리플루오로벤조산, 2-클로로-3,4,5,6-테트라플루오로벤조산, 2,3-디클로로-4-플루오로벤조산, 2,3-디클로로-5-플루오로벤조산,2,3-디클로로-6-플루오로벤조산, 2,3-디클로로-4,5-디플루오로벤조산, 2,3-디클로로-4,6-디플루오로벤조산, 2,3-디클로로-5,6-디플루오로벤조산, 2,3-디클로로-4,5,6-트리플루오로벤조산, 2,4-디클로로-3-플루오로벤조산, 2,4-디클로로-5-플루오로벤조산, 2,4-디클로로-6-플루오로벤조산, 2,4-디클로로-3,5-디플루오로벤조산, 2,4-디클로로-3,6-디플루오로벤조산, 2,4-디클로로-5,6-디플루오로벤조산, 2,4-디클로로-4,5,6-트리플루오로벤조산, 2,5-디클로로-3-플루오로벤조산, 2,5-디클로로-4-플루오로벤조산, 2,5-디클로로-6-플루오로벤조산, 2,5-디클로로-3,4-디플루오로벤조산, 2,5-디클로로-3,6-디플루오로벤조산, 2,5-디클로로-4,6-디플루오로벤조산, 2,5-디클로로-3,4,6-트리플루오로벤조산, 2,6-디클로로-3-플루오로벤조산, 2,6-디클로로-4-플루오로벤조산, 2,6-디클로로-5-플루오로벤조산, 2,6-디클로로-3,4-디플루오로벤조산, 2,6-디클로로-3,5-디플루오로벤조산, 2,6-디클로로-4,5-디플루오로벤조산, 2,6-디클로로-3,4,5-트리플루오로벤조산, 2,3,4-트리클로로-5-플루오로벤조산, 2,3,4-트리클로로-6-플루오로벤조산, 2,3,4-트리클로로-5,6-디플루오로벤조산, 2,3,5-트리클로로-4-플루오로벤조산, 2,3,5-트리클로로-6-플루오로벤조산, 2,3,5-트리클로로-4,6-디플루오로벤조산, 2,3,6-트리클로로-4-플루오로벤조산, 2,3,6-트리클로로-5-플루오로벤조산, 2,3,6-트리클로로-4,5-디플루오로벤조산, 2,4,5-트리클로로-3-플루오로벤조산, 2,4,5-트리클로로-6-플루오로벤조산, 2,4,5-트리클로로-3,6-디플루오로벤조산, 2,4,6-트리클로로-3-플루오로벤조산, 2,4,6-트리클로로-5-플루오로벤조산, 2,4,6-트리클로로-3,5-디플루오로벤조산, 2,5,6-트리클로로-3-플루오로벤조산, 2,5,6-트리클로로-3-플루오로벤조산, 2,5,6-트리클로로-3,4-디플루오로벤조산, 2,3,4,5-테트라클로로-6-플루오로벤조산, 2,3,4,6-테트라클로로-5-플루오로벤조산, 2,3,5,6-테트라클로로-4-플루오로벤조산, 2,4,5,6-테트라클로로-3-플루오로벤조산, 2-플루오로벤조산, 2,3-디플루오로벤조산, 2,4-디플루오로벤조산, 2,5-디플루오로벤조산, 2,6-디플루오로벤조산, 2,3,4-트리플루오로벤조산, 2,3,5-트리플루오로벤조산, 2,3,6-트리플루오로벤조산, 2,4,5-트리플루오로벤조산, 2,4,6-트리플루오로벤조산, 2,5,6-트리플루오로벤조산, 2,3,4,5-테트라플루오로벤조산, 2,3,4,6-테트라플루오로벤조산, 2,4,5,6-테트라플루오로벤조산, 2,3,4,5,6-펜타플루오로벤조산, 2-플루오로-3-클로로벤조산, 2-플루오로-4-클로로벤조산, 2-플루오로-5-클로로벤조산, 2-플루오로-3,4-디클로로벤조산, 2-플루오로-3,5-디클로로벤조산, 2-플루오로-4,5-디클로로벤조산, 2-플루오로-3,4,5-트리클로로벤조산, 2,3-디플루오로-4-클로로벤조산, 2,3-디플루오로-5-클로로벤조산, 2,4-디플루오로-3-클로로벤조산, 2,4-디플루오로-5-클로로벤조산, 2,5-디플루오로-3-클로로벤조산, 2,5-디플루오로-4-클로로벤조산, 2,6-디플루오로-3-클로로벤조산, 2,6-디플루오로-4-클로로벤조산, 2,6-디플루오로-5-클로로벤조산, 2,3-디플루오로-4,5-디클로로벤조산, 2,4-디플루오로-3,5-디클로로벤조산, 2,5-디플루오로-3,4-디클로로벤조산, 2,6-디플루오로-3,4-디클로로벤조산, 2,6-디플루오로-3,5-디클로로벤조산, 2,6-디플루오로-4,5-디클로로벤조산, 2,3,4-트리플루오로-5-클로로벤조산, 2,3,5-트리플루오로-4-클로로벤조산, 2,3,6-트리플루오로-4-클로로벤조산, 2,3,6-트리플루오로-5-클로로벤조산, 2,3,4,6-테트라플루오로-5-클로로벤조산 등이 있다.Wherein R₁ = F or Cl, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 = H, F or Cl, R 11 = H, CH 3 , Cl It consists of. As the acetate monomer obtained therefrom, fluorine or / and chlorine-containing aromatic acid can be produced by transesterification with vinyl acetate. Fluorine and / or chlorine-containing aromatic acids that may be used here include 2-chlorobenzoic acid, 2,3-dichlorobenzoic acid, 2,4-dichlorobenzoic acid, 2,5-dichlorobenzoic acid, 1,6-dichlorobenzoic acid, 2,3 , 4-trichlorobenzoic acid, 2,3,5-trichlorobenzoic acid, 2,3,6-trichlorobenzoic acid, 2,4,5-trichlorobenzoic acid, 2,4,6-trichlorobenzoic acid, 2,5 , 6-trichlorobenzoic acid, 2,3,4,5-tetrachlorobenzoic acid, 2,3,4,6-tetrachlorobenzoic acid, 2,4,5,6-tetrachlorobenzoic acid, 2,3,4,5 , 6-pentachlorobenzoic acid, 2-chloro-3-fluorobenzoic acid, 2-chloro-4-fluorobenzoic acid, 2-chloro-5-fluorobenzoic acid, 2-chloro-6-fluorobenzoic acid, 2-chloro -3,4-difluorobenzoic acid, 2-chloro-3,5-difluorobenzoic acid, 2-chloro-3,6-difluorobenzoic acid, 2-chloro-4,5-difluorobenzoic acid, 2 , -Chloro-4,6-difluorobenzoic acid, 2-chloro-5,6-difluorobenzoic acid, 2-chloro-3,4,5-trifluorobenzoic acid, 2- Chloro-3,4,6-trifluorobenzoic acid, 2-chloro-4,5,6-trifluorobenzoic acid, 2-chloro-3,4,5,6-tetrafluorobenzoic acid, 2,3-dichloro -4-fluorobenzoic acid, 2,3-dichloro-5-fluorobenzoic acid, 2,3-dichloro-6-fluorobenzoic acid, 2,3-dichloro-4,5-difluorobenzoic acid, 2,3- Dichloro-4,6-difluorobenzoic acid, 2,3-dichloro-5,6-difluorobenzoic acid, 2,3-dichloro-4,5,6-trifluorobenzoic acid, 2,4-dichloro-3 -Fluorobenzoic acid, 2,4-dichloro-5-fluorobenzoic acid, 2,4-dichloro-6-fluorobenzoic acid, 2,4-dichloro-3,5-difluorobenzoic acid, 2,4-dichloro- 3,6-difluorobenzoic acid, 2,4-dichloro-5,6-difluorobenzoic acid, 2,4-dichloro-4,5,6-trifluorobenzoic acid, 2,5-dichloro-3-fluoro Robenzoic acid, 2,5-dichloro-4-fluorobenzoic acid, 2,5-dichloro-6-fluorobenzoic acid, 2,5-dichloro-3,4-difluorobenzoic acid, 2,5-dichloro-3, 6-difluorobenzoic acid, 2,5-dichloro-4,6-difluorobenzoic acid, 2,5-dichloro-3,4,6-trifluorobenzoic acid, 2,6-dichloro-3-fluorobenzoic acid, 2,6-dichloro- 4-fluorobenzoic acid, 2,6-dichloro-5-fluorobenzoic acid, 2,6-dichloro-3,4-difluorobenzoic acid, 2,6-dichloro-3,5-difluorobenzoic acid, 2, 6-dichloro-4,5-difluorobenzoic acid, 2,6-dichloro-3,4,5-trifluorobenzoic acid, 2,3,4-trichloro-5-fluorobenzoic acid, 2,3,4 -Trichloro-6-fluorobenzoic acid, 2,3,4-trichloro-5,6-difluorobenzoic acid, 2,3,5-trichloro-4-fluorobenzoic acid, 2,3,5-trichloro Rho-6-fluorobenzoic acid, 2,3,5-trichloro-4,6-difluorobenzoic acid, 2,3,6-trichloro-4-fluorobenzoic acid, 2,3,6-trichloro- 5-fluorobenzoic acid, 2,3,6-trichloro-4,5-difluorobenzoic acid, 2,4,5-trichloro-3-fluorobenzoic acid, 2,4,5-trichloro-6- Fluorobenzoic acid, 2,4,5-trichloro-3,6-difluorobenzo , 2,4,6-trichloro-3-fluorobenzoic acid, 2,4,6-trichloro-5-fluorobenzoic acid, 2,4,6-trichloro-3,5-difluorobenzoic acid, 2 , 5,6-trichloro-3-fluorobenzoic acid, 2,5,6-trichloro-3-fluorobenzoic acid, 2,5,6-trichloro-3,4-difluorobenzoic acid, 2,3 , 4,5-tetrachloro-6-fluorobenzoic acid, 2,3,4,6-tetrachloro-5-fluorobenzoic acid, 2,3,5,6-tetrachloro-4-fluorobenzoic acid, 2, 4,5,6-tetrachloro-3-fluorobenzoic acid, 2-fluorobenzoic acid, 2,3-difluorobenzoic acid, 2,4-difluorobenzoic acid, 2,5-difluorobenzoic acid, 2, 6-difluorobenzoic acid, 2,3,4-trifluorobenzoic acid, 2,3,5-trifluorobenzoic acid, 2,3,6-trifluorobenzoic acid, 2,4,5-trifluorobenzoic acid , 2,4,6-trifluorobenzoic acid, 2,5,6-trifluorobenzoic acid, 2,3,4,5-tetrafluorobenzoic acid, 2,3,4,6-tetrafluorobenzoic acid, 2 , 4,5,6-tetrafluorobenzoic acid, 2,3,4,5,6-pentaflu Orobenzoic acid, 2-fluoro-3-chlorobenzoic acid, 2-fluoro-4-chlorobenzoic acid, 2-fluoro-5-chlorobenzoic acid, 2-fluoro-3,4-dichlorobenzoic acid, 2-fluoro- 3,5-dichlorobenzoic acid, 2-fluoro-4,5-dichlorobenzoic acid, 2-fluoro-3,4,5-trichlorobenzoic acid, 2,3-difluoro-4-chlorobenzoic acid, 2,3 -Difluoro-5-chlorobenzoic acid, 2,4-difluoro-3-chlorobenzoic acid, 2,4-difluoro-5-chlorobenzoic acid, 2,5-difluoro-3-chlorobenzoic acid, 2 , 5-difluoro-4-chlorobenzoic acid, 2,6-difluoro-3-chlorobenzoic acid, 2,6-difluoro-4-chlorobenzoic acid, 2,6-difluoro-5-chlorobenzoic acid , 2,3-difluoro-4,5-dichlorobenzoic acid, 2,4-difluoro-3,5-dichlorobenzoic acid, 2,5-difluoro-3,4-dichlorobenzoic acid, 2,6- Difluoro-3,4-dichlorobenzoic acid, 2,6-difluoro-3,5-dichlorobenzoic acid, 2,6-difluoro-4,5-dichlorobenzoic acid, 2,3,4-trifluoro -5-chlorobene Crude acid, 2,3,5-trifluoro-4-chlorobenzoic acid, 2,3,6-trifluoro-4-chlorobenzoic acid, 2,3,6-trifluoro-5-chlorobenzoic acid, 2,3 , 4,6-tetrafluoro-5-chlorobenzoic acid and the like.

또한 상기식으로부터 얻어지는 아크릴계 단량체로는 불소 혹은/및 염소함유방향족 알콜을 아크릴산 및 메타크릴산과 에스테르화 반응에 의해 제조할 수 있다. 이때 사용될 수 있는 불소 혹은/ 및 염소함유 방향족 알콜등으로는 2-클로로페놀, 3-클로로페놀, 4-클로로페놀, 5-클로로페놀, 6-클로로페놀, 2,3-디클로로페놀, 4-디클로로페놀, 2,5-디클로로페놀, 2,6-디클로로페놀, 3,4-디클로로페놀, 3,5-디클로로페놀, 3,6-디클로로페놀, 4,5-디클로로페놀, 4,6-디클로로페놀, 2,3,4-트리클로로페놀, 2,3,5-트리클로로페놀, 2,3,6-트리클로로페놀, 2,4,5-트리클로로페놀, 2,4,6-트리클로로페놀, 2,5,6-트리클로로페놀, 3,4,5-트리클로로페놀, 3,4,6-트리클로로페놀, 3,5,6-트리클로로페놀, 4,5,6-트리클로로페놀, 2,3,4,5-테트라클로로페놀, 2,3,4,6-테트라클로로페놀, 3,4,5,6-테트라클로로페놀, 2,3,4,5,6-펜타클로로페놀, 2-클로로-3-플루오로페놀, 2-클로로-4-플루오로페놀, 2-클로로-5-플루오로페놀, 2-클로로-6-플루오로페놀, 3-클로로-2-플루오로페놀, 3-클로로-4-플루오로페놀, 3-클로로-5-플루오로페놀, 3-클로로-6-플루오로페놀, 4-클로로-2-플루오로페놀, 4-클로로-3-플루오로페놀, 4-클로로-5-플루오로페놀, 4-클로로-6-플루오로페놀, 5-클로로-2-플루오로페놀, 5-클로로-3-플루오로페놀, 5-클로로-4-플루오로페놀, 5-클로로-6-플루오로페놀, 6-클로로-2-플루오로페놀, 6-클로로-3-플루오로페놀, 6-클로로-4-플루오로페놀, 6-클로로-5-플루오로페놀, 2,3-디클로로-4-플루오로페놀, 2,3-디클로로-5-플루오로페놀, 2,3-디클로로-6-플루오로페놀, 2,4-디클로로-3-플루오로페놀, 2,4-디클로로-5-플루오로페놀, 2,4-디클로로-6-플루오로페놀, 2,5-디클로로-3-플루오로페놀, 2,5-디클로로-4-플루오로페놀, 2,5-디클로로-6-플루오로페놀, 2,6-디클로로-3-플루오로페놀, 2,6-디클로로-4-플루오로페놀, 2,6-디클로로-5-플루오로페놀, 3,4-디클로로-2-플루오로페놀, 3,4-디클로로-5-플루오로페놀, 3,4-디클로로-6-플루오로페놀, 3,5-디클로로-2-플루오로페놀, 3,5-디클로로-4-플루오로페놀, 3,5-디클로로-6-플루오로페놀, 3,6-디클로로-2-플루오로페놀, 3,6-디클로로-4-플루오로페놀, 3,6-디클로로-5-플루오로페놀, 4,5-디클로로-2-플루오로페놀, 4,5-디클로로-3-플루오로페놀, 4,5-디클로로-6-플루오로페놀, 4,6-디클로로-2-플루오로페놀, 4,6-디클로로-3-플루오로페놀, 4,6-디클로로-5-플루오로페놀, 5,6-디클로로-2-플루오로페놀, 5,6-디클로로-3-플루오로페놀, 5,6-디클로로-4-플루오로페놀, 2,3,4-트리클로로-5-플루오로페놀, 2,3,4-트리클로로-6-플루오로페놀, 2,3,5-트리클로로-4-플루오로페놀, 2,3,5-트리클로로-6-플루오로페놀, 2,3,6-트리클로로-4-플루오로페놀, 2,3,6-트리클로로-5-플루오로페놀, 3,4,5-트리클로로-2-플루오로페놀,3,4,5-트리클로로-6-플루오로페놀, 3,4,6-트리클로로-2-플루오로페놀, 3,4,6-트리클로로-5-플루오로페놀, 4,5,6-트리클로로-2-플루오로페놀, 4,5,6-트리클로로-3-플루오로페놀, 2,3,4,5-테트라클로로-6-플루오로페놀, 2,3,4,6-테트라클로로-5-플루오로페놀, 3,4,5,6-테트라클로로-2-플루오로페놀, 2-클로로-3,4-디플루오로페놀, 2-클로로-3,5-디플루오로페놀, 2-클로로-3,6-디플루오로페놀, 2-클로로-4,5-디플루오로페놀, 2-클로로-4,6-디플루오로페놀, 2-클로로-5,6-디플루오로페놀, 3-클로로-2,4-디플루오로페놀, 3-클로로-2,5-디플루오로페놀, 3-클로로-2,6-디플루오로페놀, 3-클로로-4,5-디플루오로페놀, 3-클로로-4,6-디플루오로페놀, 3-클로로-5,6-디플루오로페놀, 4-클로로-2,3-디플루오로페놀, 4-클로로-2,5-디플루오로페놀, 4-클로로-2,6-디플루오로페놀, 4-클로로-3,5-디플루오로페놀, 4-클로로-3,6-디플루오로페놀, 4-클로로-5,6-디플루오로페놀, 5-클로로-2,3-디플루오로페놀, 5-클로로-2,4-디플루오로페놀, 5-클로로-2,5-디플루오로페놀, 5-클로로-3,4-디플루오로페놀, 5-클로로-3,6-디플루오로페놀, 5-클로로-4,6-디플루오로페놀, 6-클로로-2,3-디플루오로페놀, 6-클로로-2,4-디플루오로페놀, 6-클로로-2,5-디플루오로페놀, 6-클로로-3,4-디플루오로페놀, 6-클로로-3,5-디플루오로페놀, 6-클로로-4,5-디플루오로페놀, 2,3-디클로로-4,5-디플루오로페놀, 2,3-디클로로-4,6-디플루오로페놀, 2,3-디클로로-5,6-디플루오로페놀, 2,4-디클로로-3,5-디플루오로페놀, 2,4-디클로로-3,6-디플루오로페놀, 2,4-디클로로-5,6-디플루오로페놀, 2,5-디클로로-3,4-디플루오로페놀, 2,5-디클로로-3,6-디플루오로페놀, 2,5-디클로로-4,6-디플루오로페놀, 2,6-디클로로-3,4-디플루오로페놀, 2,6-디클로로-3,5-디플루오로페놀, 2,6-디클로로-4,5-디플루오로페놀, 2,3,4-트리클로로-5-플푸오로페놀, 2,3,4-트리클로로-6-플푸오로페놀, 2,3,5-트리클로로-4-플푸오로페놀, 2,3,5-트리클로로-6-플푸오로페놀, 2,3,6-트리클로로-4-플푸오로페놀, 2,3,6-트리클로로-5-플푸오로페놀, 2,4,5-트리클로로-3-플푸오로페놀, 2,4,5-트리클로로-6-플푸오로페놀, 2,4,6-트리클로로-3-플푸오로페놀, 2,4,6-트리클로로-5-플푸오로페놀, 3,4,5-트리클로로-2-플푸오로페놀, 3,4,5-트리클로로-6-플푸오로페놀, 4,5,6-트리클로로-2-플루오로페놀, 4,5,6-트리클로로-3-플루오로페놀, 2,3,4-트리클로로-5,6-디플푸오로페놀, 2,3,5-트리클로로-4,6-디플푸오로페놀, 2,3,6-트리클로로-4,5-디플푸오로페놀, 2,4,5-트리클로로-3,6-디플푸오로페놀, 2,4,6-트리클로로-3,5-디플푸오로페놀, 3,4,5-트리클로로-2,6-디플푸오로페놀, 3,4,6-트리클로로-2,5-디플푸오로페놀, 4,5,6-트리클로로-2,3-디플루오로페놀, 2,3,4,5-테트라클로로-6-플루오로페놀, 2,3,4,6-테트라클로로-5-플루오로페놀, 2,3,5,6-테트라클로로-4-플루오로페놀, 2,4,5,6-테트라클로로-3-플루오로페놀, 3,4,5,6-테트라클로로-2-플루오로페놀, 2-클로로-3,4,5-트리플루오로페놀, 2-클로로-3,4,6-트리플루오로페놀, 2-클로로-4,5,6-트리플루오로페놀, 3-클로로페놀-2,4,5-트리플루오로페놀, 3-클로로페놀-2,4,6-트리플루오로페놀, 3-클로로페놀-4,5,6-트리플루오로페놀, 4-클로로페놀-2,3,5-트리플루오로페놀, 4-클로로페놀-2,3,6-트리플루오로페놀, 4-클로로페놀-3,5,6-트리플루오로페놀, 5-클로로페놀-2,3,4-트리플루오로페놀, 5-클로로페놀-2,3,6-트리플루오로페놀, 5-클로로페놀-3,4,6-트리플루오로페놀, 6-클로로페놀-2,3,4-트리플루오로페놀, 6-클로로페놀-2,3,5-트리플루오로페놀, 6-클로로페놀-3,4,5-트리플루오로페놀, 2,3-디클로로페놀-4,5,6-트리플루오로페놀, 2,4-디클로로페놀-2,5,6-트리플루오로페놀, 2,5-디클로로페놀-3,4,6-트리플루오로페놀, 2,6-디클로로페놀-3,4,5-트리플루오로페놀, 3,4-디클로로페놀-2,5,6-트리플루오로페놀, 3,5-디클로로페놀-2,4,6-트리플루오로페놀, 3,6-디클로로페놀-2,4,5-트리플루오로페놀, 4,5-디클로로페놀-2,3,6-트리플루오로페놀, 4,6-디클로로페놀-2,3,5-트리플루오로페놀, 2-클로로페놀-3,4,5,6-테트라플루오로페놀, 3-클로로페놀-2,4,5,6-테트라플루오로페놀, 4-클로로페놀-2,3,5,6-테트라플루오로페놀, 5-클로로페놀-2,3,4,6-테트라플루오로페놀, 6-클로로페놀-2,3,4,5-테트라플루오로페놀, 2,3,4,5,6-펜타플루오로페놀 등이 있다.Moreover, as an acryl-type monomer obtained from the said formula, fluorine or / and chlorine-containing aromatic alcohol can be manufactured by esterification with acrylic acid and methacrylic acid. Fluorine and / or chlorine-containing aromatic alcohols that may be used include 2-chlorophenol, 3-chlorophenol, 4-chlorophenol, 5-chlorophenol, 6-chlorophenol, 2,3-dichlorophenol, 4-dichloro Phenol, 2,5-dichlorophenol, 2,6-dichlorophenol, 3,4-dichlorophenol, 3,5-dichlorophenol, 3,6-dichlorophenol, 4,5-dichlorophenol, 4,6-dichlorophenol , 2,3,4-trichlorophenol, 2,3,5-trichlorophenol, 2,3,6-trichlorophenol, 2,4,5-trichlorophenol, 2,4,6-trichlorophenol , 2,5,6-trichlorophenol, 3,4,5-trichlorophenol, 3,4,6-trichlorophenol, 3,5,6-trichlorophenol, 4,5,6-trichlorophenol , 2,3,4,5-tetrachlorophenol, 2,3,4,6-tetrachlorophenol, 3,4,5,6-tetrachlorophenol, 2,3,4,5,6-pentachlorophenol , 2-chloro-3-fluorophenol, 2-chloro-4-fluorophenol, 2-chloro-5-fluorophenol, 2-chloro-6-fluorophenol, 3-chloro-2-fluorophenol , 3-cle Fluoro-4-fluorophenol, 3-chloro-5-fluorophenol, 3-chloro-6-fluorophenol, 4-chloro-2-fluorophenol, 4-chloro-3-fluorophenol, 4- Chloro-5-fluorophenol, 4-chloro-6-fluorophenol, 5-chloro-2-fluorophenol, 5-chloro-3-fluorophenol, 5-chloro-4-fluorophenol, 5- Chloro-6-fluorophenol, 6-chloro-2-fluorophenol, 6-chloro-3-fluorophenol, 6-chloro-4-fluorophenol, 6-chloro-5-fluorophenol, 2, 3-dichloro-4-fluorophenol, 2,3-dichloro-5-fluorophenol, 2,3-dichloro-6-fluorophenol, 2,4-dichloro-3-fluorophenol, 2,4- Dichloro-5-fluorophenol, 2,4-dichloro-6-fluorophenol, 2,5-dichloro-3-fluorophenol, 2,5-dichloro-4-fluorophenol, 2,5-dichloro- 6-fluorophenol, 2,6-dichloro-3-fluorophenol, 2,6-dichloro-4-fluorophenol, 2,6-dichloro-5-fluorophenol, 3,4-dichloro-2- Fluorine Phenol, 3,4-dichloro-5-fluorophenol, 3,4-dichloro-6-fluorophenol, 3,5-dichloro-2-fluorophenol, 3,5-dichloro-4-fluorophenol, 3,5-dichloro-6-fluorophenol, 3,6-dichloro-2-fluorophenol, 3,6-dichloro-4-fluorophenol, 3,6-dichloro-5-fluorophenol, 4, 5-dichloro-2-fluorophenol, 4,5-dichloro-3-fluorophenol, 4,5-dichloro-6-fluorophenol, 4,6-dichloro-2-fluorophenol, 4,6- Dichloro-3-fluorophenol, 4,6-dichloro-5-fluorophenol, 5,6-dichloro-2-fluorophenol, 5,6-dichloro-3-fluorophenol, 5,6-dichloro- 4-fluorophenol, 2,3,4-trichloro-5-fluorophenol, 2,3,4-trichloro-6-fluorophenol, 2,3,5-trichloro-4-fluorophenol , 2,3,5-trichloro-6-fluorophenol, 2,3,6-trichloro-4-fluorophenol, 2,3,6-trichloro-5-fluorophenol, 3,4, 5-trichloro-2-fluorophenol, 3,4,5-trichloro -6-fluorophenol, 3,4,6-trichloro-2-fluorophenol, 3,4,6-trichloro-5-fluorophenol, 4,5,6-trichloro-2-fluoro Phenol, 4,5,6-trichloro-3-fluorophenol, 2,3,4,5-tetrachloro-6-fluorophenol, 2,3,4,6-tetrachloro-5-fluorophenol , 3,4,5,6-tetrachloro-2-fluorophenol, 2-chloro-3,4-difluorophenol, 2-chloro-3,5-difluorophenol, 2-chloro-3, 6-difluorophenol, 2-chloro-4,5-difluorophenol, 2-chloro-4,6-difluorophenol, 2-chloro-5,6-difluorophenol, 3-chloro- 2,4-difluorophenol, 3-chloro-2,5-difluorophenol, 3-chloro-2,6-difluorophenol, 3-chloro-4,5-difluorophenol, 3- Chloro-4,6-difluorophenol, 3-chloro-5,6-difluorophenol, 4-chloro-2,3-difluorophenol, 4-chloro-2,5-difluorophenol, 4-chloro-2,6-difluorophenol, 4-chloro-3,5-difluorophenol, 4-chloro-3,6-difluoro Phenol, 4-chloro-5,6-difluorophenol, 5-chloro-2,3-difluorophenol, 5-chloro-2,4-difluorophenol, 5-chloro-2,5-di Fluorophenol, 5-chloro-3,4-difluorophenol, 5-chloro-3,6-difluorophenol, 5-chloro-4,6-difluorophenol, 6-chloro-2,3 -Difluorophenol, 6-chloro-2,4-difluorophenol, 6-chloro-2,5-difluorophenol, 6-chloro-3,4-difluorophenol, 6-chloro-3 , 5-difluorophenol, 6-chloro-4,5-difluorophenol, 2,3-dichloro-4,5-difluorophenol, 2,3-dichloro-4,6-difluorophenol , 2,3-dichloro-5,6-difluorophenol, 2,4-dichloro-3,5-difluorophenol, 2,4-dichloro-3,6-difluorophenol, 2,4- Dichloro-5,6-difluorophenol, 2,5-dichloro-3,4-difluorophenol, 2,5-dichloro-3,6-difluorophenol, 2,5-dichloro-4,6 Difluorophenol, 2,6-dichloro-3,4-difluorophenol, 2,6-dichloro-3,5-difluorophenol, 2,6-dichloro-4,5-difluorophenol, 2,3,4-trichloro-5-flufuophenol, 2,3,4-trichloro-6-flufuophenol, 2,3,5 -Trichloro-4-flufuophenol, 2,3,5-trichloro-6-flufuophenol, 2,3,6-trichloro-4-flufuophenol, 2,3,6-trichloro-5 -Flufuorophenol, 2,4,5-trichloro-3-flufuophenol, 2,4,5-trichloro-6-flufuophenol, 2,4,6-trichloro-3-flufuophenol, 2,4,6-Trichloro-5-Fluorophenol, 3,4,5-Trichloro-2-Fluorophenol, 3,4,5-trichloro-6-Fluorophenol, 4,5,6 -Trichloro-2-fluorophenol, 4,5,6-trichloro-3-fluorophenol, 2,3,4-trichloro-5,6-difufuophenol, 2,3,5-trichloro Rho-4,6-difufuophenol, 2,3,6-trichloro-4,5-difufuophenol, 2,4,5-trichloro-3,6-difufuophenol, 2,4 , 6-trichloro-3,5-difufuophenol, 3,4,5-trichloro-2,6-difufuophenol, 3,4,6-trichloro-2,5-difufuofrupe , 4,5,6-trichloro-2,3-difluorophenol, 2,3,4,5-tetrachloro-6-fluorophenol, 2,3,4,6-tetrachloro-5-fluoro Lophenol, 2,3,5,6-tetrachloro-4-fluorophenol, 2,4,5,6-tetrachloro-3-fluorophenol, 3,4,5,6-tetrachloro-2- Fluorophenol, 2-chloro-3,4,5-trifluorophenol, 2-chloro-3,4,6-trifluorophenol, 2-chloro-4,5,6-trifluorophenol, 3 -Chlorophenol-2,4,5-trifluorophenol, 3-chlorophenol-2,4,6-trifluorophenol, 3-chlorophenol-4,5,6-trifluorophenol, 4-chloro Phenol-2,3,5-trifluorophenol, 4-chlorophenol-2,3,6-trifluorophenol, 4-chlorophenol-3,5,6-trifluorophenol, 5-chlorophenol- 2,3,4-trifluorophenol, 5-chlorophenol-2,3,6-trifluorophenol, 5-chlorophenol-3,4,6-trifluorophenol, 6-chlorophenol-2, 3,4-trifluorophenol, 6-chlorophenol-2,3,5-trifluorophenol, 6-chlorophenol-3, 4,5-trifluorophenol, 2,3-dichlorophenol-4,5,6-trifluorophenol, 2,4-dichlorophenol-2,5,6-trifluorophenol, 2,5-dichloro Phenol-3,4,6-trifluorophenol, 2,6-dichlorophenol-3,4,5-trifluorophenol, 3,4-dichlorophenol-2,5,6-trifluorophenol, 3 , 5-dichlorophenol-2,4,6-trifluorophenol, 3,6-dichlorophenol-2,4,5-trifluorophenol, 4,5-dichlorophenol-2,3,6-trifluoro Lophenol, 4,6-dichlorophenol-2,3,5-trifluorophenol, 2-chlorophenol-3,4,5,6-tetrafluorophenol, 3-chlorophenol-2,4,5, 6-tetrafluorophenol, 4-chlorophenol-2,3,5,6-tetrafluorophenol, 5-chlorophenol-2,3,4,6-tetrafluorophenol, 6-chlorophenol-2, 3,4,5-tetrafluorophenol, 2,3,4,5,6-pentafluorophenol.

본 특허에서 제조한 방향족 곁가지에 불소 혹은/및 염소함유 공중합체들은,광통신용 전송수단인 광섬유로서의 적용이 가능하며, 이 공중합체들은 40∼90℃의 온도에서 1∼96시간동안 라디칼 개시제를 사용하여 중합시켜 얻을 수 있으며 그 개시제의 예로는 아조비스이소부티로니트릴, 벤조일퍼록사이드, 라우릴퍼록사이드, 터셔리부틸퍼옥시벤조에이트, 터셔리-부틸 퍼록사이드, 터셔리-부틸하이드로퍼록사이드, 아조디카본아미드 등이 있으며, 또한 불소 혹은/및 염소함유 라디칼 개시제도 사용할 수 있으며 그 예로는 N-(4-클로로벤조일) N'-α-시아노시클로헥실 디이미드, 디-(2-클로로에틸)-2,2'-아조-비스-이소부티레이트, 1,1'-비스-(4-클로로페닐)아조메탄, 1,1'-아조-비스-1-클로로-1-페닐에탄, 터셔리-부틸 2-클로로-1,1-디메틸에틸퍼록사이드, 5-클로로-2-테오닐 퍼록사이드, 퍼플루오로프로피오닐 퍼록사이드, 2,2,3,3-테트라플루오로프로피오닐 퍼록사이드 등이 있다.Fluorine or / and chlorine-containing copolymers in the aromatic branch prepared in this patent can be applied as an optical fiber which is a transmission means for optical communication, and these copolymers use a radical initiator for 1 to 96 hours at a temperature of 40 to 90 ° C. Can be obtained by polymerization. Examples of the initiator include azobisisobutyronitrile, benzoyl peroxide, lauryl peroxide, tertiary butyl peroxy benzoate, tertiary butyl peroxide, tertiary butyl hydroperoxide , Azodicarbonamide, and the like, and fluorine or / and chlorine-containing radical initiators may also be used, such as N- (4-chlorobenzoyl) N'-α-cyanocyclohexyl diimide, di- (2- Chloroethyl) -2,2'-azo-bis-isobutyrate, 1,1'-bis- (4-chlorophenyl) azomethane, 1,1'-azo-bis-1-chloro-1-phenylethane, Tertiary-butyl 2-chloro-1,1-dimethylethylperoxide, 5-chloro-2-te Onyl peroxide, perfluoropropionyl peroxide, 2,2,3,3-tetrafluoropropionyl peroxide, and the like.

공중합체 제조시의 공중합비율은 1%∼99% 비율로 제조되었으며, 두종류 이상의 단량체의 조합으로도 해당 공중합체를 제조할 수 있다. 얻어진 중합체의 분자량은 5,000g/mol ∼ 1,000,000g/mol이며 일반적으로 20,000g/mol ∼ 350,000g/mol 이 얻어졌다.The copolymerization ratio at the time of copolymer production was prepared in 1%-99% ratio, and the said copolymer can also be manufactured by the combination of two or more types of monomers. The molecular weight of the polymer obtained was 5,000 g / mol to 1,000,000 g / mol and generally 20,000 g / mol to 350,000 g / mol were obtained.

본 특허로부터 제조된 신규 공중합체들은 기존의 광통신용 아크릴계 중합체와 비교해서 상대적으로 높은 유리전이온도와 낮은 전송손실을 나타내고 있다. 이들의 사용가능한 응용분야는 매우 다양하며 차량, 비행기내의 광통신용 케이블 및 단거리 송신용 광통신매체로 사용할 수 있다. 본 특허에서 제조한 공중합체들은 기존의 광통신용 아크릴계 중합체를 대체할 수 있는 정도의 물성을 나타내고 있으며 광통신용 전송매체의 중요한 물성인 전송손실면에서도 단량체내의 낮은 수소함량으로 인해 기존의 광통신용 아크릴계 중합체를 능가하는 물성을 나타내고 있다.The novel copolymers produced from this patent show relatively high glass transition temperature and low transmission loss compared to the conventional acrylic polymer for optical communication. Their field of application is very versatile and can be used for optical communication cables and short-range transmission optical media in vehicles, airplanes. The copolymers produced in this patent exhibit properties that can replace the conventional acrylic polymer for optical communication, and the acrylic polymer for optical communication is due to the low hydrogen content in the monomer in terms of transmission loss, which is an important physical property of the optical communication medium. It shows physical properties that surpass.

표 1은 각각 C-D, C-D, C-F, C-Cl 결합의 오버톤 파장(Overtone Wavelength)에 따른 흡수손실을 나타낸 것이다.Table 1 shows the absorption loss according to the overtone wavelength of C-D, C-D, C-F, and C-Cl bonds, respectively.

표 1.Table 1.

이하 본 발명을 실시예에 의거하여 더욱 상세히 설명하면 다음과 같다.Hereinafter, the present invention will be described in more detail with reference to Examples.

다음의 실시예들은 본 발명을 단지 예시하기 위한 것으로서, 본 실시예에 의해 본 발명의 범위가 한정되지는 않는다.The following examples are merely to illustrate the present invention, and the scope of the present invention is not limited by the present examples.

본 발명에 따른 불소 혹은/및 염소함유 아크릴계 단량체들의 일반적인 제조방법은, 교반기와 응축기가 설치된 플라스크에 불소 혹은/및 염소함유 방향족알콜과 피리딘을 테트라클로로메탄에 녹인 후, 아크릴산 및 메타크릴릭산을 떨어뜨린다. 이 혼합용액을 필터한 후, 혼합용액을 각 반응에 적합한 정제방법을 통해 얻는 것으로 구성되며, 불소 혹은/및 염소함유 아세테이트계 단량체들의 일반적인 제조방법은 응축기와 교반기, 온도계가 설치된 플라스크에 하나이상의 불소 혹은/및 염소함유 방향족산과 비닐아세테이트를 위치시킨후 황산수은을 떨어뜨린다. 혼합용액을 교반주면서 3시간 동안 환류시킨다. 이 혼합용액을 각 반응에 적합한 정제방법을 통해 얻는 것으로 구성된다.In the general method for preparing fluorine or / and chlorine-containing acrylic monomers according to the present invention, after dissolving fluorine or / and chlorine-containing aromatic alcohol and pyridine in tetrachloromethane in a flask equipped with a stirrer and a condenser, acrylic acid and methacrylic acid are dropped. Drop. After filtering the mixed solution, the mixed solution is obtained through a purification method suitable for each reaction. A general method of preparing fluorine or / and chlorine-containing acetate monomers is one or more fluorine in a flask equipped with a condenser, a stirrer and a thermometer. Or / and drop the mercury sulfate after placing the chlorine-containing aromatic acid and vinyl acetate. The mixed solution is refluxed for 3 hours with stirring. This mixed solution is obtained through a purification method suitable for each reaction.

실시예 1)Example 1

응축기와 교반기, 온도계가 설치된 250ml 둥근바닥 플라스크에 펜타플루오로벤조산 10.6g과 비닐아세테이트 35g을 위치시킨후 1.71g의 황산수은을 천천히 떨어뜨린다. 혼합용액을 교반주면서 3시간 동안 환류시킨다. 용액을 0 ℃까지 냉각시킨후 페트롤리움 에테르를 이용하여 희석시킨다. 혼합용액중에 반응하지 않은 산을 제거하기 위하여 나트륨아세테이트를 첨가한 후, 분별깔대기를 이용하여 추출한다. 미반응된 비닐아세테이트와 페트롤리움에테르를 제거하기 위해 감압하에서 농축시킨 후, 플라스크에 남아 있는 물질을 에테르에 녹인다. 얻어진 용액을 탄산나트륨 용액을 이용하여 씻어준 후, 얻어진 유기층을 감압하에서 증류시켜 투명한 액체를 얻는다.Place 10.6 g pentafluorobenzoic acid and 35 g vinyl acetate in a 250 ml round bottom flask equipped with a condenser, a stirrer and a thermometer, and slowly drop 1.71 g of mercury sulfate. The mixed solution is refluxed for 3 hours with stirring. The solution is cooled to 0 ° C. and then diluted with petroleum ether. Sodium acetate is added to remove unreacted acid in the mixed solution, and then extracted using a separatory funnel. After concentration under reduced pressure to remove unreacted vinyl acetate and petroleum ether, the remaining material in the flask is dissolved in ether. After the obtained solution was washed with a sodium carbonate solution, the obtained organic layer was distilled off under reduced pressure to obtain a transparent liquid.

실시예 2)Example 2)

응축기와 교반기, 온도계가 설치된 250ml 둥근바닥 플라스크에 펜타클로로벤조산 14.72g과 비닐아세테이트 35g을 위치시킨후 1.71g의 황산수은을 천천히 떨어뜨린다. 혼합용액을 교반주면서 3시간 동안 환류시킨다. 용액을 0 ℃까지 냉각시킨후 페트롤리움 에테르를 이용하여 희석시킨다. 혼합용액중에 반응하지 않은 산을 제거하기 위하여 나트륨아세테이트를 첨가한 후, 분별깔대기를 이용하여 추출한다. 미반응된 비닐아세테이트와 페트롤리움 에테르를 제거하기 위해 감압하에서 농축시킨 후, 플라스크에 남아 있는 물질을 에테르에 녹인다. 얻어진 용액을 탄산나트륨용액을 이용하여 씻어준 후, 얻어진 유기층을 감압하에서 증류시켜 투명한 액체를 얻는다.Place 14.72g pentachlorobenzoic acid and 35g vinyl acetate in a 250ml round bottom flask equipped with a condenser, a stirrer and a thermometer, and slowly drop 1.71g of mercury sulfate. The mixed solution is refluxed for 3 hours with stirring. The solution is cooled to 0 ° C. and then diluted with petroleum ether. Sodium acetate is added to remove unreacted acid in the mixed solution, and then extracted using a separatory funnel. After concentration under reduced pressure to remove unreacted vinylacetate and petroleum ether, the material remaining in the flask is dissolved in ether. The obtained solution is washed with sodium carbonate solution, and then the obtained organic layer is distilled off under reduced pressure to obtain a transparent liquid.

실시예 3)Example 3

교반기와 응축기가 설치된 250ml 둥근바닥 플라스크에 40ml 테트라플루오로메탄 용액에 펜타플루오로페놀 18.032g, 피리딘 7.8g을 넣은 후 0℃를 유지시킨다. 이 혼합용액에 10ml 의 아크릴산을 1시간동안 교반하면서 첨가시킨다. 이렇게 얻어진 용액을 상온으로 유지시키면서 24시간 동안 교반한 후 침전물을 필터장치를 이용해 걸러낸다. 혼합용액에 남아있는 용매와 미반응물을 제거하기 위해 140℃에서 8시간 동안 가열한후 감압증류장치를 통해 단량체를 얻는다.In a 250 ml round bottom flask equipped with a stirrer and a condenser, 18.032 g of pentafluorophenol and 7.8 g of pyridine were added to a 40 ml tetrafluoromethane solution and maintained at 0 ° C. 10 ml of acrylic acid is added to the mixed solution with stirring for 1 hour. The solution thus obtained is stirred at room temperature for 24 hours and then the precipitate is filtered off using a filter device. After removing the solvent and unreacted substances in the mixed solution for 8 hours at 140 ℃ to obtain a monomer through a vacuum distillation apparatus.

실시예 4)Example 4

교반기와 응축기가 설치된 250ml 둥근바닥 플라스크에 40ml 테트라플루오로메탄 용액에 펜타클로로페놀 26.65g, 피리딘 7.8g을 넣은 후 0℃를 유지시킨다. 이 혼합용액에 10ml 의 아크릴산을 1시간동안 교반하면서 첨가시킨다. 이렇게 얻어진 용액을 상온으로 유지시키면서 24시간 동안 교반한 후 침전물을 필터장치를 이용해 걸러낸다. 혼합용액에 남아있는 용매와 미반응물을 제거하기 위해 140℃에서 8시간 동안 가열한 후 얻어진 결과물질을 승화장치를 이용하여 정제해 단량체를 얻는다.In a 250 ml round bottom flask equipped with a stirrer and a condenser, 26.65 g of pentachlorophenol and 7.8 g of pyridine were added to a 40 ml tetrafluoromethane solution and maintained at 0 ° C. 10 ml of acrylic acid is added to the mixed solution with stirring for 1 hour. The solution thus obtained is stirred at room temperature for 24 hours and then the precipitate is filtered off using a filter device. After heating for 8 hours at 140 ℃ to remove the solvent and unreacted substances remaining in the mixed solution, the resulting material is purified by using a sublimation apparatus to obtain a monomer.

실시예 5)Example 5

교반기와 응축기가 설치된 250ml 둥근바닥 플라스크에 40ml 테트라플루오로메탄 용액에 펜타플루오로페놀 18.032g, 피리딘 7.8g을 넣은 후 0℃를 유지시킨다. 이 혼합용액에 7ml 의 메타크릴산을 1시간동안 교반하면서 첨가시킨다. 이렇게 얻어진 용액을 상온으로 유지시키면서 24시간 동안 교반한 후 침전물을 필터장치를 이용해 걸러낸다. 혼합용액에 남아있는 용매와 미반응물을 제거하기 위해 140℃에서 8시간 동안 가열한후 감압증류장치를 통해 단량체를 얻는다.In a 250 ml round bottom flask equipped with a stirrer and a condenser, 18.032 g of pentafluorophenol and 7.8 g of pyridine were added to a 40 ml tetrafluoromethane solution and maintained at 0 ° C. 7 ml of methacrylic acid is added to this mixed solution with stirring for 1 hour. The solution thus obtained is stirred at room temperature for 24 hours and then the precipitate is filtered off using a filter device. After removing the solvent and unreacted substances in the mixed solution for 8 hours at 140 ℃ to obtain a monomer through a vacuum distillation apparatus.

실시예 6)Example 6

교반기와 응축기가 설치된 250ml 둥근바닥 플라스크에 40ml 테트라플루오로메탄 용액에 펜타클로로페놀 26.65g, 피리딘 7.8g을 넣은 후 0℃를 유지시킨다. 이 혼합용액에 7ml 의 메타크릴산을 1시간동안 교반하면서 첨가시킨다. 이렇게 얻어진 용액을 상온으로 유지시키면서 24시간 동안 교반한 후 침전물을 필터장치를 이용해 걸러낸다. 혼합용액에 남아있는 용매와 미반응물을 제거하기 위해 140℃에서 8시간 동안 가열한 후 얻어진 결과물질을 승화장치를 이용하여 정제해 단량체를 얻는다.In a 250 ml round bottom flask equipped with a stirrer and a condenser, 26.65 g of pentachlorophenol and 7.8 g of pyridine were added to a 40 ml tetrafluoromethane solution and maintained at 0 ° C. 7 ml of methacrylic acid is added to this mixed solution with stirring for 1 hour. The solution thus obtained is stirred at room temperature for 24 hours and then the precipitate is filtered off using a filter device. After heating for 8 hours at 140 ℃ to remove the solvent and unreacted substances remaining in the mixed solution, the resulting material is purified by using a sublimation apparatus to obtain a monomer.

실시예 7)Example 7

교반기와 응축기를 장착한 250ml 둥근바닥 플라스크에 320g의 1,2-디클로로프로피오닉산염화물 과 3중량퍼센트의 헥사메틸포스포트리아미드를 첨가시킨후 70℃로 가열하면서 감압증류장치를 이용해 1-클로로아크릴산을 얻는다. 이 용액을, 펜타플루오로페놀 160g 과 70g의 피리딘을 위치시킨 400ml 카본테트라클로라이드 용액에 0℃를 유지시키면서 첨가한다. 이렇게 얻어진 용액을 상온에서 12시간 교반시킨 후, 필터장치를 이용해서 침전물을 제거한 후 감압증류장치를 이용해서 단량체를 얻는다.Into a 250 ml round bottom flask equipped with a stirrer and a condenser, 320 g of 1,2-dichloropropionate and 3 weight percent of hexamethylphosphotriamide were added, followed by heating to 70 ° C. using 1-chloroacrylic acid using a vacuum distillation apparatus. Get This solution is added to a 400 ml carbon tetrachloride solution in which 160 g of pentafluorophenol and 70 g of pyridine are placed while maintaining 0 ° C. After the solution thus obtained is stirred at room temperature for 12 hours, the precipitate is removed by using a filter device, and then a monomer is obtained by using a vacuum distillation device.

실시예 8)Example 8

교반기와 응축기를 장착한 250ml 둥근바닥 플라스크에 320g의 1,2-디클로로프로피오닉산염화물 과 3중량퍼센트의 헥사메틸포스포트리아미드를 첨가시킨후 70℃로 가열하면서 감압증류장치를 이용해 1-클로로아크릴산을 얻는다. 이 용액을, 펜타클로로페놀 231g 과 70g의 피리딘을 위치시킨 400ml 카본테트라클로라이드 용액에 0℃를 유지시키면서 첨가한다. 이렇게 얻어진 용액을 상온에서 12시간 교반시킨 후, 필터장치를 이용해서 침전물을 제거한 후 감압증류장치를 이용해서 단량체를 얻는다.Into a 250 ml round bottom flask equipped with a stirrer and a condenser, 320 g of 1,2-dichloropropionate and 3 weight percent of hexamethylphosphotriamide were added, followed by heating to 70 ° C. using 1-chloroacrylic acid using a vacuum distillation apparatus. Get This solution is added to a 400 ml carbon tetrachloride solution in which 231 g of pentachlorophenol and 70 g of pyridine are placed while maintaining 0 ° C. After the solution thus obtained is stirred at room temperature for 12 hours, the precipitate is removed by using a filter device, and then a monomer is obtained by using a vacuum distillation device.

또한, 본 발명에 따른 불소 혹은/및 염소함유 아세테이트계 단량체와 아크릴계 단량체와의 공중합체를 제조하는 일반적인 방법은, 이종의 두종류 이상 단량체를 1∼99%의 공중합 범위를 가지고서 테트라하이드로퓨란 용액에 첨가하여 상기언급된 개시제 또는 불소 혹은/및 염소함유 개시제를 이용하여 40∼90℃의 온도에서 1∼96시간 반응시킨 후, 메탄올에 침전하여 얻는 것으로 구성된다.In addition, a general method for preparing a copolymer of a fluorine or / and chlorine-containing acetate monomer and an acrylic monomer according to the present invention is a mixture of two or more kinds of monomers having a copolymerization range of 1 to 99% in a tetrahydrofuran solution It is added and made to react by 1-96 hours at the temperature of 40-90 degreeC using the above-mentioned initiator or the fluorine or / and chlorine-containing initiator, and to precipitate by methanol.

실시예 9)Example 9

실시예 1에서 얻은 단량체 1g과 실시예 5에서 얻은 단량체 2g을 테트라하이드로퓨란 30mL 용액에서 개시제 AIBN을 이용하여 60℃에서 48시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 30,000/mol)1 g of the monomer obtained in Example 1 and 2 g of the monomer obtained in Example 5 were polymerized for 48 hours at 60 ° C. using an initiator AIBN in a 30 mL solution of tetrahydrofuran, and the polymer obtained by precipitating in methanol was dried in a vacuum furnace for 36 hours. (Mw = 30,000 / mol)

실시예 10)Example 10)

실시예 1에서 얻은 단량체 0.5g과 실시예 6에서 얻은 단량체 1g을 테트라하이드로퓨란 30mL 용액에서 개시제 AIBN을 이용하여 60℃에서 72시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw =50,000/mol)0.5 g of the monomer obtained in Example 1 and 1 g of the monomer obtained in Example 6 were polymerized at 60 ° C. for 72 hours using an initiator AIBN in a 30 mL solution of tetrahydrofuran, and then the polymer obtained by precipitation in methanol was 36 hours in a vacuum furnace. Dry (Mw = 50,000 / mol)

실시예 11)Example 11

실시예 1에서 얻은 단량체 1.5g과 실시예 7에서 얻은 단량체 2g을 톨루엔 30mL 용액에서 개시제 BPO를 이용하여 90℃에서 36시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 120,000/mol)1.5 g of the monomer obtained in Example 1 and 2 g of the monomer obtained in Example 7 were polymerized at 90 ° C. for 36 hours using an initiator BPO in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was dried in a vacuum furnace for 36 hours. (Mw = 120,000 / mol)

실시예 12)Example 12)

실시예 1에서 얻은 단량체 0.5g과 실시예 8에서 얻은 단량체 1g을 톨루엔 30mL 용액에서 개시제 BPO를 이용하여 90℃에서 48시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 190,000/mol)0.5 g of the monomer obtained in Example 1 and 1 g of the monomer obtained in Example 8 were polymerized at 90 ° C. for 48 hours using an initiator BPO in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was dried in a vacuum furnace for 36 hours. (Mw = 190,000 / mol)

실시예 13)Example 13

실시예 2에서 얻은 단량체 1g과 실시예 5에서 얻은 단량체 2g을 톨루엔 30mL 용액에서 개시제 터셔리-부틸하이드로퍼록사이드를 이용하여 80℃에서 32시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 80,000/mol)1 g of the monomer obtained in Example 2 and 2 g of the monomer obtained in Example 5 were polymerized at 80 ° C. for 32 hours using an initiator tertiary-butylhydroperoxide in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was vacuumed. Dry for 36 hours in a furnace (Mw = 80,000 / mol).

실시예 14)Example 14

실시예 2에서 얻은 단량체 1.5g과 실시예 6에서 얻은 단량체 1g을 톨루엔 30mL 용액에서 개시제 터셔리-부틸 퍼록사이드를 이용하여 90℃에서 24시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 40,000/mol)1.5 g of the monomer obtained in Example 2 and 1 g of the monomer obtained in Example 6 were polymerized at 90 ° C. for 24 hours using an initiator tertiary-butyl peroxide in a 30 mL solution of toluene, and then the polymer obtained by precipitating in methanol was subjected to vacuum. Dry for 36 hours at (Mw = 40,000 / mol).

실시예 15)Example 15)

실시예 2에서 얻은 단량체 2g과 실시예 7에서 얻은 단량체 1.5g을 테트라하이드로퓨란 30mL 용액에서 개시제 AIBN을 이용하여 60℃에서 48시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 90,000/mol)2 g of the monomer obtained in Example 2 and 1.5 g of the monomer obtained in Example 7 were polymerized for 48 hours at 60 ° C. using an initiator AIBN in a 30 mL solution of tetrahydrofuran, and then the polymer obtained by precipitating in methanol was 36 hours in a vacuum furnace. Dry (Mw = 90,000 / mol)

실시예 16)Example 16

실시예 2에서 얻은 단량체 0.5g과 실시예 8에서 얻은 단량체 1g을 테트라하이드로퓨란 30mL 용액에서 개시제 라우릴퍼록사이드를 이용하여 50℃에서 72시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 50,000/mol)0.5 g of the monomer obtained in Example 2 and 1 g of the monomer obtained in Example 8 were polymerized at 50 ° C. for 72 hours using an initiator lauryl peroxide in a 30 mL solution of tetrahydrofuran, and then the polymer obtained by precipitating in methanol was subjected to vacuum. Dry for 36 hours at (Mw = 50,000 / mol).

실시예 17)Example 17)

실시예 3에서 얻은 단량체 1g과 실시예 5에서 얻은 단량체 1.5g을 MEK 30mL 용액에서 개시제 BPO을 이용하여 70℃에서 48시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 70,000/mol)1 g of the monomer obtained in Example 3 and 1.5 g of the monomer obtained in Example 5 were polymerized at 70 ° C. for 48 hours using an initiator BPO in a 30 mL solution of MEK, and then the polymer obtained by precipitation in methanol was dried in a vacuum furnace for 36 hours. (Mw = 70,000 / mol)

실시예 18)Example 18

실시예 3에서 얻은 단량체 2g과 실시예 6에서 얻은 단량체 1g을 톨루엔 30mL 용액에서 개시제 아조디카본이미드를 이용하여 80℃에서 60시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 40,000/mol)2 g of the monomer obtained in Example 3 and 1 g of the monomer obtained in Example 6 were polymerized at 80 ° C. for 60 hours using an initiator azodicarbonimide in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was subjected to 36 in a vacuum furnace. Dry time (Mw = 40,000 / mol)

실시예 19)Example 19

실시예 3에서 얻은 단량체 1g과 실시예 7에서 얻은 단량체 1.5g을 톨루엔30mL 용액에서 개시제 BPO을 이용하여 90℃에서 36시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 80,000/mol)1 g of the monomer obtained in Example 3 and 1.5 g of the monomer obtained in Example 7 were polymerized at 90 ° C. for 36 hours using an initiator BPO in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was dried in a vacuum furnace for 36 hours. (Mw = 80,000 / mol)

실시예 20)Example 20

실시예 3에서 얻은 단량체 0.5g과 실시예 8에서 얻은 단량체 1g을 톨루엔 30mL 용액에서 개시제 퍼플루오로프로피오닐 퍼록사이드를 이용하여 90℃에서 45시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 30,000/mol)0.5 g of the monomer obtained in Example 3 and 1 g of the monomer obtained in Example 8 were polymerized at 90 ° C. for 45 hours using an initiator perfluoropropionyl peroxide in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was vacuumed. Dry for 36 hours in a furnace (Mw = 30,000 / mol).

실시예 21)Example 21)

실시예 4에서 얻은 단량체 1g과 실시예 5에서 얻은 단량체 2g을 톨루엔 30mL 용액에서 개시제 라우릴퍼록사이드을 이용하여 80℃에서 96시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 110,000/mol)1 g of the monomer obtained in Example 4 and 2 g of the monomer obtained in Example 5 were polymerized at 80 ° C. for 96 hours using an initiator lauryl peroxide in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was dried for 36 hours in a vacuum furnace. (Mw = 110,000 / mol)

실시예 22)Example 22)

실시예 4에서 얻은 단량체 1g과 실시예 6에서 얻은 단량체 1.5g을 톨루엔 30mL 용액에서 개시제 BPO을 이용하여 90℃에서 36시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 50,000/mol)1 g of the monomer obtained in Example 4 and 1.5 g of the monomer obtained in Example 6 were polymerized at 90 ° C. for 36 hours using an initiator BPO in a 30 mL solution of toluene, and then the polymer obtained by precipitation in methanol was dried in a vacuum furnace for 36 hours. (Mw = 50,000 / mol)

실시예 23)Example 23)

실시예 4에서 얻은 단량체 2g과 실시예 7에서 얻은 단량체 1g을 테트라하이드로퓨란 30mL 용액에서 개시제 AIBN을 이용하여 60℃에서 24시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw =70,000/mol)2 g of the monomer obtained in Example 4 and 1 g of the monomer obtained in Example 7 were polymerized at 60 ° C. for 24 hours using an initiator AIBN in a 30 mL solution of tetrahydrofuran, and the polymer obtained by precipitating in methanol was dried in a vacuum furnace for 36 hours. (Mw = 70,000 / mol)

실시예 24)Example 24)

실시예 4에서 얻은 단량체 1g과 실시예 8에서 얻은 단량체 1.5g을 테트라하이드로퓨란 30mL 용액에서 개시제 아조디카본아미드를 이용하여 50℃에서 72시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 20,000/mol)1 g of the monomer obtained in Example 4 and 1.5 g of the monomer obtained in Example 8 were polymerized at 50 ° C. for 72 hours using an initiator azodicarbonamide in a 30 mL solution of tetrahydrofuran, and then the polymer obtained by precipitation in methanol was subjected to vacuum. Dry for 36 hours at (Mw = 20,000 / mol).

실시예 25)Example 25)

실시예 1에서 얻은 단량체 1g과 실시예 3에서 얻은 단량체 1.5g과 실시예 4에서 얻은 단량체 2g을 톨루엔 30mL 용액에서 개시제 터셔리-부틸퍼옥시벤조에이트를 이용하여 90℃에서 60시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 90,000/mol)1 g of the monomer obtained in Example 1 and 1.5 g of the monomer obtained in Example 3 and 2 g of the monomer obtained in Example 4 were polymerized at 90 ° C. for 60 hours using an initiator tertiary-butylperoxybenzoate in a 30 mL solution of toluene. , The polymer obtained by precipitation in methanol was dried in a vacuum furnace for 36 hours. (Mw = 90,000 / mol)

실시예 26)Example 26)

실시예 1에서 얻은 단량체 1g과 실시예 4에서 얻은 단량체 1.5g과 실시예 5에서 얻은 단량체 2g을 MEK 30mL 용액에서 개시제 BPO을 이용하여 70℃에서 48시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 40,000/mol)A polymer obtained by polymerizing 1 g of the monomer obtained in Example 1, 1.5 g of the monomer obtained in Example 4, and 2 g of the monomer obtained in Example 5 by polymerization at 70 ° C. for 48 hours using an initiator BPO in a 30 mL solution of MEK, followed by precipitation in methanol. Is dried in a vacuum furnace for 36 hours (Mw = 40,000 / mol).

실시예 27)Example 27)

실시예 2에서 얻은 단량체 1g과 실시예 3에서 얻은 단량체 1.5g과 실시예 4에서 얻은 단량체 2g을 톨루엔 30mL 용액에서 개시제 퍼플루오로프로피오닐 퍼록사이드를 이용하여 90℃에서 36시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 80,000/mol)1 g of the monomer obtained in Example 2 and 1.5 g of the monomer obtained in Example 3 and 2 g of the monomer obtained in Example 4 were polymerized at 90 ° C. for 36 hours using an initiator perfluoropropionyl peroxide in a 30 mL solution of toluene, The polymer obtained by precipitation in methanol is dried in a vacuum furnace for 36 hours (Mw = 80,000 / mol).

실시예 27)Example 27)

실시예 2에서 얻은 단량체 1g과 실시예 4에서 얻은 단량체 1.5g과 실시예 5에서 얻은 단량체 2g을 테트라하이드로퓨란 30mL 용액에서 개시제 라우릴퍼록사이드를 이용하여 60℃에서 26시간 중합을 시킨후, 메탄올에 침전하여 얻어진 중합체를 진공로에서 36시간 건조시킨다.(Mw = 50,000/mol)1 g of the monomer obtained in Example 2 and 1.5 g of the monomer obtained in Example 4 and 2 g of the monomer obtained in Example 5 were polymerized at 60 ° C. for 26 hours using an initiator lauryl peroxide in a 30 mL solution of tetrahydrofuran, followed by methanol. The precipitated polymer was dried in a vacuum furnace for 36 hours (Mw = 50,000 / mol).

본 발명을 통해 제조된 불소 혹은/및 염소함유 아세테이트계 단량체와 아크릴계 단량체의 신규 공중합체는 기존의 광통신용 아크릴계 중합체와 비교해서 높은 유리전이온도와 낮은 흡수손실 면이 동시에 향상되었다. 이와 같은 물성으로부터 자동차내의 광섬유, 비행기나 선박, 자동차, 의료기기, 간이계측기, 전자기기 배선 및 단거리의 광전송매체 등에 현재 사용되고있는 아크릴계 중합체를 대체함으로써 경제적인 효과가 기대된다.The novel copolymers of fluorine- and / or chlorine-containing acetate monomers and acrylic monomers prepared through the present invention have improved both high glass transition temperature and low absorption loss compared to conventional acrylic polymers for optical communication. From such physical properties, economic effects are expected by replacing acrylic polymers currently used in optical fibers in automobiles, airplanes and ships, automobiles, medical devices, simple measuring instruments, electronic device wiring, and short-range optical transmission media.

Claims (2)

하기의 식 1로 표현되는 구조를 갖는 공중합체Copolymer having a structure represented by the following formula 1 화학식 1Formula 1 상기식에서 R1= F 또는 Cl, R2,R3,R4,R5,R6,R7,R8,R9,R10= H, F 또는 Cl, R11= H,CH3,Cl로 구성되며, 이로부터 얻어지는 구조는, 방향족 산인 2-클로로벤조산, 2,3-디클로로벤조산, 2,4-디클로로벤조산, 2,5-디클로로벤조산, 1,6-디클로로벤조산, 2,3,4-트리클로로벤조산, 2,3,5-트리클로로벤조산, 2,3,6-트리클로로벤조산, 2,4,5-트리클로로벤조산, 2,4,6-트리클로로벤조산, 2,5,6-트리클로로벤조산, 2,3,4,5-테트라클로로벤조산, 2,3,4,6-테트라클로로벤조산, 2,4,5,6-테트라클로로벤조산, 2,3,4,5,6-펜타클로로벤조산, 2-클로로-3-플루오로벤조산, 2-클로로-4-플루오로벤조산, 2-클로로-5-플루오로벤조산, 2-클로로-6-플루오로벤조산, 2-클로로-3,4-디플루오로벤조산, 2-클로로-3,5-디플루오로벤조산, 2-클로로-3,6-디플루오로벤조산, 2-클로로-4,5-디플루오로벤조산, 2,-클로로-4,6-디플루오로벤조산, 2-클로로-5,6-디플루오로벤조산, 2-클로로-3,4,5-트리플루오로벤조산, 2-클로로-3,4,6-트리플루오로벤조산, 2-클로로-4,5,6-트리플루오로벤조산, 2-클로로-3,4,5,6-테트라플루오로벤조산, 2,3-디클로로-4-플루오로벤조산, 2,3-디클로로-5-플루오로벤조산, 2,3-디클로로-6-플루오로벤조산, 2,3-디클로로-4,5-디플루오로벤조산, 2,3-디클로로-4,6-디플루오로벤조산, 2,3-디클로로-5,6-디플루오로벤조산, 2,3-디클로로-4,5,6-트리플루오로벤조산, 2,4-디클로로-3-플루오로벤조산, 2,4-디클로로-5-플루오로벤조산, 2,4-디클로로-6-플루오로벤조산, 2,4-디클로로-3,5-디플루오로벤조산, 2,4-디클로로-3,6-디플루오로벤조산, 2,4-디클로로-5,6-디플루오로벤조산, 2,4-디클로로-4,5,6-트리플루오로벤조산, 2,5-디클로로-3-플루오로벤조산, 2,5-디클로로-4-플루오로벤조산, 2,5-디클로로-6-플루오로벤조산, 2,5-디클로로-3,4-디플루오로벤조산, 2,5-디클로로-3,6-디플루오로벤조산, 2,5-디클로로-4,6-디플루오로벤조산, 2,5-디클로로-3,4,6-트리플루오로벤조산, 2,6-디클로로-3-플루오로벤조산, 2,6-디클로로-4-플루오로벤조산, 2,6-디클로로-5-플루오로벤조산, 2,6-디클로로-3,4-디플루오로벤조산, 2,6-디클로로-3,5-디플루오로벤조산, 2,6-디클로로-4,5-디플루오로벤조산, 2,6-디클로로-3,4,5-트리플루오로벤조산, 2,3,4-트리클로로-5-플루오로벤조산, 2,3,4-트리클로로-6-플루오로벤조산, 2,3,4-트리클로로-5,6-디플루오로벤조산, 2,3,5-트리클로로-4-플루오로벤조산, 2,3,5-트리클로로-6-플루오로벤조산, 2,3,5-트리클로로-4,6-디플루오로벤조산, 2,3,6-트리클로로-4-플루오로벤조산, 2,3,6-트리클로로-5-플루오로벤조산, 2,3,6-트리클로로-4,5-디플루오로벤조산, 2,4,5-트리클로로-3-플루오로벤조산, 2,4,5-트리클로로-6-플루오로벤조산, 2,4,5-트리클로로-3,6-디플루오로벤조산, 2,4,6-트리클로로-3-플루오로벤조산, 2,4,6-트리클로로-5-플루오로벤조산, 2,4,6-트리클로로-3,5-디플루오로벤조산, 2,5,6-트리클로로-3-플루오로벤조산, 2,5,6-트리클로로-3-플루오로벤조산, 2,5,6-트리클로로-3,4-디플루오로벤조산, 2,3,4,5-테트라클로로-6-플루오로벤조산, 2,3,4,6-테트라클로로-5-플루오로벤조산, 2,3,5,6-테트라클로로-4-플루오로벤조산, 2,4,5,6-테트라클로로-3-플루오로벤조산, 2-플루오로벤조산, 2,3-디플루오로벤조산, 2,4-디플루오로벤조산, 2,5-디플루오로벤조산, 2,6-디플루오로벤조산, 2,3,4-트리플루오로벤조산, 2,3,5-트리플루오로벤조산, 2,3,6-트리플루오로벤조산, 2,4,5-트리플루오로벤조산, 2,4,6-트리플루오로벤조산, 2,5,6-트리플루오로벤조산, 2,3,4,5-테트라플루오로벤조산, 2,3,4,6-테트라플루오로벤조산, 2,4,5,6-테트라플루오로벤조산, 2,3,4,5,6-펜타플루오로벤조산, 2-플루오로-3-클로로벤조산, 2-플루오로-4-클로로벤조산, 2-플루오로-5-클로로벤조산, 2-플루오로-3,4-디클로로벤조산, 2-플루오로-3,5-디클로로벤조산, 2-플루오로-4,5-디클로로벤조산, 2-플루오로-3,4,5-트리클로로벤조산, 2,3-디플루오로-4-클로로벤조산, 2,3-디플루오로-5-클로로벤조산, 2,4-디플루오로-3-클로로벤조산, 2,4-디플루오로-5-클로로벤조산, 2,5-디플루오로-3-클로로벤조산, 2,5-디플루오로-4-클로로벤조산, 2,6-디플루오로-3-클로로벤조산, 2,6-디플루오로-4-클로로벤조산, 2,6-디플루오로-5-클로로벤조산, 2,3-디플루오로-4,5-디클로로벤조산, 2,4-디플루오로-3,5-디클로로벤조산, 2,5-디플루오로-3,4-디클로로벤조산, 2,6-디플루오로-3,4-디클로로벤조산, 2,6-디플루오로-3,5-디클로로벤조산, 2,6-디플루오로-4,5-디클로로벤조산, 2,3,4-트리플루오로-5-클로로벤조산, 2,3,5-트리플루오로-4-클로로벤조산, 2,3,6-트리플루오로-4-클로로벤조산, 2,3,6-트리플루오로-5-클로로벤조산, 2,3,4,6-테트라플루오로-5-클로로벤조산 등으로부터 얻어지는 아세테이트 단량체와, 이로부터 얻어지는 방향족 알콜인 2-클로로페놀, 3-클로로페놀, 4-클로로페놀, 5-클로로페놀, 6-클로로페놀, 2,3-디클로로페놀, 4-디클로로페놀, 2,5-디클로로페놀, 2,6-디클로로페놀, 3,4-디클로로페놀, 3,5-디클로로페놀, 3,6-디클로로페놀, 4,5-디클로로페놀, 4,6-디클로로페놀, 2,3,4-트리클로로페놀, 2,3,5-트리클로로페놀, 2,3,6-트리클로로페놀, 2,4,5-트리클로로페놀, 2,4,6-트리클로로페놀, 2,5,6-트리클로로페놀, 3,4,5-트리클로로페놀, 3,4,6-트리클로로페놀, 3,5,6-트리클로로페놀, 4,5,6-트리클로로페놀, 2,3,4,5-테트라클로로페놀, 2,3,4,6-테트라클로로페놀, 3,4,5,6-테트라클로로페놀, 2,3,4,5,6-펜타클로로페놀, 2-클로로-3-플루오로페놀, 2-클로로-4-플루오로페놀, 2-클로로-5-플루오로페놀, 2-클로로-6-플루오로페놀, 3-클로로-2-플루오로페놀, 3-클로로-4-플루오로페놀, 3-클로로-5-플루오로페놀, 3-클로로-6-플루오로페놀, 4-클로로-2-플루오로페놀, 4-클로로-3-플루오로페놀, 4-클로로-5-플루오로페놀, 4-클로로-6-플루오로페놀, 5-클로로-2-플루오로페놀, 5-클로로-3-플루오로페놀, 5-클로로-4-플루오로페놀, 5-클로로-6-플루오로페놀, 6-클로로-2-플루오로페놀, 6-클로로-3-플루오로페놀, 6-클로로-4-플루오로페놀, 6-클로로-5-플루오로페놀, 2,3-디클로로-4-플루오로페놀, 2,3-디클로로-5-플루오로페놀, 2,3-디클로로-6-플루오로페놀, 2,4-디클로로-3-플루오로페놀, 2,4-디클로로-5-플루오로페놀, 2,4-디클로로-6-플루오로페놀, 2,5-디클로로-3-플루오로페놀, 2,5-디클로로-4-플루오로페놀, 2,5-디클로로-6-플루오로페놀, 2,6-디클로로-3-플루오로페놀, 2,6-디클로로-4-플루오로페놀, 2,6-디클로로-5-플루오로페놀, 3,4-디클로로-2-플루오로페놀, 3,4-디클로로-5-플루오로페놀, 3,4-디클로로-6-플루오로페놀, 3,5-디클로로-2-플루오로페놀, 3,5-디클로로-4-플루오로페놀, 3,5-디클로로-6-플루오로페놀, 3,6-디클로로-2-플루오로페놀, 3,6-디클로로-4-플루오로페놀, 3,6-디클로로-5-플루오로페놀, 4,5-디클로로-2-플루오로페놀, 4,5-디클로로-3-플루오로페놀, 4,5-디클로로-6-플루오로페놀, 4,6-디클로로-2-플루오로페놀, 4,6-디클로로-3-플루오로페놀, 4,6-디클로로-5-플루오로페놀, 5,6-디클로로-2-플루오로페놀, 5,6-디클로로-3-플루오로페놀, 5,6-디클로로-4-플루오로페놀, 2,3,4-트리클로로-5-플루오로페놀, 2,3,4-트리클로로-6-플루오로페놀, 2,3,5-트리클로로-4-플루오로페놀, 2,3,5-트리클로로-6-플루오로페놀, 2,3,6-트리클로로-4-플루오로페놀, 2,3,6-트리클로로-5-플루오로페놀, 3,4,5-트리클로로-2-플루오로페놀,3,4,5-트리클로로-6-플루오로페놀, 3,4,6-트리클로로-2-플루오로페놀, 3,4,6-트리클로로-5-플루오로페놀, 4,5,6-트리클로로-2-플루오로페놀, 4,5,6-트리클로로-3-플루오로페놀, 2,3,4,5-테트라클로로-6-플루오로페놀, 2,3,4,6-테트라클로로-5-플루오로페놀, 3,4,5,6-테트라클로로-2-플루오로페놀, 2-클로로-3,4-디플루오로페놀, 2-클로로-3,5-디플루오로페놀, 2-클로로-3,6-디플루오로페놀, 2-클로로-4,5-디플루오로페놀, 2-클로로-4,6-디플루오로페놀, 2-클로로-5,6-디플루오로페놀, 3-클로로-2,4-디플루오로페놀, 3-클로로-2,5-디플루오로페놀, 3-클로로-2,6-디플루오로페놀, 3-클로로-4,5-디플루오로페놀, 3-클로로-4,6-디플루오로페놀, 3-클로로-5,6-디플루오로페놀, 4-클로로-2,3-디플루오로페놀, 4-클로로-2,5-디플루오로페놀, 4-클로로-2,6-디플루오로페놀, 4-클로로-3,5-디플루오로페놀, 4-클로로-3,6-디플루오로페놀, 4-클로로-5,6-디플루오로페놀, 5-클로로-2,3-디플루오로페놀, 5-클로로-2,4-디플루오로페놀, 5-클로로-2,5-디플루오로페놀, 5-클로로-3,4-디플루오로페놀, 5-클로로-3,6-디플루오로페놀, 5-클로로-4,6-디플루오로페놀, 6-클로로-2,3-디플루오로페놀, 6-클로로-2,4-디플루오로페놀, 6-클로로-2,5-디플루오로페놀, 6-클로로-3,4-디플루오로페놀, 6-클로로-3,5-디플루오로페놀, 6-클로로-4,5-디플루오로페놀, 2,3-디클로로-4,5-디플루오로페놀, 2,3-디클로로-4,6-디플루오로페놀, 2,3-디클로로-5,6-디플루오로페놀, 2,4-디클로로-3,5-디플루오로페놀, 2,4-디클로로-3,6-디플루오로페놀, 2,4-디클로로-5,6-디플루오로페놀, 2,5-디클로로-3,4-디플루오로페놀, 2,5-디클로로-3,6-디플루오로페놀, 2,5-디클로로-4,6-디플루오로페놀, 2,6-디클로로-3,4-디플루오로페놀, 2,6-디클로로-3,5-디플루오로페놀, 2,6-디클로로-4,5-디플루오로페놀, 2,3,4-트리클로로-5-플푸오로페놀, 2,3,4-트리클로로-6-플푸오로페놀, 2,3,5-트리클로로-4-플푸오로페놀, 2,3,5-트리클로로-6-플푸오로페놀, 2,3,6-트리클로로-4-플푸오로페놀, 2,3,6-트리클로로-5-플푸오로페놀, 2,4,5-트리클로로-3-플푸오로페놀, 2,4,5-트리클로로-6-플푸오로페놀, 2,4,6-트리클로로-3-플푸오로페놀, 2,4,6-트리클로로-5-플푸오로페놀, 3,4,5-트리클로로-2-플푸오로페놀, 3,4,5-트리클로로-6-플푸오로페놀, 4,5,6-트리클로로-2-플루오로페놀, 4,5,6-트리클로로-3-플루오로페놀, 2,3,4-트리클로로-5,6-디플푸오로페놀, 2,3,5-트리클로로-4,6-디플푸오로페놀, 2,3,6-트리클로로-4,5-디플푸오로페놀, 2,4,5-트리클로로-3,6-디플푸오로페놀, 2,4,6-트리클로로-3,5-디플푸오로페놀, 3,4,5-트리클로로-2,6-디플푸오로페놀, 3,4,6-트리클로로-2,5-디플푸오로페놀, 4,5,6-트리클로로-2,3-디플루오로페놀, 2,3,4,5-테트라클로로-6-플루오로페놀, 2,3,4,6-테트라클로로-5-플루오로페놀, 2,3,5,6-테트라클로로-4-플루오로페놀, 2,4,5,6-테트라클로로-3-플루오로페놀, 3,4,5,6-테트라클로로-2-플루오로페놀, 2-클로로-3,4,5-트리플루오로페놀, 2-클로로-3,4,6-트리플루오로페놀, 2-클로로-4,5,6-트리플루오로페놀, 3-클로로페놀-2,4,5-트리플루오로페놀, 3-클로로페놀-2,4,6-트리플루오로페놀, 3-클로로페놀-4,5,6-트리플루오로페놀, 4-클로로페놀-2,3,5-트리플루오로페놀, 4-클로로페놀-2,3,6-트리플루오로페놀, 4-클로로페놀-3,5,6-트리플루오로페놀, 5-클로로페놀-2,3,4-트리플루오로페놀, 5-클로로페놀-2,3,6-트리플루오로페놀, 5-클로로페놀-3,4,6-트리플루오로페놀, 6-클로로페놀-2,3,4-트리플루오로페놀, 6-클로로페놀-2,3,5-트리플루오로페놀, 6-클로로페놀-3,4,5-트리플루오로페놀, 2,3-디클로로페놀-4,5,6-트리플루오로페놀, 2,4-디클로로페놀-2,5,6-트리플루오로페놀, 2,5-디클로로페놀-3,4,6-트리플루오로페놀, 2,6-디클로로페놀-3,4,5-트리플루오로페놀, 3,4-디클로로페놀-2,5,6-트리플루오로페놀, 3,5-디클로로페놀-2,4,6-트리플루오로페놀, 3,6-디클로로페놀-2,4,5-트리플루오로페놀, 4,5-디클로로페놀-2,3,6-트리플루오로페놀, 4,6-디클로로페놀-2,3,5-트리플루오로페놀, 2-클로로페놀-3,4,5,6-테트라플루오로페놀, 3-클로로페놀-2,4,5,6-테트라플루오로페놀, 4-클로로페놀-2,3,5,6-테트라플루오로페놀, 5-클로로페놀-2,3,4,6-테트라플루오로페놀, 6-클로로페놀-2,3,4,5-테트라플루오로페놀, 2,3,4,5,6-펜타플루오로페놀 등으로부터의 얻어지는 아크릴계 단량체로부터와 상기 언급된 아세테이트계 단량체와의 공중합체Wherein R 1 = F or Cl, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 = H, F or Cl, R 11 = H, CH 3 , It is composed of Cl, and the structure obtained therefrom is 2-chlorobenzoic acid, 2,3-dichlorobenzoic acid, 2,4-dichlorobenzoic acid, 2,5-dichlorobenzoic acid, 1,6-dichlorobenzoic acid, 2,3, which are aromatic acids. 4-trichlorobenzoic acid, 2,3,5-trichlorobenzoic acid, 2,3,6-trichlorobenzoic acid, 2,4,5-trichlorobenzoic acid, 2,4,6-trichlorobenzoic acid, 2,5, 6-trichlorobenzoic acid, 2,3,4,5-tetrachlorobenzoic acid, 2,3,4,6-tetrachlorobenzoic acid, 2,4,5,6-tetrachlorobenzoic acid, 2,3,4,5, 6-pentachlorobenzoic acid, 2-chloro-3-fluorobenzoic acid, 2-chloro-4-fluorobenzoic acid, 2-chloro-5-fluorobenzoic acid, 2-chloro-6-fluorobenzoic acid, 2-chloro- 3,4-difluorobenzoic acid, 2-chloro-3,5-difluorobenzoic acid, 2-chloro-3,6-difluorobenzoic acid, 2-chloro-4,5-difluorobenzoic acid, 2, -Chloro-4,6-diflu Robenzoic acid, 2-chloro-5,6-difluorobenzoic acid, 2-chloro-3,4,5-trifluorobenzoic acid, 2-chloro-3,4,6-trifluorobenzoic acid, 2-chloro- 4,5,6-trifluorobenzoic acid, 2-chloro-3,4,5,6-tetrafluorobenzoic acid, 2,3-dichloro-4-fluorobenzoic acid, 2,3-dichloro-5-fluoro Benzoic acid, 2,3-dichloro-6-fluorobenzoic acid, 2,3-dichloro-4,5-difluorobenzoic acid, 2,3-dichloro-4,6-difluorobenzoic acid, 2,3-dichloro- 5,6-difluorobenzoic acid, 2,3-dichloro-4,5,6-trifluorobenzoic acid, 2,4-dichloro-3-fluorobenzoic acid, 2,4-dichloro-5-fluorobenzoic acid, 2,4-dichloro-6-fluorobenzoic acid, 2,4-dichloro-3,5-difluorobenzoic acid, 2,4-dichloro-3,6-difluorobenzoic acid, 2,4-dichloro-5, 6-difluorobenzoic acid, 2,4-dichloro-4,5,6-trifluorobenzoic acid, 2,5-dichloro-3-fluorobenzoic acid, 2,5-dichloro-4-fluorobenzoic acid, 2, 5-dichloro-6-fluor Robenzoic acid, 2,5-dichloro-3,4-difluorobenzoic acid, 2,5-dichloro-3,6-difluorobenzoic acid, 2,5-dichloro-4,6-difluorobenzoic acid, 2, 5-dichloro-3,4,6-trifluorobenzoic acid, 2,6-dichloro-3-fluorobenzoic acid, 2,6-dichloro-4-fluorobenzoic acid, 2,6-dichloro-5-fluorobenzoic acid , 2,6-dichloro-3,4-difluorobenzoic acid, 2,6-dichloro-3,5-difluorobenzoic acid, 2,6-dichloro-4,5-difluorobenzoic acid, 2,6- Dichloro-3,4,5-trifluorobenzoic acid, 2,3,4-trichloro-5-fluorobenzoic acid, 2,3,4-trichloro-6-fluorobenzoic acid, 2,3,4-trichloro Rho-5,6-difluorobenzoic acid, 2,3,5-trichloro-4-fluorobenzoic acid, 2,3,5-trichloro-6-fluorobenzoic acid, 2,3,5-trichloro- 4,6-difluorobenzoic acid, 2,3,6-trichloro-4-fluorobenzoic acid, 2,3,6-trichloro-5-fluorobenzoic acid, 2,3,6-trichloro-4, 5-difluorobenzoic acid, 2,4,5-trichloro-3-fluoro Benzoic acid, 2,4,5-trichloro-6-fluorobenzoic acid, 2,4,5-trichloro-3,6-difluorobenzoic acid, 2,4,6-trichloro-3-fluorobenzoic acid, 2,4,6-trichloro-5-fluorobenzoic acid, 2,4,6-trichloro-3,5-difluorobenzoic acid, 2,5,6-trichloro-3-fluorobenzoic acid, 2, 5,6-trichloro-3-fluorobenzoic acid, 2,5,6-trichloro-3,4-difluorobenzoic acid, 2,3,4,5-tetrachloro-6-fluorobenzoic acid, 2, 3,4,6-tetrachloro-5-fluorobenzoic acid, 2,3,5,6-tetrachloro-4-fluorobenzoic acid, 2,4,5,6-tetrachloro-3-fluorobenzoic acid, 2 -Fluorobenzoic acid, 2,3-difluorobenzoic acid, 2,4-difluorobenzoic acid, 2,5-difluorobenzoic acid, 2,6-difluorobenzoic acid, 2,3,4-trifluoro Benzoic acid, 2,3,5-trifluorobenzoic acid, 2,3,6-trifluorobenzoic acid, 2,4,5-trifluorobenzoic acid, 2,4,6-trifluorobenzoic acid, 2,5, 6-trifluorobenzoic acid, 2,3,4,5-tetrafluorobenzo Acid, 2,3,4,6-tetrafluorobenzoic acid, 2,4,5,6-tetrafluorobenzoic acid, 2,3,4,5,6-pentafluorobenzoic acid, 2-fluoro-3- Chlorobenzoic acid, 2-fluoro-4-chlorobenzoic acid, 2-fluoro-5-chlorobenzoic acid, 2-fluoro-3,4-dichlorobenzoic acid, 2-fluoro-3,5-dichlorobenzoic acid, 2-fluoro Rho-4,5-dichlorobenzoic acid, 2-fluoro-3,4,5-trichlorobenzoic acid, 2,3-difluoro-4-chlorobenzoic acid, 2,3-difluoro-5-chlorobenzoic acid, 2,4-difluoro-3-chlorobenzoic acid, 2,4-difluoro-5-chlorobenzoic acid, 2,5-difluoro-3-chlorobenzoic acid, 2,5-difluoro-4-chloro Benzoic acid, 2,6-difluoro-3-chlorobenzoic acid, 2,6-difluoro-4-chlorobenzoic acid, 2,6-difluoro-5-chlorobenzoic acid, 2,3-difluoro-4 , 5-dichlorobenzoic acid, 2,4-difluoro-3,5-dichlorobenzoic acid, 2,5-difluoro-3,4-dichlorobenzoic acid, 2,6-difluoro-3,4-dichlorobenzoic acid , 2,6-difluoro-3,5- Chlorobenzoic acid, 2,6-difluoro-4,5-dichlorobenzoic acid, 2,3,4-trifluoro-5-chlorobenzoic acid, 2,3,5-trifluoro-4-chlorobenzoic acid, 2, Acetate monomers obtained from 3,6-trifluoro-4-chlorobenzoic acid, 2,3,6-trifluoro-5-chlorobenzoic acid, 2,3,4,6-tetrafluoro-5-chlorobenzoic acid and the like; 2-chlorophenol, 3-chlorophenol, 4-chlorophenol, 5-chlorophenol, 6-chlorophenol, 2,3-dichlorophenol, 4-dichlorophenol, 2,5-dichlorophenol, which are aromatic alcohols obtained therefrom. , 2,6-dichlorophenol, 3,4-dichlorophenol, 3,5-dichlorophenol, 3,6-dichlorophenol, 4,5-dichlorophenol, 4,6-dichlorophenol, 2,3,4-trichloro Lophenol, 2,3,5-trichlorophenol, 2,3,6-trichlorophenol, 2,4,5-trichlorophenol, 2,4,6-trichlorophenol, 2,5,6-trichloro Lophenol, 3,4,5-trichlorophenol, 3,4,6-trichlorophenol, 3,5,6-trichlorophenol, 4,5,6-trichloro Lophenol, 2,3,4,5-tetrachlorophenol, 2,3,4,6-tetrachlorophenol, 3,4,5,6-tetrachlorophenol, 2,3,4,5,6-penta Chlorophenol, 2-chloro-3-fluorophenol, 2-chloro-4-fluorophenol, 2-chloro-5-fluorophenol, 2-chloro-6-fluorophenol, 3-chloro-2-fluoro Rophenol, 3-chloro-4-fluorophenol, 3-chloro-5-fluorophenol, 3-chloro-6-fluorophenol, 4-chloro-2-fluorophenol, 4-chloro-3-fluoro Lophenol, 4-chloro-5-fluorophenol, 4-chloro-6-fluorophenol, 5-chloro-2-fluorophenol, 5-chloro-3-fluorophenol, 5-chloro-4-fluoro Rophenol, 5-chloro-6-fluorophenol, 6-chloro-2-fluorophenol, 6-chloro-3-fluorophenol, 6-chloro-4-fluorophenol, 6-chloro-5-fluoro Rophenol, 2,3-dichloro-4-fluorophenol, 2,3-dichloro-5-fluorophenol, 2,3-dichloro-6-fluorophenol, 2,4-dichloro-3-fluorophenol , 2,4-dichloro-5 -Fluorophenol, 2,4-dichloro-6-fluorophenol, 2,5-dichloro-3-fluorophenol, 2,5-dichloro-4-fluorophenol, 2,5-dichloro-6-fluoro Lophenol, 2,6-dichloro-3-fluorophenol, 2,6-dichloro-4-fluorophenol, 2,6-dichloro-5-fluorophenol, 3,4-dichloro-2-fluorophenol , 3,4-dichloro-5-fluorophenol, 3,4-dichloro-6-fluorophenol, 3,5-dichloro-2-fluorophenol, 3,5-dichloro-4-fluorophenol, 3 , 5-dichloro-6-fluorophenol, 3,6-dichloro-2-fluorophenol, 3,6-dichloro-4-fluorophenol, 3,6-dichloro-5-fluorophenol, 4,5 -Dichloro-2-fluorophenol, 4,5-dichloro-3-fluorophenol, 4,5-dichloro-6-fluorophenol, 4,6-dichloro-2-fluorophenol, 4,6-dichloro -3-fluorophenol, 4,6-dichloro-5-fluorophenol, 5,6-dichloro-2-fluorophenol, 5,6-dichloro-3-fluorophenol, 5,6-dichloro-4 Fluorophenol, 2,3, 4-trichloro-5-fluorophenol, 2,3,4-trichloro-6-fluorophenol, 2,3,5-trichloro-4-fluorophenol, 2,3,5-trichloro- 6-fluorophenol, 2,3,6-trichloro-4-fluorophenol, 2,3,6-trichloro-5-fluorophenol, 3,4,5-trichloro-2-fluorophenol , 3,4,5-trichloro-6-fluorophenol, 3,4,6-trichloro-2-fluorophenol, 3,4,6-trichloro-5-fluorophenol, 4,5, 6-trichloro-2-fluorophenol, 4,5,6-trichloro-3-fluorophenol, 2,3,4,5-tetrachloro-6-fluorophenol, 2,3,4,6 Tetrachloro-5-fluorophenol, 3,4,5,6-tetrachloro-2-fluorophenol, 2-chloro-3,4-difluorophenol, 2-chloro-3,5-difluoro Rophenol, 2-chloro-3,6-difluorophenol, 2-chloro-4,5-difluorophenol, 2-chloro-4,6-difluorophenol, 2-chloro-5,6- Difluorophenol, 3-chloro-2,4-difluorophenol, 3-chloro-2,5-difluorophenol, 3-chloro-2,6- Fluorophenol, 3-chloro-4,5-difluorophenol, 3-chloro-4,6-difluorophenol, 3-chloro-5,6-difluorophenol, 4-chloro-2,3 -Difluorophenol, 4-chloro-2,5-difluorophenol, 4-chloro-2,6-difluorophenol, 4-chloro-3,5-difluorophenol, 4-chloro-3 , 6-difluorophenol, 4-chloro-5,6-difluorophenol, 5-chloro-2,3-difluorophenol, 5-chloro-2,4-difluorophenol, 5-chloro -2,5-difluorophenol, 5-chloro-3,4-difluorophenol, 5-chloro-3,6-difluorophenol, 5-chloro-4,6-difluorophenol, 6 -Chloro-2,3-difluorophenol, 6-chloro-2,4-difluorophenol, 6-chloro-2,5-difluorophenol, 6-chloro-3,4-difluorophenol , 6-chloro-3,5-difluorophenol, 6-chloro-4,5-difluorophenol, 2,3-dichloro-4,5-difluorophenol, 2,3-dichloro-4, 6-difluorophenol, 2,3-dichloro-5,6-difluorophenol, 2,4-dichloro-3,5-diple Orophenol, 2,4-dichloro-3,6-difluorophenol, 2,4-dichloro-5,6-difluorophenol, 2,5-dichloro-3,4-difluorophenol, 2, 5-dichloro-3,6-difluorophenol, 2,5-dichloro-4,6-difluorophenol, 2,6-dichloro-3,4-difluorophenol, 2,6-dichloro-3 , 5-difluorophenol, 2,6-dichloro-4,5-difluorophenol, 2,3,4-trichloro-5-flufuophenol, 2,3,4-trichloro-6-flufu Orophenol, 2,3,5-trichloro-4-flufuophenol, 2,3,5-trichloro-6-flufuophenol, 2,3,6-trichloro-4-flufuophenol, 2, 3,6-Trichloro-5-Fluorophenol, 2,4,5-Trichloro-3-Fluorophenol, 2,4,5-Trichloro-6-Fluorophenol, 2,4,6-Trichloro Rho-3-flufuophenol, 2,4,6-trichloro-5-flufuophenol, 3,4,5-trichloro-2-flufuophenol, 3,4,5-trichloro-6-flufu Orophenol, 4,5,6-trichloro-2-fluorophenol, 4,5,6-trichloro-3-fluorophenol, 2,3,4-trickle Rho-5,6-difufuophenol, 2,3,5-trichloro-4,6-difufuophenol, 2,3,6-trichloro-4,5-difufuophenol, 2,4 , 5-trichloro-3,6-difufuophenol, 2,4,6-trichloro-3,5-difufuophenol, 3,4,5-trichloro-2,6-difufuophenol , 3,4,6-trichloro-2,5-difluorofuophenol, 4,5,6-trichloro-2,3-difluorophenol, 2,3,4,5-tetrachloro-6- Fluorophenol, 2,3,4,6-tetrachloro-5-fluorophenol, 2,3,5,6-tetrachloro-4-fluorophenol, 2,4,5,6-tetrachloro-3 -Fluorophenol, 3,4,5,6-tetrachloro-2-fluorophenol, 2-chloro-3,4,5-trifluorophenol, 2-chloro-3,4,6-trifluoro Phenol, 2-chloro-4,5,6-trifluorophenol, 3-chlorophenol-2,4,5-trifluorophenol, 3-chlorophenol-2,4,6-trifluorophenol, 3 -Chlorophenol-4,5,6-trifluorophenol, 4-chlorophenol-2,3,5-trifluorophenol, 4-chlorophenol-2,3,6-trifluorophene , 4-chlorophenol-3,5,6-trifluorophenol, 5-chlorophenol-2,3,4-trifluorophenol, 5-chlorophenol-2,3,6-trifluorophenol, 5 -Chlorophenol-3,4,6-trifluorophenol, 6-chlorophenol-2,3,4-trifluorophenol, 6-chlorophenol-2,3,5-trifluorophenol, 6-chloro Phenol-3,4,5-trifluorophenol, 2,3-dichlorophenol-4,5,6-trifluorophenol, 2,4-dichlorophenol-2,5,6-trifluorophenol, 2 , 5-dichlorophenol-3,4,6-trifluorophenol, 2,6-dichlorophenol-3,4,5-trifluorophenol, 3,4-dichlorophenol-2,5,6-trifluoro Lophenol, 3,5-dichlorophenol-2,4,6-trifluorophenol, 3,6-dichlorophenol-2,4,5-trifluorophenol, 4,5-dichlorophenol-2,3, 6-trifluorophenol, 4,6-dichlorophenol-2,3,5-trifluorophenol, 2-chlorophenol-3,4,5,6-tetrafluorophenol, 3-chlorophenol-2, 4,5,6-tetrafluorophenol, 4-chlorophenol-2,3,5,6-tetraflu Lophenol, 5-chlorophenol-2,3,4,6-tetrafluorophenol, 6-chlorophenol-2,3,4,5-tetrafluorophenol, 2,3,4,5,6-penta Copolymers of the above-mentioned acetate-based monomers with acrylic monomers obtained from fluorophenol and the like 상기 제 1항에 있어서의 광통신용 전송매체로 사용하는 것을 특징으로 하는 공중합체Copolymer, characterized in that used as the transmission medium for optical communication according to claim 1
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