KR20180118284A - Preparation method for Biphenyl-4-methanol monomer and Biphenyl-4-methanol monomer using the same method - Google Patents

Preparation method for Biphenyl-4-methanol monomer and Biphenyl-4-methanol monomer using the same method Download PDF

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KR20180118284A
KR20180118284A KR1020170051368A KR20170051368A KR20180118284A KR 20180118284 A KR20180118284 A KR 20180118284A KR 1020170051368 A KR1020170051368 A KR 1020170051368A KR 20170051368 A KR20170051368 A KR 20170051368A KR 20180118284 A KR20180118284 A KR 20180118284A
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monomer
methanol
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refractive index
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형태경
배병옥
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Abstract

The present invention relates to a method for producing biphenyl-4-methanol based monomers, and more specifically, to a method for producing biphenyl-4-methanol based monomers which can be used as a high luminance film material. In particular, biphenyl-4-methanol (PC-423) is reacted with ethylene oxide or propylene oxide, and then reacted with acryl chloride, to synthesize biphenyl-4-methanol based monomers (PC-324-n) having high refractive index and low viscosity.

Description

비페닐-4-메탄올계 모노머의 제조방법 및 상기 제조방법으로 제조된 비페닐-4-메탄올계 모노머{Preparation method for Biphenyl-4-methanol monomer and Biphenyl-4-methanol monomer using the same method}4-methanol monomer and a biphenyl-4-methanol monomer using the same method as the preparation method for biphenyl-4-methanol monomer,

본 발명은 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머의 제조방법에 관한 것으로, 보다 구체적으로는 비페닐-4-메탄올(Biphenyl-4-methanol, PC-423)과 에틸렌 옥사이드(Ethylene Oxide) 또는 프로필렌 옥사이드(Propylene Oxide)를 반응시킨 후, 아크릴 클로라이드(Acryl Chloride)와 반응시킴으로써, 굴절률이 높고 점도가 낮은 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머(PC-324-n)를 합성할 수 있는 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머의 제조방법에 관한 것이다.The present invention relates to a process for preparing a biphenyl-4-methanol monomer, and more particularly, to a process for producing a biphenyl-4-methanol monomer by reacting biphenyl-4-methanol (PC- (Biphenyl-4-methanol) monomer having a high refractive index and a low refractive index (PC-324) was obtained by reacting a poly (ethylene oxide) or propylene oxide with acrylic chloride, 4-methanol-based monomer capable of synthesizing a biphenyl-4-methanol-based monomer.

고굴절 유기재료는 디스플레이 부품소재 중 LCD 프리즘 시트나 도광판, Organic Light emitting Diode(OLED)의 필름용 재료, PDP의 AR필름용 재료, 광학렌즈 등 다양한 분야에서 사용되고 있다. High-refractive index organic materials are used in various fields such as LCD prism sheet and light guide plate among display part materials, film material of organic light emitting diode (OLED), AR film material of PDP, optical lens and the like.

이 중에서, 프리즘 시트는 액정디스플레이(LCD) 후면에 배치되는 백라이트 유닛의 휘도를 향상시킬 목적으로 사용되는 것으로서, 백라이트 유닛의 휘도를 높이기 위해서는 백라이트 유닛의 광 흐름을 적절히 이용해야 한다. 빛의 간섭, 회절, 편광과 광입자 원리를 적절히 변형시킬 수 있는 입체구조를 사용하면 광흐름을 제어할 수 있고, 이러한 입체구조를 구성하는 물질의 물리적 특성을 변형하면, 광의 흐름을 추가적으로 제어할 수 있어 사용자가 원하는 방향으로 광입자의 배출방향을 정렬시켜 그 방향에서의 휘도를 향상시킬 수 있다고 알려져 있다. Among them, the prism sheet is used for the purpose of improving the brightness of the backlight unit disposed on the rear surface of the liquid crystal display (LCD), and in order to increase the brightness of the backlight unit, the light flow of the backlight unit should be appropriately used. By using a three-dimensional structure capable of appropriately modifying the light interference, diffraction, polarization, and photoreceptor principle, the optical flow can be controlled. By modifying the physical properties of the material constituting the three-dimensional structure, And it is known that the discharge direction of the light source can be aligned in a direction desired by the user to improve the luminance in that direction.

또한, 프리즘 시트의 프리즘층을 구성하는 물질의 중요한 광학적 변수로는 굴절률을 들 수 있는데, 굴절률이 높을수록 프리즘 필름의 성능이 향상되기 때문에 높은 굴절률을 가진 프리즘 시트를 사용하면 LCD 백라이트의 효율을 증가시킬 수 있다. In addition, as an important optical parameter of the material constituting the prism layer of the prism sheet, there is a refractive index. The higher the refractive index, the better the performance of the prism film. Therefore, by using a prism sheet having a high refractive index, .

한편, 지나치게 점도가 높으면 가공 상의 어려움이 있으므로, 굴절률이 높으면서 점도가 낮은 새로운 비페닐-4-메탄올계 모노머의 개발이 필요한 실정이다. On the other hand, when the viscosity is excessively high, there is a difficulty in processing. Therefore, it is necessary to develop a novel biphenyl-4-methanol monomer having a high refractive index and a low viscosity.

본 발명은 이러한 문제점을 해결하기 위해 안출된 것으로, 본 발명의 목적은 굴절률이 높고 점도가 낮은 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머(PC-324-n)를 합성할 수 있는 비페닐-4-메탄올계 모노머의 제조방법을 제공하는 것이다.SUMMARY OF THE INVENTION The present invention has been conceived to solve such problems and it is an object of the present invention to provide a method for producing a biphenyl-4-methanol monomer (PC-324-n) having a high refractive index and a low viscosity 4-methanol-based monomers, which comprises the steps of:

본 발명의 목적들은 이상에서 언급한 목적들로 제한되지 않으며, 언급되지 않은 또 다른 목적들은 아래의 기재로부터 당업자에게 명확하게 이해될 수 있을 것이다.The objects of the present invention are not limited to the above-mentioned objects, and other objects not mentioned can be clearly understood by those skilled in the art from the following description.

상기의 목적을 달성하기 위하여 본 발명은 하기 화학식 1로 표시되는 제1 모노머(monomer)인 비페닐-4-메탄올(Biphenyl-4-methanol, PC-423)을 준비하는 단계; 준비된 상기 제1 모노머를 에틸렌 옥사이드(Ethylene Oxide) 또는 프로필렌 옥사이드(Propylene Oxide)와 반응시켜 하기 화학식 2로 표시되는 제2 모노머(PC-423-n)를 합성하는 단계; 합성된 상기 제2 모노머를 아크릴 클로라이드(Acryl Chloride)와 반응시켜 아크릴 작용기를 가지는 하기 화학식 3으로 표시되는 제3 모노머(PC-324-n)를 합성하는 단계;를 포함하는 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머의 제조방법을 제공한다.According to an aspect of the present invention, there is provided a method of preparing a polymer electrolyte membrane, comprising: preparing Biphenyl-4-methanol (PC-423), which is a first monomer represented by Chemical Formula 1; Reacting the prepared first monomer with ethylene oxide or propylene oxide to synthesize a second monomer (PC-423-n) represented by the following formula (2); Reacting the synthesized second monomer with acryl chloride to synthesize a third monomer (PC-324-n) represented by the following general formula (3) having an acryl functional group, biphenyl-4-methanol (Biphenyl-4-methanol) monomer.

(화학식 1)(Formula 1)

Figure pat00001
Figure pat00001

(화학식 2)(2)

Figure pat00002
Figure pat00002

(화학식 3)(Formula 3)

Figure pat00003
Figure pat00003

바람직한 실시예에 있어서, 상기 제1 모노머(PC-423)를 준비하는 단계는 원료물질로 PHBA(Phenylboronic acid)와 4-BBA(4-Bromobenzyl alcohol)를 이용하며, 촉매로 Pd/C, Pd(OAc)2, Pd(PPH3)4, Na2CO3 또는 K2CO3를 이용하여 합성된다.In a preferred embodiment, the preparation of the first monomer (PC-423) uses PHBA (Phenylboronic acid) and 4-BBA (4-Bromobenzyl alcohol) as raw materials and Pd / C, Pd OAc) 2 , Pd (PPH 3 ) 4 , Na 2 CO 3 or K 2 CO 3 .

바람직한 실시예에 있어서, 상기 제2 모노머(PC-423-n)를 합성하는 단계는 촉매로 트리에틸아민(Triethylamin)을 이용한다.In a preferred embodiment, the step of synthesizing the second monomer (PC-423-n) uses triethylamine as a catalyst.

바람직한 실시예에 있어서, 상기 제3 모노머(PC-324-n)를 합성하는 단계는 촉매로 트리에틸아민(Triethylamin)을 이용한다.In a preferred embodiment, the step of synthesizing the third monomer (PC-324-n) uses triethylamine as a catalyst.

또한, 본 발명은 상기 화학식 3으로 표시되는 비페닐-4-메탄올계 모노머를 더 제공한다.The present invention further provides a biphenyl-4-methanol-based monomer represented by the above formula (3).

본 발명은 다음과 같은 우수한 효과를 가진다.The present invention has the following excellent effects.

본 발명의 비페닐-4-메탄올계 모노머의 제조방법에 의하면, 굴절률이 높고 점도가 낮은 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머(PC-324-n)를 수득할 수 있어, 고휘도 구현 필름재료로 용이하게 적용될 수 있는 효과가 있다.According to the process for producing a biphenyl-4-methanol monomer of the present invention, a biphenyl-4-methanol monomer (PC-324-n) having a high refractive index and a low viscosity can be obtained , And can be easily applied to a high-luminance film material.

도 1은 본 발명의 일 실시예에 따른 비페닐-4-메탄올계 모노머의 제조방법을 설명하기 위한 단계도이다.BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a diagram illustrating a method for producing a biphenyl-4-methanol monomer according to an embodiment of the present invention.

본 발명에서 사용되는 용어는 가능한 현재 널리 사용되는 일반적인 용어를 선택하였으나, 특정한 경우는 출원인이 임의로 선정한 용어도 있는데 이 경우에는 단순한 용어의 명칭이 아닌 발명의 상세한 설명 부분에 기재되거나 사용된 의미를 고려하여 그 의미가 파악되어야 할 것이다.Although the terms used in the present invention have been selected as general terms that are widely used at present, there are some terms selected arbitrarily by the applicant in a specific case. In this case, the meaning described or used in the detailed description part of the invention The meaning must be grasped.

이하, 첨부한 도면에 도시된 바람직한 실시예들을 참조하여 본 발명의 기술적 구성을 상세하게 설명한다.Hereinafter, the technical structure of the present invention will be described in detail with reference to preferred embodiments shown in the accompanying drawings.

그러나, 본 발명은 여기서 설명되는 실시예에 한정되지 않고 다른 형태로 구체화 될 수도 있다. 명세서 전체에 걸쳐 동일한 참조번호는 동일한 구성요소를 나타낸다.However, the present invention is not limited to the embodiments described herein but may be embodied in other forms. Like reference numerals designate like elements throughout the specification.

도 1은 본 발명에 따른 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머의 제조방법을 설명하기 위한 도면이다.BRIEF DESCRIPTION OF DRAWINGS FIG. 1 is a view for explaining a method for producing a biphenyl-4-methanol monomer according to the present invention. FIG.

도 1을 참조하면, 본 발명의 일 실시예에 따른 비페닐-4-메탄올계 모노머의 제조방법은 아크릴 작용기를 가지며 고 굴절 저점도형 모노머를 제조하기 위한 방법으로서, 먼저, 제1 모노머인 비페닐-4-메탄올(Biphenyl-4-methanol, PC-423)을 준비한다(S100).Referring to FIG. 1, a method for preparing a biphenyl-4-methanol monomer according to an embodiment of the present invention is a method for producing a high refractive index low-viscosity monomer having an acrylic functional group. First, Biphenyl-4-methanol, PC-423) is prepared (S100).

여기서, 상기 제1 모노머를 준비하는 단계는 하기에 나타낸 반응식 1과 같이, 원료물질로 PHBA(Phenylboronic acid)와 4-BBA(4-Bromobenzyl alcohol)를 이용하여 합성될 수 있다.Here, the step of preparing the first monomer may be synthesized using PHBA (phenylboronic acid) and 4-BBA (4-Bromobenzyl alcohol) as raw materials as shown in Reaction Scheme 1 shown below.

(반응식 1)(Scheme 1)

Figure pat00004
Figure pat00004

이때, 촉매로는 Pd/C, Pd(OAc)2, Pd(PPH3)4, Na2CO3 또는 K2CO3가 이용될 수 있으며, 보다 바람직하게는 Pd/C 10%가 이용된다.At this time, Pd / C, Pd (OAc) 2 , Pd (PPH 3 ) 4 , Na 2 CO 3 or K 2 CO 3 can be used as the catalyst, more preferably 10% Pd / C is used as the catalyst.

또한, 상기 PHBA(Phenylboronic acid)는 상기 4-BBA(4-Bromobenzyl alcohol) 1 당량을 기준으로, 1.05 내지 1.20 당량이 이용되는 것이 바람직하며, 상기 Pd/C 10% 촉매는 상기 4-BBA(4-Bromobenzyl alcohol) 1 당량을 기준으로, 0.04 당량 내지 0.10 당량이 이용되는 것이 바람직하다.The Pd / C 10% catalyst is preferably used as the 4-BBA (4-BBA) catalyst. The Pd / C 10% catalyst is preferably used in an amount of 1.0 to 1.20 equivalents based on 1 equivalent of 4-BBA (4-Bromobenzyl alcohol) -Bromobenzyl alcohol) is preferably used in an amount of 0.04 to 0.10 equivalents.

또한, 용매로는 메탄올이 이용되는 것이 바람직하며, 65℃의 온도조건에서 약 5시간 동안 반응되어 제1 모노머가 합성된다.Methanol is preferably used as the solvent, and the reaction is carried out at a temperature of 65 ° C for about 5 hours to synthesize the first monomer.

다음, 하기 반응식 2에 나타낸 바와 같이, 합성된 상기 제1 모노머를 에틸렌 옥사이드(Ethylene Oxide) 또는 프로필렌 옥사이드(Propylene Oxide)와 반응시켜 제2 모노머(PC-423-n)를 합성한다(S200).Next, as shown in Reaction Scheme 2, a second monomer (PC-423-n) is synthesized by reacting the synthesized first monomer with ethylene oxide or propylene oxide at step S200.

(반응식 2)(Scheme 2)

Figure pat00005
Figure pat00005

또한, 상기 제2 모노머를 합성하는 단계에서, 상기 에틸렌 옥사이드가 이용되는 것이 상기 프로필렌 옥사이드를 이용하는 것과 비교하여 보다 바람직하다. Further, in the step of synthesizing the second monomer, it is more preferable that the ethylene oxide is used as compared with the case where the propylene oxide is used.

그 이유는 추가적으로 진행되는 아크릴레이션(acrylation)을 수행하였을 때, 굴절률이 상대적으로 낮게 측정되기 때문이다.This is because, when an additional acrylation is performed, the refractive index is measured relatively low.

이때, 상기 에틸렌 옥사이드의 당량비는 1.05 내지 1.10로 이용되는 것이 바람직하다.At this time, the equivalence ratio of the ethylene oxide is preferably 1.05 to 1.10.

그 이유는 상기 에틸렌 옥사이드의 당량비가 1.10을 초과할 경우, 점도가 높아지고 굴절률이 낮아지기 때문이다.The reason is that if the equivalent ratio of ethylene oxide exceeds 1.10, the viscosity becomes high and the refractive index becomes low.

또한, 촉매로는 0.05 내지 0.07 당량비의 트리에틸아민(Triethylamin)을 이용하는 것이 바람직하며, 약 110℃의 온도조건에서 약 5시간동안 반응되어 상기 제2 모노머가 합성된다. Triethylamine in an amount of 0.05 to 0.07 equivalents is preferably used as the catalyst, and the reaction is carried out at a temperature of about 110 캜 for about 5 hours to synthesize the second monomer.

다음, 하기 반응식 3에 나타낸 바와 같이, 합성된 상기 제2 모노머를 아크릴 클로라이드(Acryl Chloride)와 반응시켜 아크릴 작용기를 가지는 제3 모노머(PC-324-n)를 합성한다.Next, as shown in Reaction Scheme 3 below, the second monomer thus synthesized is reacted with acryl chloride to synthesize a third monomer (PC-324-n) having an acryl functional group.

(반응식 3)(Scheme 3)

Figure pat00006
Figure pat00006

또한, 상기 제3 모노머를 합성하는 단계에서, 촉매로는 트리에틸아민(Triethylamin)을 이용하는 것이 바람직하며, 약 4℃의 온도조건에서 약 1.5시간동안 반응되어 상기 제3 모노머가 합성된다.Also, in the step of synthesizing the third monomer, triethylamine is preferably used as the catalyst, and the reaction is conducted at a temperature of about 4 캜 for about 1.5 hours to synthesize the third monomer.

또한, 상기 제3 모노머를 합성하는 단계에서, 상기 아크릴 클로라이드의 당량비는 1.35 내지 1.55, 상기 트리에틸아민의 당량비는 2.0 내지 2.5로 이용되는 것이 바람직하다.Also, in the step of synthesizing the third monomer, the equivalent ratio of the acryl chloride is preferably 1.35 to 1.55, and the equivalence ratio of triethylamine is preferably 2.0 to 2.5.

또한, 본 발명은 상기 화학식 3으로 표시되는 비페닐-4-메탄올계 모노머를 더 제공한다.The present invention further provides a biphenyl-4-methanol-based monomer represented by the above formula (3).

실시예 1Example 1

제1 모노머 합성(Biphenyl-4-methanol, PC-423)First monomer synthesis (Biphenyl-4-methanol, PC-423)

원료물질로 PHBA(Phenylboronic acid)와 4-BBA(4-Bromobenzyl alcohol), 촉매로는 Pd/C 10%, 용매로 메탄올을 이용하여, 65℃의 온도조건에서 약 5시간 동안 환류반응을 거쳐 제1 모노머(PC-423)를 수득하였다.Pd / C 10% as a catalyst and methanol as a catalyst were subjected to a reflux reaction at a temperature of 65 ° C for about 5 hours to obtain PHB (Phenylboronic acid) and 4-BBA (4-Bromobenzyl alcohol) 1 monomer (PC-423).

이때, 상기 PHBA(Phenylboronic acid)는 상기 4-BBA(4-Bromobenzyl alcohol) 1 당량을 기준으로, 1.05 내지 1.20 당량이 이용되었으며, 상기 Pd/C 10% 촉매는 상기 4-BBA(4-Bromobenzyl alcohol) 1 당량을 기준으로, 0.04 당량 내지 0.10 당량이 이용되었으며, HPLC로 공정분석을 수행하여 상기 4-BBA(4-Bromobenzyl alcohol) 가 완전히 반응되었을 때까지 진행하였다.In this case, 1.0 to 1.20 equivalents of the PHBA (phenylboronic acid) was used based on 1 equivalent of 4-BBA (4-Bromobenzyl alcohol), and the Pd / C 10% catalyst was used as the 4-BBA (4-Bromobenzyl alcohol ) Was used in an amount of 0.04 to 0.10 equivalents based on 1 equivalent, and the reaction mixture was subjected to a process analysis by HPLC until the 4-BBA (4-Bromobenzyl alcohol) was completely reacted.

제2 모노머 합성(PC-423-n)Second monomer synthesis (PC-423-n)

수득된 제1 모노머(PC-423)와 에틸렌 옥사이드(Ethylene Oxide)를 트리에틸아민(Triethylamin) 촉매를 이용하여 약 110℃의 온도조건에서 약 5시간 동안 반응시켜 제2 모노머(PC-423-n)를 수득하였다.The obtained first monomer (PC-423) and ethylene oxide were reacted for about 5 hours at a temperature of about 110 ° C. using a triethylamine catalyst to obtain a second monomer (PC-423-n ).

이때, 상기 에틸렌 옥사이드의 당량비는 1.05 내지 1.10로 이용되었으며, 트리에틸아민(Triethylamin)의 당량비는 0.05 내지 0.07로 이용되었다.At this time, the equivalence ratio of ethylene oxide was 1.05 to 1.10, and the equivalence ratio of triethylamine was 0.05 to 0.07.

제3 모노머 합성(PC-324-n)Third monomer synthesis (PC-324-n)

수득된 제2 모노머(PC-423-n)와 아크릴 클로라이드(Acryl Chloride)를 트리에틸아민(Triethylamin) 촉매를 이용하여 약 4℃의 온도조건에서 약 1.5시간동안 반응시켜 아크릴 작용기를 가지는 제3 모노머(PC-324-n)를 수득하였다.The obtained second monomer (PC-423-n) and acrylic chloride were reacted with triethylamine catalyst at a temperature of about 4 캜 for about 1.5 hours to obtain a third monomer having an acryl functional group (PC-324-n).

이때, 상기 아크릴 클로라이드의 당량비는 1.35 내지 1.55, 상기 트리에틸아민의 당량비는 2.0 내지 2.5로 이용되었다.At this time, the equivalent ratio of the acryl chloride was 1.35 to 1.55, and the equivalent ratio of the triethylamine was used in the range of 2.0 to 2.5.

실험예 1Experimental Example 1

수득된 제3 모노머(PC-324-n : 본 발명에 따른 비페닐-4-메탄올계 모노머)를 이용하여, 산가 분석, 점도 분석, 굴절률 분석, 색상 분석을 수행하였으며, 그 결과를 하기 표 1에 나타내었다.The acid value analysis, viscosity analysis, refractive index analysis and color analysis were carried out using the obtained third monomer (PC-324-n: biphenyl-4-methanol monomer according to the present invention) Respectively.

이때, 산가 분석의 경우 통상적으로 이용되는 적정법을 이용하였으며, 점도 분석의 경우 통상적으로 이용되고 있는 BrooKfield type 점도계 분석, 굴절률 분석의 경우 통상적으로 이용되고 있는 아베굴절계를 이용한 굴절률 분석, 색상분석의 경우 통상적으로 이용되고 있는 스펙트로포토미터(Spectrophotometer)를 이용한 APHA 값 측정 분석을 이용하였다.At this time, a titration method commonly used in the acid value analysis was used. In the case of the viscosity analysis, BrooKfield type viscometry, which is commonly used, refractive index analysis using the Abbe's refractometer commonly used in refractive index analysis, APHA value measurement analysis using a spectrophotometer was used.

시료명Name of sample 분석항목Analysis item 단위unit 검출한계Detection limit 분석결과Analysis 제3 모노머
(PC-324-n)
The third monomer
(PC-324-n)
산가Acid value mg KOH/gmg KOH / g 0.0010.001 0.0980.098
점도
(25℃)
Viscosity
(25 DEG C)
cPcP -- 36.236.2
굴절률Refractive index nD25 nD 25 1.61.6 1.59981.5998 색상(APHA)Color (APHA) -- 100100 2323

표 1에 나타난 바와 같이, 본 발명에 따른 비페닐-4-메탄올계 모노머(PC-324-n)는 굴절률이 1.5998, 점성은 36.2로 측정되었으며, 이는 본 발명에 따른 비페닐-4-메탄올계 모노머(PC-324-n)가 저점도형 고굴절률 재료임을 확인할 수 있었으며, 고휘도 구현 필름재료로 용이하게 적용될 수 있는 장점을 지닌다.As shown in Table 1, the biphenyl-4-methanol-based monomer (PC-324-n) according to the present invention had a refractive index of 1.5998 and a viscosity of 36.2, It was confirmed that the monomer (PC-324-n) is a low-viscosity type high-refractive-index material and has an advantage that it can be easily applied to a film material having high brightness.

이상에서 살펴본 바와 같이 본 발명은 바람직한 실시예를 들어 도시하고 설명하였으나, 상기한 실시예에 한정되지 아니하며 본 발명의 정신을 벗어나지 않는 범위 내에서 당해 발명이 속하는 기술분야에서 통상의 지식을 가진 자에 의해 다양한 변경과 수정이 가능할 것이다.While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is clearly understood that the same is by way of illustration and example only and is not to be taken by way of limitation, Various changes and modifications will be possible.

Claims (5)

하기 화학식 1로 표시되는 제1 모노머(monomer)인 비페닐-4-메탄올(Biphenyl-4-methanol, PC-423)을 준비하는 단계;
준비된 상기 제1 모노머를 에틸렌 옥사이드(Ethylene Oxide) 또는 프로필렌 옥사이드(Propylene Oxide)와 반응시켜 하기 화학식 2로 표시되는 제2 모노머(PC-423-n)를 합성하는 단계;
합성된 상기 제2 모노머를 아크릴 클로라이드(Acryl Chloride)와 반응시켜 아크릴 작용기를 가지는 하기 화학식 3으로 표시되는 제3 모노머(PC-324-n)를 합성하는 단계;를 포함하는 비페닐-4-메탄올(Biphenyl-4-methanol)계 모노머의 제조방법.
(화학식 1)
Figure pat00007

(화학식 2)
Figure pat00008

(화학식 3)
Figure pat00009

Preparing Biphenyl-4-methanol (PC-423), which is a first monomer represented by the following formula (1);
Reacting the prepared first monomer with ethylene oxide or propylene oxide to synthesize a second monomer (PC-423-n) represented by the following formula (2);
Reacting the synthesized second monomer with acryl chloride to synthesize a third monomer (PC-324-n) represented by the following general formula (3) having an acryl functional group, biphenyl-4-methanol (Biphenyl-4-methanol) monomer.
(Formula 1)
Figure pat00007

(2)
Figure pat00008

(Formula 3)
Figure pat00009

제 1항에 있어서,
상기 제1 모노머(PC-423)를 준비하는 단계는
원료물질로 PHBA(Phenylboronic acid)와 4-BBA(4-Bromobenzyl alcohol)를 이용하며, 촉매로 Pd/C, Pd(OAc)2, Pd(PPH3)4, Na2CO3 또는 K2CO3를 이용하여 합성되는 것을 특징으로 하는 비페닐-4-메탄올계 모노머의 제조방법.
The method according to claim 1,
The step of preparing the first monomer (PC-423)
Pd / C, Pd (OAc) 2 , Pd (PPH 3 ) 4 , Na 2 CO 3 or K 2 CO 3 are used as the raw materials, and PHBA (Phenylboronic acid) and 4-BBA (4-Bromobenzyl alcohol) 4-methanol-based monomer.
제 2항에 있어서,
상기 제2 모노머(PC-423-n)를 합성하는 단계는
촉매로 트리에틸아민(Triethylamin)을 이용하는 것을 특징으로 하는 비페닐-4-메탄올계 모노머의 제조방법.
3. The method of claim 2,
The step of synthesizing the second monomer (PC-423-n)
4-methanol-based monomer, wherein triethylamine is used as a catalyst.
제 3항에 있어서,
상기 제3 모노머(PC-324-n)를 합성하는 단계는
촉매로 트리에틸아민(Triethylamin)을 이용하는 것을 특징으로 하는 비페닐-4-메탄올계 모노머의 제조방법.
The method of claim 3,
The step of synthesizing the third monomer (PC-324-n)
4-methanol-based monomer, wherein triethylamine is used as a catalyst.
제 1항 내지 제 4항 중 어느 한 항의 비페닐-4-메탄올계 모노머의 제조방법으로 제조되며 상기 화학식 3으로 표시되는 것을 특징으로 하는 비페닐-4-메탄올계 모노머.
4. A biphenyl-4-methanol-based monomer produced by the process for producing a biphenyl-4-methanol-based monomer according to any one of claims 1 to 4,
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