KR970071855A - ANILINE CONDUCTING POLYMER AND CONDUCTIVE URETHANE USING THE POLYMER AND METHOD FOR PRODUCING THE SAME - Google Patents

ANILINE CONDUCTING POLYMER AND CONDUCTIVE URETHANE USING THE POLYMER AND METHOD FOR PRODUCING THE SAME Download PDF

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KR970071855A
KR970071855A KR1019960012586A KR19960012586A KR970071855A KR 970071855 A KR970071855 A KR 970071855A KR 1019960012586 A KR1019960012586 A KR 1019960012586A KR 19960012586 A KR19960012586 A KR 19960012586A KR 970071855 A KR970071855 A KR 970071855A
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acid
oxidizing agent
aniline
polyaniline
conductive
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KR1019960012586A
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Korean (ko)
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정상국
신동민
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전만호
오경민
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Abstract

본 발명에 따르면 아닐린, 또는 알킬, 알콕시, 사이클로알킬, 아릴, 아릴술포닐, 카르복실산기 또는 할로겐 치환기를 갖는 아닐린 유도체를 염화수소에 용해시키고 30-50℃의 온도로 가열한 다음, 별도로 염화수소에 용해시킨 과량의 산화제 용액을 30-50℃로 가열시켜 상기 아닐린(또는 유도체) 용액에 가하고; 반응 혼합물을 교반하면서 반응시킨 후, 침전물을 증류수로 세척, 여과한 다음, 수산화나트륨 용액을 사용하여 80-100℃에서 가열처리하고, 유기 용매 또는 증류수로 세척여과한 후 진공하에 동결건조시킴으로써 제조된 염기 형태의 폴리아닐린에 산화 도핑과 양성자산 도핑을 동시에 실시하여 제조된 전도성 폴리아닐린, 및 이를 함유한 전도성 또는 대전방지성 폴리머 수지, 특히 전도성 또는 대전방지성 폴리우레탄 수지가 제공된다.According to the present invention, aniline or an aniline derivative having an alkyl, alkoxy, cycloalkyl, aryl, arylsulfonyl, carboxylic acid group or halogen substituent is dissolved in hydrogen chloride and heated to a temperature of 30-50 DEG C and then dissolved separately in hydrogen chloride Adding excess oxidizing agent solution to the aniline (or derivative) solution by heating to 30-50 占 폚; The reaction mixture was reacted with stirring, and the precipitate was washed with distilled water, filtered, heat-treated at 80-100 ° C. using sodium hydroxide solution, washed with an organic solvent or distilled water, and lyophilized under vacuum There is provided a conductive polyaniline prepared by conducting oxidation doping and positive doping at the same time on a base type polyaniline, and a conductive or antistatic polymer resin containing the conductive polyaniline, particularly a conductive or antistatic polyurethane resin.

Description

아닐린계 전도성 폴리머 및 그 폴리머를 이용한 전도성 우레탄과 이들의 제조방법ANILINE CONDUCTING POLYMER AND CONDUCTIVE URETHANE USING THE POLYMER AND METHOD FOR PRODUCING THE SAME

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is a trivial issue, I did not include the contents of the text.

Claims (18)

아닐린, 또는 알킬, 알콕시, 사이클로알킬, 아릴, 아릴술포닐, 카르복실산기 또는 할로겐 치환기를 갖는 아닐린 유도체를 염화수소에 용해시키고 30-50℃의 온도로 가열한 다음, 별도로 염화수소에 용해시킨 과량의 산화제 용액을 30-50℃로 가열시켜 상기 아닐린(또는 유도체) 용액에 가하고; 반응 혼합물을 교반하면서 반응시킨 후, 침전물을 증류수로 세척, 여과한 다음, 수산화나트륨 용액을 사용하여 80-100℃에서 가열처리하고, 유기 용매 또는 증류수로 세척여과한 후 진공하에 동결건조시킴으로써 제조된 염기 형태의 폴리아닐린에 산화도핑과 양성자산 도핑을 동시에 실시하여 제조된 것을 특징으로 하는 전도성 폴리아닐린.Aniline or an aniline derivative having an alkyl, alkoxy, cycloalkyl, aryl, arylsulfonyl, carboxylic acid group or halogen substituent is dissolved in hydrogen chloride, heated to a temperature of 30-50 ° C, and then excess oxidizing agent The solution is heated to 30-50 占 폚 and added to the aniline (or derivative) solution; The reaction mixture was reacted with stirring, and the precipitate was washed with distilled water, filtered, heat-treated at 80-100 ° C. using sodium hydroxide solution, washed with an organic solvent or distilled water, and lyophilized under vacuum Wherein the conductive polyaniline is prepared by simultaneously performing doping with an oxide and doping with a basic type of polyaniline. 제1항에 있어서, 상기 산화제는 금속산화제, 암모늄퍼옥시디술페이트 〔(NH4)2S2O8〕및 m-클로로퍼옥시벤조산에서 선택되는 것을 특징으로 하는 전도성 폴리아닐린.The conductive polyaniline of claim 1, wherein the oxidant is selected from metal oxidants, ammonium peroxydisulfate [(NH 4 ) 2 S 2 O 8 ] and m-chloroperoxybenzoic acid. 제2항에 있어서, 상기 금속산화제는 염화철(Ⅲ)인 것을 특징으로 하는 전도성 폴리아닐린.The conductive polyaniline according to claim 2, wherein the metal oxidizing agent is iron (III) chloride. 제1 내지 3항 중 어느 한 항에 있어서, 상기 도핑 과정은 절연체 폴리아닐린 또는 그 유도체를 산화제와 양성자 산이 용해되어 있는 극성 용매에 가하여 초음파 중탕에서 30-50℃의 온도로 처리하는 것을 포함함을 특징으로 하는 전도성 폴리아닐린.The doping process according to any one of claims 1 to 3, wherein the doping process comprises adding an insulator polyaniline or a derivative thereof to a polar solvent in which an oxidizing agent and a protonic acid are dissolved, and treating the resulting product at a temperature of 30-50 DEG C in an ultrasonic bath Conductive polyaniline. 제4항에 있어서, 상기 산화제는 금속산화제, 암모늄퍼옥시드술페이트〔(NH4)2S2O7〕및 클로로퍼옥시벤조산에서 선택되고, 상기 양성자산은 DBSA(도데실벨젠술폰산), TSA(톨루엔술폰산), NSA(나프탈렌술폰산), BSA(벤젠술폰산), CSA(캄퍼술폰산) 및 포름산에서 선택되는 것을 특징으로 하는 전도성 폴리아닐린.The method of claim 4, wherein the oxidizing agent is a metal oxidizing agent, ammonium peroxide sulfate [(NH 4) 2 S 2 O 7 ], and chloroperbenzoic is selected from oxy acid, the proton is DBSA (dodecylbenzene beljen acid), TSA (Benzenesulfonic acid), CSA (camphorsulfonic acid), and formic acid. The conductive polyaniline is selected from the group consisting of benzenesulfonic acid (toluenesulfonic acid), NSA (naphthalenesulfonic acid), BSA 제5항에 있어서, 상기 금속산화제는 염화철(Ⅲ)인 것을 특징으로 하는 전동성 폴리아닐린.The electrically conductive polyaniline according to claim 5, wherein the metal oxidizing agent is iron (III) chloride. 아닐린, 또는 알킬, 알콕시, 사이클로알킬, 아릴, 아릴술포닐, 카르복실산기 또는 할로겐 치환기를 갖는 아닐린 유도체를 염화수소에 용해시키고 30-50℃의 온도로 가열한 다음, 별도로 염화수소에 용해시킨 과량의 산화제 용액을 30-50℃로 가열시켜 상기 아닐린(또는 유도체) 용액에 가하고; 반응 혼합물을 교반하면서 반응시킨 후, 침전물을 증류수로 세척, 여과한 다음, 수산화나트륨 용액을 사용하여 80-100℃에서 가열처리하고, 유기 용매 또는 증류수로 세척여과한 후 진공하에 동결건조시켜 염기 형태의 폴리아닐린을 제조하고, 이에 산화 도핑과 양성자산 도핑을 동시에 실시하는 것을 특징으로 하는 전도성 폴리아닐린의 제조방법.Aniline or an aniline derivative having an alkyl, alkoxy, cycloalkyl, aryl, arylsulfonyl, carboxylic acid group or halogen substituent is dissolved in hydrogen chloride, heated to a temperature of 30-50 ° C, and then excess oxidizing agent The solution is heated to 30-50 占 폚 and added to the aniline (or derivative) solution; After the reaction mixture was reacted with stirring, the precipitate was washed with distilled water, filtered, heat-treated at 80-100 ° C. with sodium hydroxide solution, washed with an organic solvent or distilled water, filtered and freeze- Of polyaniline is prepared, and oxidation doping and positive dopant doping are simultaneously performed on the polyaniline. 제7항에 있어서, 상기 산화제는 금속산화제, 암모늄퍼옥시디술페이트 [(NH4)2S2O8] 및 m-클로로퍼옥시벤조산에서 선택되는 것을 특징으로 하는 전도성 폴리아닐린.The method of claim 7, wherein the metal oxidant is an oxidizing agent, ammonium peroxydisulfate sulfate [(NH 4) 2 S 2 O 8] and m- chloroperoxybenzoic conductive polyaniline, characterized in that is selected from benzoic acid. 제8항에 있어서, 상기 금속산화제는 염화철(Ⅲ)인 것을 특징으로 하는 전도성 폴리아닐린의 제조방법.The method for producing conductive polyaniline according to claim 8, wherein the metal oxidizing agent is iron (III) chloride. 제7 내지 9항 중 어느 한 항에 있어서, 상기 도핑 과정은 절연체 폴리아닐린 또는 그 유도체를 산화제와 양성자 산이 용해되어 있는 극성 용매에 가하여 초음파 중탕에서 30-50℃의 온도로 처리하는 것을 포함함을 특징으로 하는 전도성 폴리아닐린의 제조방법.The doping process according to any one of claims 7 to 9, wherein the doping process comprises adding an insulator polyaniline or a derivative thereof to a polar solvent in which an oxidizing agent and a protonic acid are dissolved, and treating the resulting product at a temperature of 30-50 ° C in an ultrasonic bath By weight based on the total weight of the conductive polyaniline. 제10항에 있어서, 상기 산화제는 금속산화제, 암모늄퍼옥시드술페이트〔(NH4)2S2O7〕및 클로로퍼옥시벤조산에서 선택되고, 상기 양성자산은 DBSA(도데실벨젠술폰산), TSA(톨루엔술폰산), NSA(나프탈렌술폰산), BSA(벤젠술폰산), CSA(캄퍼술폰산) 및 포름산에서 선택되는 것을 특징으로 하는 전도성 폴리아닐린의 제조방법.The method of claim 10 wherein the oxidizing agent is a metal oxidizing agent, ammonium peroxide sulfate [(NH 4) 2 S 2 O7], and chloroperbenzoic is selected from oxy acid, the proton is DBSA (dodecylbenzene beljen acid), TSA ( (Benzenesulfonic acid), CSA (camphorsulfonic acid), and formic acid. The method for producing conductive polyaniline according to claim 1, wherein the conductive polyaniline is selected from the group consisting of benzene sulfonic acid, toluene sulfonic acid, NSA (naphthalene sulfonic acid), BSA 제11항에 있어서, 상기 금속산화제는 염화철(Ⅲ)인 것을 특징으로 하는 전동성 폴리아닐린의 제조방법.The method of producing a conductive polyaniline according to claim 11, wherein the metal oxidizing agent is iron (III) chloride. 아닐린, 또는 알킬, 알콕시, 사이클로알킬, 아릴, 아릴술포닐, 카르복실산기 또는 할로겐 치환기를 갖는 아닐린 유도체를 염화수소에 용해시키고 30-50℃의 온도로 가열한 다음, 별도로 염화수소에 용해시킨 과량의 산화제 용액을 30-50℃로 가열시켜 상기 아닐린(또는 유도체) 용액에 가하고; 반응 혼합물을 교반하면서 반응시킨 후, 침전물을 증류수로 세척, 여과한 다음, 수산화나트륨 용액을 사용하여 80-100℃에서 가열처리하고, 유기 용매 또는 증류수로 세척여과한 후 진공하에 동결건조시킴으로써 염기 형태의 폴리아닐린에 산화 도핑과 양성자산 도핑을 동시에 실시하여 제조된 전도성 폴리아닐린을 함유하는 것을 특징으로 하는 전도성 폴리머수지.Aniline or an aniline derivative having an alkyl, alkoxy, cycloalkyl, aryl, arylsulfonyl, carboxylic acid group or halogen substituent is dissolved in hydrogen chloride, heated to a temperature of 30-50 ° C, and then excess oxidizing agent The solution is heated to 30-50 占 폚 and added to the aniline (or derivative) solution; The reaction mixture is reacted with stirring, and the precipitate is washed with distilled water, filtered, heat-treated at 80-100 ° C. with sodium hydroxide solution, washed with an organic solvent or distilled water, filtered and freeze- Of conductive polyaniline prepared by simultaneously performing doping with oxidation and doping with polyaniline. 제13항에 있어서, 상기 폴리머수지가 전도성 폴리우레탄 수지인 것을 특징으로 하는 전도성 폴리머 수지.14. The conductive polymer resin according to claim 13, wherein the polymer resin is a conductive polyurethane resin. 제14항에 있어서, 상기 폴리우레탄 수지 제조시의 폴리우레탄 조성물은 발포체, 비발포체의 2액형 조성물이거나 용제 내에서 폴리우레탄 반응으로 합성된 1액형 폴리우레탄 조성물인 것을 특징으로 하는 전도성 폴리머 수지.15. The conductive polymer resin according to claim 14, wherein the polyurethane composition at the time of producing the polyurethane resin is a two-pack type composition of a foam or a non-foam or a one-pack type polyurethane composition synthesized by a polyurethane reaction in a solvent. 아닐린, 또는 알킬, 알콕시, 사이클로알킬, 아릴, 아릴술포닐, 카르복실산기 또는 할로겐 치환기를 갖는 아닐린 유도체를 염화수소에 용해시키고 30-50℃의 온도로 가열한 다음, 별도로 염화수소에 용해시킨 과량의 산화제 용액을 30-50℃로 가열시켜 상기 아닐린(또는 유도체) 용액에 가하고; 반응 혼합물을 교반하면서 반응시킨 후, 침전물을 증류수로 세척, 여과한 다음, 수산화나트륨 용액을 사용하여 80-100℃에서 가열처리하고, 유기 용매 또는 증류수로 세척여과한 후 진공하에 동결건조시킴으로써 제조된, 염기 형태의 폴리아닐린에 산화 도핑과 양성자산 도핑을 동시에 실시하여 제조된 전도성 폴리아닐린을 함유하는 대전방지성 폴리머 수지.Aniline or an aniline derivative having an alkyl, alkoxy, cycloalkyl, aryl, arylsulfonyl, carboxylic acid group or halogen substituent is dissolved in hydrogen chloride, heated to a temperature of 30-50 ° C, and then excess oxidizing agent The solution is heated to 30-50 占 폚 and added to the aniline (or derivative) solution; The reaction mixture was reacted with stirring, and the precipitate was washed with distilled water, filtered, heat-treated at 80-100 ° C. using sodium hydroxide solution, washed with an organic solvent or distilled water, and lyophilized under vacuum , An antistatic polymer resin containing conductive polyaniline prepared by simultaneously performing doping with oxidation and doping with basic polyaniline. 제16항에 있어서, 상기 폴리머수지가 폴리우레탄 수지인 것을 특징으로 하는 대전방지성 폴리머 수지.The antistatic polymer resin according to claim 16, wherein the polymer resin is a polyurethane resin. 제17항에 있어서, 상기 폴리우레탄 수지 제조시의 폴리우레탄 조성물은 발포체, 비발포체의 2액형 조성물이거나 용제 내에서 폴리우레탄 반응으로 합성된 1액형 폴리우레탄 조성물인 것을 특징으로 하는 대전방지성 폴리머 수지.The antistatic resin composition according to claim 17, wherein the polyurethane composition at the time of preparing the polyurethane resin is a two-pack type composition of foam or non-foam or a one-pack type polyurethane composition synthesized by a polyurethane reaction in a solvent . ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: It is disclosed by the contents of the first application.
KR1019960012586A 1996-04-24 1996-04-24 ANILINE CONDUCTING POLYMER AND CONDUCTIVE URETHANE USING THE POLYMER AND METHOD FOR PRODUCING THE SAME KR970071855A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100453356B1 (en) * 1996-12-27 2005-04-20 주식회사 엘지생활건강 Two-Way Hair Composition for Electromagnetic Interception

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100453356B1 (en) * 1996-12-27 2005-04-20 주식회사 엘지생활건강 Two-Way Hair Composition for Electromagnetic Interception

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