JPS62257968A - Production of highly electrically conductive polymer composition - Google Patents
Production of highly electrically conductive polymer compositionInfo
- Publication number
- JPS62257968A JPS62257968A JP10085486A JP10085486A JPS62257968A JP S62257968 A JPS62257968 A JP S62257968A JP 10085486 A JP10085486 A JP 10085486A JP 10085486 A JP10085486 A JP 10085486A JP S62257968 A JPS62257968 A JP S62257968A
- Authority
- JP
- Japan
- Prior art keywords
- polymer composition
- aniline
- polymerization
- conductive material
- electrically conductive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- 229920001940 conductive polymer Polymers 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 50
- 239000000843 powder Substances 0.000 claims abstract description 19
- 239000004020 conductor Substances 0.000 claims abstract description 15
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 12
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
- 150000002367 halogens Chemical class 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 abstract description 18
- 229920000642 polymer Polymers 0.000 abstract description 17
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 abstract description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 abstract description 3
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 239000006229 carbon black Substances 0.000 abstract description 3
- 238000002844 melting Methods 0.000 abstract description 3
- 230000008018 melting Effects 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- 229910052782 aluminium Inorganic materials 0.000 abstract description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052802 copper Inorganic materials 0.000 abstract description 2
- 239000010949 copper Substances 0.000 abstract description 2
- 239000000835 fiber Substances 0.000 abstract description 2
- 229920001903 high density polyethylene Polymers 0.000 abstract description 2
- 239000004700 high-density polyethylene Substances 0.000 abstract description 2
- 229920001684 low density polyethylene Polymers 0.000 abstract description 2
- 239000004702 low-density polyethylene Substances 0.000 abstract description 2
- 229910052759 nickel Inorganic materials 0.000 abstract description 2
- 239000007800 oxidant agent Substances 0.000 abstract description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 238000000034 method Methods 0.000 description 15
- 239000003273 ketjen black Substances 0.000 description 7
- 229920000092 linear low density polyethylene Polymers 0.000 description 7
- 239000004707 linear low-density polyethylene Substances 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- -1 2 ゚5-diphenylaniline Chemical compound 0.000 description 4
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- BBNQSYUZYQBRAO-UHFFFAOYSA-N 2,3,5-trimethoxyaniline Chemical compound COC1=CC(N)=C(OC)C(OC)=C1 BBNQSYUZYQBRAO-UHFFFAOYSA-N 0.000 description 1
- VVAKEQGKZNKUSU-UHFFFAOYSA-N 2,3-dimethylaniline Chemical compound CC1=CC=CC(N)=C1C VVAKEQGKZNKUSU-UHFFFAOYSA-N 0.000 description 1
- GNDQGCHFQDKFDG-UHFFFAOYSA-N 2-ethoxy-3-methoxyaniline Chemical compound CCOC1=C(N)C=CC=C1OC GNDQGCHFQDKFDG-UHFFFAOYSA-N 0.000 description 1
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 1
- MGYFFUDEODHNSA-UHFFFAOYSA-N 3-methyl-2-phenylaniline Chemical compound CC1=CC=CC(N)=C1C1=CC=CC=C1 MGYFFUDEODHNSA-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 241001523162 Helle Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- NCBZRJODKRCREW-UHFFFAOYSA-N m-anisidine Chemical compound COC1=CC=CC(N)=C1 NCBZRJODKRCREW-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005482 strain hardening Methods 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、高電導性重合体組成物の製造方法に関し、更
に詳しくは、導電性材料および熱可塑性重合体粉末の存
在下にアニリン系モノマーを重合させることを特徴とす
る高電導性重合体組成物の製造方法に関する。Detailed Description of the Invention [Industrial Application Field] The present invention relates to a method for producing a highly conductive polymer composition, and more specifically, the present invention relates to a method for producing a highly conductive polymer composition. The present invention relates to a method for producing a highly conductive polymer composition, which comprises polymerizing a highly conductive polymer composition.
（従来の技術）
アニリン系重合体を製造する方法としては、電気化学的
に陽極酸化して製造する方法（電気化・予約重合方法）
と化学重合により製造する方法（化学的重合方法）とが
知られている。前者の方法によれば、通常アニリン系重
合体は膜状物で得られるが、後者の方法の場合にはアニ
リン系重合体は粉末状で得られる。(Prior art) A method for producing aniline polymers is a method of producing them by electrochemical anodic oxidation (electrification/reservation polymerization method).
and a method of manufacturing by chemical polymerization (chemical polymerization method) are known. According to the former method, the aniline polymer is usually obtained in the form of a film, whereas in the case of the latter method, the aniline polymer is obtained in the form of a powder.
現在、アニリン系重合体の製造方法としては、主として
前者の電気化学的重合方法が利用されているが、生産性
が化学的重合方法よりも劣る欠点を有している。従って
、収率よくアニリン系重合体を製造するためには化学的
重合方法が望ましい。Currently, the former electrochemical polymerization method is mainly used as a method for producing aniline polymers, but it has the disadvantage that productivity is inferior to chemical polymerization methods. Therefore, chemical polymerization methods are desirable in order to produce aniline polymers with good yield.
しかしながら、従来よりアニリン系重合体は、不溶不融
のため成形性が恕く、冷間加工を必要とし、そのため粒
子間の接着性が悪く、得られる成形体は脆いという問題
があった。また、アニリン系重合体の電導性を上げるた
めに、アニリン系重合体へ金属微粉、金属ＩａＨ，、カ
ーボンブラック、炭素１１１１！、黒鉛等の導電性材料
を添加すると、粒子間の接着性が更に悪くなり、そのた
め成形体の機械的強度は低下するという欠点があった。However, aniline polymers have conventionally had problems in that they have poor moldability because they are insoluble and infusible, and require cold working, resulting in poor adhesion between particles and the resulting molded products are brittle. In addition, in order to increase the conductivity of the aniline polymer, metal fine powder, metal IaH, carbon black, carbon 1111!, etc. are added to the aniline polymer. However, when a conductive material such as graphite is added, the adhesion between the particles becomes worse, resulting in a reduction in the mechanical strength of the molded article.
従って、本発明は、成形性および機械的強度の良好な高
電導性重合体組成物の製造方法を提供することを目的と
する。Therefore, an object of the present invention is to provide a method for producing a highly conductive polymer composition having good moldability and mechanical strength.
ｔε
本発明者らは、上ぞ問題点を解決するために種々検討し
た結果、導電性材料および熱可塑性重合体粉末の存在下
にアニリン系モノマーを重合することにより、前記目的
が極めて有効に達せられ、成形性および機械的強度の良
好な高電導性重合体組成物が得られることを見出し、本
発明を完成するに至ったものである。tε As a result of various studies to solve the above problems, the present inventors have found that the above object can be extremely effectively achieved by polymerizing an aniline monomer in the presence of a conductive material and a thermoplastic polymer powder. The present inventors have discovered that a highly conductive polymer composition with good moldability and mechanical strength can be obtained, and have completed the present invention.
即ち、本発明に従えば、一般式
〔但し、式中Ｒ−Ｒ６は同一でも異なってもよく、ハロ
ゲン、水素原子、アミノ基、ニトロ基、炭素数が１０以
下のアルキル基、炭素数が１０以下のアルコキシ基、ア
リル基または炭素数が６〜１０の７リール基を示す。〕
で表わされるアニリン系モノマーを導電性材料および熱
可塑性重合体粉末の存在下で重合させることを特徴とす
る高電導性重合体組成物の製造方法が提供される。That is, according to the present invention, the general formula [wherein R-R6 may be the same or different, halogen, hydrogen atom, amino group, nitro group, alkyl group having 10 or less carbon atoms, or It shows the following alkoxy group, allyl group, or 7-aryl group having 6 to 10 carbon atoms. ] A method for producing a highly conductive polymer composition is provided, which comprises polymerizing an aniline monomer represented by the following in the presence of a conductive material and a thermoplastic polymer powder.
本発明において使用される前記一般式で表わされるアニ
リン系モノマーの代表例としては、アニリン、２−メト
キシアニリン、３−メトキシアニリン、２．３−ジメト
キシアニリン、２．５．−ジメトキシアニリン、３．５
−ジメトキシアニリン、２−エトキシ−３−メトキシア
ニリン、２゜５−ジフェニルアニリン、２−フェニル−
３−メチルアニリン、２，３．５−トリメトキシアニリ
ン、２，３−ジメチルアニリン、２．３．５．６＝テト
ラメブルアニリン、２−メチルアニリン、２−アミノア
ニリン、２−ニトロアニリン、Ｎ−メチルアニリン、ジ
フェニルアミン、Ｎ、Ｎ−ジメチルアニリン、トリフェ
ニルアミン等があげられるが、必ずしもこれらに限定さ
れるものではない。Representative examples of the aniline monomer represented by the above general formula used in the present invention include aniline, 2-methoxyaniline, 3-methoxyaniline, 2.3-dimethoxyaniline, 2.5. -dimethoxyaniline, 3.5
-dimethoxyaniline, 2-ethoxy-3-methoxyaniline, 2゜5-diphenylaniline, 2-phenyl-
3-methylaniline, 2,3.5-trimethoxyaniline, 2,3-dimethylaniline, 2.3.5.6=tetramebruaniline, 2-methylaniline, 2-aminoaniline, 2-nitroaniline, Examples include, but are not limited to, N-methylaniline, diphenylamine, N,N-dimethylaniline, triphenylamine, and the like.
本発明において使用される導電性材料としては、例えば
ニッケル、銅、アルミニウム、鉄、ステン！・１ヘ
レス等の金属の微粉、ｍｔＩｉおよび脩、またはカーボ
ンブラック、炭Ｍ繊維、黒鉛等の如き炭素およびそれら
の混合物をあげることができる。Examples of conductive materials used in the present invention include nickel, copper, aluminum, iron, and stainless steel!・Metal fine powders such as 1 Helles, mtIi, and carbon, such as carbon black, carbon M fiber, graphite, etc., and mixtures thereof can be mentioned.
また、本発明における熱可塑性重合体粉末としては、重
合溶媒に実質的に不溶であり、かつ軟化点または融点が
２００℃以下の重合体または共重合体が用いられる。軟
化点または融点が２００℃を超す重合体または共重合体
を使用すると、生成した高電導性重合体組成物の熱成形
温度を高くする必要が生じ好ましくない。このような熱
可塑性重合体の代表例としては、低密度ポリエチレン、
高密度ポリエチレン、直鎖状低密度ポリエチレン、ポリ
プロピレン、エチレン−プロピレン共重合体等のポリオ
レフィン、ポリアミド、ポリエステル、ポリカーボネー
トをあげることができる。Further, as the thermoplastic polymer powder in the present invention, a polymer or copolymer that is substantially insoluble in the polymerization solvent and has a softening point or melting point of 200° C. or lower is used. Use of a polymer or copolymer having a softening point or melting point of more than 200° C. is undesirable because it becomes necessary to raise the thermoforming temperature of the resulting highly conductive polymer composition. Typical examples of such thermoplastic polymers include low density polyethylene,
Examples include polyolefins such as high-density polyethylene, linear low-density polyethylene, polypropylene, and ethylene-propylene copolymers, polyamides, polyesters, and polycarbonates.
アニリン系モノマーと、導電性材料および熱可塑性重合
体粉末との使用割合は、アニリン系ｔツマー１導電性材
料および熱可塑性重合体粉末の合計量を１００重量％と
した場合、アニリン系モノマー９８〜４０重量％に対し
て導電性材料１〜５９重量％熱可塑性重合体粉末１〜５
９重ω％であり、好ましくはアニリン系モノマー９５〜
７０重量％に対して導電性材ＦＩ２〜２８１２〜２８重
量性重合体粉末２〜２８重量％であることが望ましい。The ratio of the aniline monomer to the conductive material and thermoplastic polymer powder is 98% to 98% by weight when the total amount of the aniline monomer 1 conductive material and thermoplastic polymer powder is 100% by weight. 40% by weight of conductive material 1-59% by weight thermoplastic polymer powder 1-5
9 weight ω%, preferably aniline monomer 95~
It is desirable that the amount of the conductive material FI2-2812-28 weight polymer powder is 2-28% by weight relative to 70% by weight.
導電性材料の使用割合が１重量％未湯１では電導度の改
善効果がみられず、５９重間％を超えるとアニリン系重
合体本来の特長が失なわれる。熱可塑性樹脂の使用割合
が１重量％未満では成形性の改善効果が十分発揮されず
、５９重量％を超えると電導度の低下をおこす。When the proportion of the conductive material used is 1% by weight, no improvement in conductivity is observed, and when it exceeds 59% by weight, the original characteristics of the aniline polymer are lost. If the proportion of the thermoplastic resin used is less than 1% by weight, the effect of improving moldability will not be sufficiently exhibited, and if it exceeds 59% by weight, the electrical conductivity will decrease.
アニリン系モノマーと導電性材料および熱可塑性重合体
粉末は、重合時に別々に配合してもよく、また重合反応
を行なう前に予め混合しておいてもよい。The aniline monomer, the conductive material, and the thermoplastic polymer powder may be blended separately during polymerization, or may be mixed in advance before the polymerization reaction.
アニリン系モノマーを導電性材料および熱可塑性重合体
粉末の存在下に重合させるに際して使用される重合触媒
および重合溶媒、重合の制御法、後処理法については本
製造法固有の制限はなく、従来公知のすべての方法を適
用することができる。Regarding the polymerization catalyst and polymerization solvent used when polymerizing the aniline monomer in the presence of the conductive material and the thermoplastic polymer powder, the polymerization control method, and the post-treatment method, there are no limitations specific to this production method, and conventionally known methods are used. All methods can be applied.
本発明の高電導性重合体組成物の代表的な製造方法とし
ては、アニリン系モノマーを導電性材料および熱可塑性
重合体粉末の存在下、塩Ｗｉ酸性水溶液中で過硫酸アン
モニウムを酸化剤に用いて重合させる方法をあげること
ができる。A typical method for producing the highly conductive polymer composition of the present invention is to prepare an aniline monomer in an acidic aqueous solution of salt Wi in the presence of a conductive material and a thermoplastic polymer powder using ammonium persulfate as an oxidizing agent. Examples include methods of polymerization.
本発明の方法によって得られる高電導性重合体組成物は
、アニリン系重合体と７！［性材料および熱可塑性重合
体粉末の単なる様械的混合による組成物に比較して、混
合性が極めて良好であり、電導度、成形性および機械的
強度にすぐれている。The highly conductive polymer composition obtained by the method of the present invention contains an aniline polymer and 7! [Compared to a composition made by merely mechanically mixing a thermoplastic material and a thermoplastic polymer powder, the composition has extremely good mixability, and has excellent electrical conductivity, moldability, and mechanical strength.
本発明の高電導性重合体組成物は、電池電極材＄：ｌま
たはコンデンサー材料として有用である。The highly conductive polymer compositions of the present invention are useful as battery electrode materials or capacitor materials.
以下、実施例および比較例をあげて本発明を更に詳細に
説明する。なお、各個における成形体の物性値は表に示
した。Hereinafter, the present invention will be explained in more detail with reference to Examples and Comparative Examples. The physical property values of each molded article are shown in the table.
実施例１
攪拌機を備えた１ｆＪの三つロフラスコに、１Ｎ−塩酸
水溶液５００ｍ、アニリン２０ｇ（０，２２モル）、ケ
ッチェンブラック２．０ｇ、１度０．９３９／ｃｍ３、
ＭＦＲｓ、ｏ＃、／１０分の直鎖状低密度ポリエチレン
粉末４．Ｏｇを仕込み、４０℃の温度で十分攪拌しなが
ら過硫酸アンモニウム６６．７ｇ＜ ０．２９モル）を
加えて４時間重合を行なった。Example 1 In a 1 fJ three-neck flask equipped with a stirrer, 500 m of 1N hydrochloric acid aqueous solution, 20 g (0.22 mol) of aniline, 2.0 g of Ketjen black, 0.939/cm3 per degree,
MFRs, o#, /10 min linear low density polyethylene powder4. After charging Og, 66.7 g of ammonium persulfate (<0.29 mol) was added with sufficient stirring at a temperature of 40° C., and polymerization was carried out for 4 hours.
次いで、系中にアンモニア水を加えて中和後、濾過し、
５００ ｄの水で３回洗浄してから８０℃で減圧乾燥し
て、２４ｇの電導性重合体組成物を得た。Next, add aqueous ammonia to the system to neutralize it, and then filter it.
After washing three times with 500 d of water and drying under reduced pressure at 80° C., 24 g of a conductive polymer composition was obtained.
得られた重合体組成物中のケッチェンブラックの割合は
８重量％、直鎖状低密度ポリエチレンの割合は１７重量
％であった。この？ｌ！導性重合体組成物を圧力１００
１（９／α２、温度１００℃で熱プレスして厚さが１履
の成形体を作製した。The proportion of Ketjen black in the obtained polymer composition was 8% by weight, and the proportion of linear low density polyethylene was 17% by weight. this? l! The conductive polymer composition was heated to a pressure of 100
1 (9/α2) and a temperature of 100° C. to produce a molded product with a thickness of 1 shoe.
実施例２
実施例１において、アニリンの代わりにＮ−メチルアニ
リンを使用し、ケッチェンブラックの代わりに銅粉末を
使用し、直鎖状低密度ポリエチレン粉末の代わりにエチ
レン−プロピレン共重合体（プロピレンユニットが３５
モル％、ＭＦＲ２，０９／１０分）を使用した以外は、
実施例１と同様に重合および後処理を行なって、２４ｇ
の重合体組成物を得た。得られた重合体組成物中の銅粉
末の割合は８重量％、エチレン−プロピレン共重合体の
割合は１７重耐％であった。Example 2 In Example 1, N-methylaniline was used instead of aniline, copper powder was used instead of Ketjenblack, and ethylene-propylene copolymer (propylene) was used instead of linear low-density polyethylene powder. 35 units
mol%, MFR2,09/10 min) was used.
Polymerization and post-treatment were carried out in the same manner as in Example 1, and 24 g
A polymer composition was obtained. The proportion of copper powder in the obtained polymer composition was 8% by weight, and the proportion of ethylene-propylene copolymer was 17% by weight.
比較例１
実施例１でケッチェンブラックおよび直鎖状低密度ポリ
エチレンを使用しなかった以外は、実施例１と同様に重
合および後処理を行なって１９７の粉末状ポリアニリン
を得た。この粉末状ポリアニリン９．Ｏｇ、ケッチェン
ブラック１．０ｇ、直鎖状低密度ポリエチレン（実施例
１と同製品） ２．０！Ｊとを乳鉢中で混合して電導
性重合体組成物を得た。Comparative Example 1 Polymerization and post-treatment were carried out in the same manner as in Example 1, except that Ketjenblack and linear low-density polyethylene were not used, to obtain 197 powdered polyaniline. This powdered polyaniline9. Og, Ketjenblack 1.0g, linear low density polyethylene (same product as Example 1) 2.0! J and were mixed in a mortar to obtain a conductive polymer composition.
この組成物を実施例１と同様な方法で加熱加圧して成形
体を作製した。なお、電導性重合体組成物中のケッチェ
ンブラックの割合は８重量％、直鎖状低書度ポリエチレ
ンの割合は１７重量％であった。This composition was heated and pressed in the same manner as in Example 1 to produce a molded body. The proportion of Ketjenblack in the conductive polymer composition was 8% by weight, and the proportion of linear low-density polyethylene was 17% by weight.
比較例２
比較例１でケッチェンブラックの代わりに銅粉末１．０
９を使用し、直鎖状ポリエチレンの代わりにエチレン−
プロピレン共重合体（実施例２ど同製品）２．０９を使
用した以外は比較例１と同様の方法で成形体を作製した
。Comparative Example 2 Copper powder 1.0 was used instead of Ketjen black in Comparative Example 1.
9, and instead of linear polyethylene, ethylene-
A molded body was produced in the same manner as in Comparative Example 1, except that 2.09 g of the propylene copolymer (same product as Example 2) was used.
注）折り曲げ強度：成形体から長さ４α、１１１ｃｍの
シートを切り出し、
公知の折り曲げ強度測定
法で測定
電気伝導度：四端子法にて測定
特許出願人 昭和電工株式会社
株式会社 日立製作所Note) Bending strength: Cut out a sheet with a length of 4α and 111 cm from the molded body, and measure it using a known bending strength measurement method.Electrical conductivity: Measure it using the four-probe method.Patent applicant: Showa Denko K.K., Hitachi, Ltd.
Claims (1)
、ハロゲン、水素原子、アミノ基、ニトロ基、炭素数が
１０以下のアルキル基、炭素数が１０以下のアルコキシ
基、アリル基または炭素数が６〜１０のアリール基を示
す。〕 で表わされるアニリン系モノマーを導電性材料および熱
可塑性重合体粉末の存在下で重合させることを特徴とす
る高電導性重合体組成物の製造方法。[Claims] General formula ▲ Numerical formula, chemical formula, table, etc. ▼ [However, in the formula, R_1 to R_6 may be the same or different, and include halogen, hydrogen atom, amino group, nitro group, and carbon number of 10 or less represents an alkyl group, an alkoxy group having 10 or less carbon atoms, an allyl group, or an aryl group having 6 to 10 carbon atoms. ] A method for producing a highly conductive polymer composition, which comprises polymerizing an aniline monomer represented by the following in the presence of a conductive material and a thermoplastic polymer powder.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10085486A JPS62257968A (en) | 1986-05-02 | 1986-05-02 | Production of highly electrically conductive polymer composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10085486A JPS62257968A (en) | 1986-05-02 | 1986-05-02 | Production of highly electrically conductive polymer composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62257968A true JPS62257968A (en) | 1987-11-10 |
Family
ID=14284896
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10085486A Pending JPS62257968A (en) | 1986-05-02 | 1986-05-02 | Production of highly electrically conductive polymer composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62257968A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6962675B2 (en) | 1999-05-10 | 2005-11-08 | California Institute Of Technology | Use of spatiotemporal response behavior in sensor arrays to detect analytes in fluids |
| US7122152B2 (en) | 1999-05-10 | 2006-10-17 | University Of Florida | Spatiotemporal and geometric optimization of sensor arrays for detecting analytes fluids |
| US8394330B1 (en) * | 1998-10-02 | 2013-03-12 | The California Institute Of Technology | Conductive organic sensors, arrays and methods of use |
-
1986
- 1986-05-02 JP JP10085486A patent/JPS62257968A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8394330B1 (en) * | 1998-10-02 | 2013-03-12 | The California Institute Of Technology | Conductive organic sensors, arrays and methods of use |
| US6962675B2 (en) | 1999-05-10 | 2005-11-08 | California Institute Of Technology | Use of spatiotemporal response behavior in sensor arrays to detect analytes in fluids |
| US7122152B2 (en) | 1999-05-10 | 2006-10-17 | University Of Florida | Spatiotemporal and geometric optimization of sensor arrays for detecting analytes fluids |
| US7595023B2 (en) | 1999-05-10 | 2009-09-29 | The California Institute Of Technology | Spatiotemporal and geometric optimization of sensor arrays for detecting analytes in fluids |
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