JP2014187155A - 熱電変換素子用組成物およびその用途 - Google Patents
熱電変換素子用組成物およびその用途 Download PDFInfo
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- JP2014187155A JP2014187155A JP2013060553A JP2013060553A JP2014187155A JP 2014187155 A JP2014187155 A JP 2014187155A JP 2013060553 A JP2013060553 A JP 2013060553A JP 2013060553 A JP2013060553 A JP 2013060553A JP 2014187155 A JP2014187155 A JP 2014187155A
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- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- AEDZKIACDBYJLQ-UHFFFAOYSA-N ethane-1,2-diol;hydrate Chemical compound O.OCCO AEDZKIACDBYJLQ-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910003472 fullerene Inorganic materials 0.000 description 1
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 238000005338 heat storage Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000005462 imide group Chemical group 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 125000000593 indol-1-yl group Chemical group [H]C1=C([H])C([H])=C2N([*])C([H])=C([H])C2=C1[H] 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229910000358 iron sulfate Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- KKQAVHGECIBFRQ-UHFFFAOYSA-N methyl propyl carbonate Chemical compound CCCOC(=O)OC KKQAVHGECIBFRQ-UHFFFAOYSA-N 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 125000004312 morpholin-2-yl group Chemical group [H]N1C([H])([H])C([H])([H])OC([H])(*)C1([H])[H] 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920001601 polyetherimide Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005156 substituted alkylene group Chemical group 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000002918 waste heat Substances 0.000 description 1
- 238000004056 waste incineration Methods 0.000 description 1
Landscapes
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Xは、直接結合、酸素原子、窒素原子、または、硫黄原子を表し、
Mは、リチウム原子、ナトリウム原子、または、カリウム原子を表す。)
57 mlの脱イオン水中に、0.27gの表3の化合物(21)、6.53g のポリスチレンスルホン酸18%水溶液(Mn:70,000)、0.54gの過硫酸アンモニウムおよび、15mgの硫酸鉄(III)を加え、室温にて24 時間攪拌することにより、導電性樹脂(1) の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(22)〜(27)を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(21)と表3の化合物(25)の1:1(モル比)混合物を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(21)と表3の化合物(26)の1:1(モル比)混合物を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(21)と表3の化合物(30)の1:1(モル比)混合物を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(28)、(31)、(32)を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(28)と表3の化合物(26)の1:1(モル比)混合物を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
表3の化合物(21)の代わりに、表3の化合物(21)と表3の化合物(28)の1:1(モル比)混合物を用いた以外は、合成例1と同様にして導電性樹脂の水分散液を得た(固形分2.0%)。
ZT=(S2・σ・T)/κ
ここで、Sはゼーベック係数(V/K)、σは導電率(S・m)、κは熱伝導率(W/(m・K))である。熱伝導率κは以下の式で表される。
κ=α・ρ・C
ここで、αは熱拡散率(m2/s)、ρは密度(kg/m3)、Cは比熱容量(J/(kg・K))である。
ゼーベック係数と導電率はZEM−2(アルバック理工製)、熱拡散率は周期加熱法熱拡散率測定装置FTC−1(アルバック理工製)、比熱容量は示差走査熱量測定装置DSC6200(セイコーインスツル製)を用いて測定し、密度は文献値より1.45(g/cm3)と見なしてZTの算出を行った。
洗浄したポリイミド基材上に、導電性高分子の水分散液PEDOT/PSS(ポリ(3,4−エチレンジオキシ)−2,5−チオフェン/ポリスチレンスルホン酸、(Bayer社製BAYTRON P)を2.0gと、本発明の表1中の化合物(1)(東京化成 製品番号H1057 1,1,2,2,3,3−ヘキサフルオロプロパン−1,3−ジスルホンイミドリチウム)を表5に示す量、2−イソプロピルアルコール1.0gを混合させ、これを、バーコーター(No.8)を用いて、PET板上に塗工し、100℃にて3分間加熱乾燥させて熱電変換膜(膜厚30μm)を得た。この熱電変換膜に関して、100℃の環境におけるZTを、作製直後および耐久試験後(60℃の環境下に100時間)についてそれぞれ算出した結果を表5に示す。
導電性高分子の水分散液として、ポリチオフェン誘導体(ポリ(チオフェン−3−[2−(2−メトキシエトキシ)エトキシ]−2,5−ジイル)、スルホン化 2% in ethylene glycol monobutyl ether/water, 3:2, electronic grade(Aldrch社製)を使用した以外は、実施例1と同様に熱電変換膜および熱電変換素子を作成・評価した。結果を表6に示す。結果を表6に示す。
導電性高分子の水分散液として、表4の導電性高分子(1)を使用した以外は、実施例1と同様に熱電変換膜および熱電変換素子を作成・評価した。結果を表7に示す。結果を表7に示す。
導電性高分子の水分散液として、表4の導電性高分子(1)を使用し、2次ドーパントとして表8に記載の表1の化合物を0.025g(導電性高分子固形分に対して50%)添加した以外は、熱電変換膜および熱電変換素子を作成・評価した。結果を表8に示す。
導電性高分子の水分散液として、表9に記載の表4の導電性高分子を使用し、2次ドーパントとして表1の化合物(1)を0.025g(導電性高分子固形分に対して50%)添加した以外は、実施例1と同様に熱電変換膜および熱電変換素子を作成・評価した。結果を表9に示す。
実施例1において、表1中の化合物(1)の代わりに、エチレングリコールを用いて導電性膜を作成した以外は、実施例1と同様に熱電変換膜および熱電変換素子を作成・評価した。結果を表10に示す。
Claims (4)
- 導電性高分子が、下記一般式[2]で表されるユニットおよび/または下記一般式[3]で表されるユニットおよび/または下記一般式[3a]で表されるユニットを有することを特徴とする請求項1記載の熱電変換組成物。
一般式[2]
一般式[3] 一般式[3a]
(式中、R3およびR4は互いに独立して、水素原子、ハロゲン原子、置換もしくは未置換の脂肪族炭化水素基、置換もしくは未置換の芳香族炭化水素基、置換もしくは未置換の脂肪族複素環基、置換もしくは未置換の芳香族複素環基、シアノ基、置換もしくは未置換のアルコキシル基、置換もしくは未置換のアリ−ルオキシ基、置換もしくは未置換のアルキルチオ基、置換もしくは未置換のアリ−ルチオ基、置換アミノ基、アシル基、アルコキシカルボニル基、アリ−ルオキシカルボニル基、アルキルスルホニル基、または、アリ−ルスルホニル基を表す。) - 請求項1または2記載の熱電変換組成物を用いて得られる熱電変換膜。
- 請求項1または2記載の熱電変換組成物を用いて得られる熱電変換素子。
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JP2012251132A (ja) * | 2011-03-28 | 2012-12-20 | Fujifilm Corp | 導電性組成物、当該組成物を用いた導電性膜及びその製造方法 |
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JP2005350525A (ja) * | 2004-06-09 | 2005-12-22 | Japan Carlit Co Ltd:The | 導電性ポリアニリン誘導体及びその組成物 |
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