JP2005306967A - 難燃性熱伝導シート - Google Patents
難燃性熱伝導シート Download PDFInfo
- Publication number
- JP2005306967A JP2005306967A JP2004124335A JP2004124335A JP2005306967A JP 2005306967 A JP2005306967 A JP 2005306967A JP 2004124335 A JP2004124335 A JP 2004124335A JP 2004124335 A JP2004124335 A JP 2004124335A JP 2005306967 A JP2005306967 A JP 2005306967A
- Authority
- JP
- Japan
- Prior art keywords
- flame
- conductive sheet
- expanded graphite
- heat conductive
- heat
- 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
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- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 239000003063 flame retardant Substances 0.000 title claims abstract description 14
- 229920006243 acrylic copolymer Polymers 0.000 claims abstract description 39
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 35
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229910002804 graphite Inorganic materials 0.000 claims abstract description 32
- 239000010439 graphite Substances 0.000 claims abstract description 32
- 125000000524 functional group Chemical group 0.000 claims abstract description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 24
- 150000002484 inorganic compounds Chemical class 0.000 claims abstract description 21
- 229910010272 inorganic material Inorganic materials 0.000 claims abstract description 21
- 239000013078 crystal Substances 0.000 claims abstract description 17
- 239000000945 filler Substances 0.000 claims abstract description 16
- 238000004132 cross linking Methods 0.000 claims abstract description 9
- 238000000605 extraction Methods 0.000 claims abstract description 3
- 230000001747 exhibiting effect Effects 0.000 claims abstract 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 abstract description 3
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 abstract description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 abstract 1
- 239000000347 magnesium hydroxide Substances 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- 239000000203 mixture Substances 0.000 description 15
- 239000000178 monomer Substances 0.000 description 15
- -1 alicyclic alkyl methacrylates Chemical class 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 9
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- 238000000034 method Methods 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
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- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- 238000001816 cooling Methods 0.000 description 6
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- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 5
- 239000004925 Acrylic resin Substances 0.000 description 5
- 229920000178 Acrylic resin Polymers 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000004519 grease Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 4
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
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- 229920001971 elastomer Polymers 0.000 description 4
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- 239000000126 substance Substances 0.000 description 4
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 230000017525 heat dissipation Effects 0.000 description 3
- 238000007654 immersion Methods 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- 238000004073 vulcanization Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- FBHPRUXJQNWTEW-UHFFFAOYSA-N 1-benzyl-2-methylimidazole Chemical compound CC1=NC=CN1CC1=CC=CC=C1 FBHPRUXJQNWTEW-UHFFFAOYSA-N 0.000 description 2
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 2
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- 229910052582 BN Inorganic materials 0.000 description 2
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 229940024545 aluminum hydroxide Drugs 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
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- 150000007517 lewis acids Chemical class 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- GPRDLRZMTVQCHM-UHFFFAOYSA-L magnesium;dihydroxide;hydrate Chemical compound O.[OH-].[OH-].[Mg+2] GPRDLRZMTVQCHM-UHFFFAOYSA-L 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 2
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- NFTVTXIQFYRSHF-UHFFFAOYSA-N 1-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)C(C)OC(=O)C=C NFTVTXIQFYRSHF-UHFFFAOYSA-N 0.000 description 1
- KSDXJQMFURGZTC-UHFFFAOYSA-N 2,10-dimethylundec-2-enoic acid 7-methyloctyl 2-methylprop-2-enoate Chemical compound C(CCCCCC(C)C)C=C(C(=O)O)C.C(C(=C)C)(=O)OCCCCCCC(C)C KSDXJQMFURGZTC-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
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- LNGIIXGLYTUUHJ-UHFFFAOYSA-N 2-methylbut-2-enoic acid methyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.CC=C(C)C(O)=O LNGIIXGLYTUUHJ-UHFFFAOYSA-N 0.000 description 1
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- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- KJEVYLMZSMZXOJ-UHFFFAOYSA-N 5,5-dimethyl-2,3-bis(oxiran-2-ylmethoxy)hexan-1-ol Chemical class C(C1CO1)OC(C(OCC1CO1)CO)CC(C)(C)C KJEVYLMZSMZXOJ-UHFFFAOYSA-N 0.000 description 1
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Cited By (13)
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| JP2007039602A (ja) * | 2005-08-05 | 2007-02-15 | Achilles Corp | アクリル系樹脂組成物及びそれを用いたシート状成形体 |
| JP2007197713A (ja) * | 2005-12-29 | 2007-08-09 | Achilles Corp | アクリル系樹脂組成物及びそれを用いたシート状成形体 |
| JP2007262348A (ja) * | 2006-03-30 | 2007-10-11 | Achilles Corp | ペースト状のアクリル系グリース |
| WO2009006168A1 (en) * | 2007-06-29 | 2009-01-08 | 3M Innovative Properties Company | Flame-resistant acrylic resin composition and pressure-sensitive adhesive sheet using same |
| JP2009149831A (ja) * | 2007-11-26 | 2009-07-09 | Hitachi Chem Co Ltd | 熱伝導シート、その製造方法及び熱伝導シートを用いた放熱装置 |
| JP2009197109A (ja) * | 2008-02-20 | 2009-09-03 | Nippon Zeon Co Ltd | アクリル樹脂組成物、該アクリル樹脂組成物からなる熱伝導性感圧接着性シート、該熱伝導性感圧接着性シートの製造方法、及び基材と該熱伝導性感圧接着性シートとからなる複合体 |
| JP2010132856A (ja) * | 2008-10-28 | 2010-06-17 | Hitachi Chem Co Ltd | 熱伝導シート、熱伝導シートの製造方法及び熱伝導シートを用いた放熱装置 |
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| JP2001182188A (ja) * | 1999-12-24 | 2001-07-03 | Sekisui Chem Co Ltd | 耐火性部材 |
| JP2002180021A (ja) * | 2000-12-19 | 2002-06-26 | Hitachi Chem Co Ltd | 接着剤組成物、これを用いた接着フィルム、半導体チップ搭載用基板及びこれを用いた半導体装置 |
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| JP2007039602A (ja) * | 2005-08-05 | 2007-02-15 | Achilles Corp | アクリル系樹脂組成物及びそれを用いたシート状成形体 |
| JP2007197713A (ja) * | 2005-12-29 | 2007-08-09 | Achilles Corp | アクリル系樹脂組成物及びそれを用いたシート状成形体 |
| JP2007262348A (ja) * | 2006-03-30 | 2007-10-11 | Achilles Corp | ペースト状のアクリル系グリース |
| WO2009006168A1 (en) * | 2007-06-29 | 2009-01-08 | 3M Innovative Properties Company | Flame-resistant acrylic resin composition and pressure-sensitive adhesive sheet using same |
| JP2009007535A (ja) * | 2007-06-29 | 2009-01-15 | Three M Innovative Properties Co | 難燃性アクリル系樹脂組成物、及びそれを用いた感圧接着シート |
| JP2009149831A (ja) * | 2007-11-26 | 2009-07-09 | Hitachi Chem Co Ltd | 熱伝導シート、その製造方法及び熱伝導シートを用いた放熱装置 |
| JP2009197109A (ja) * | 2008-02-20 | 2009-09-03 | Nippon Zeon Co Ltd | アクリル樹脂組成物、該アクリル樹脂組成物からなる熱伝導性感圧接着性シート、該熱伝導性感圧接着性シートの製造方法、及び基材と該熱伝導性感圧接着性シートとからなる複合体 |
| JP2010132856A (ja) * | 2008-10-28 | 2010-06-17 | Hitachi Chem Co Ltd | 熱伝導シート、熱伝導シートの製造方法及び熱伝導シートを用いた放熱装置 |
| JP2011184663A (ja) * | 2010-03-11 | 2011-09-22 | Hitachi Chem Co Ltd | 熱伝導シート、その製造方法及びこれを用いた放熱装置 |
| CN102260413A (zh) * | 2010-05-28 | 2011-11-30 | 合复新材料科技(无锡)有限公司 | 一种高阻燃高导热复合材料组份及其制造方法 |
| CN102260413B (zh) * | 2010-05-28 | 2015-04-22 | 上海合复新材料科技有限公司 | 一种高阻燃高导热复合材料组份及其制造方法 |
| JP2017226824A (ja) * | 2016-06-16 | 2017-12-28 | 信越化学工業株式会社 | エポキシ樹脂組成物 |
| CN107523014A (zh) * | 2016-06-16 | 2017-12-29 | 信越化学工业株式会社 | 环氧树脂组合物 |
| JP2018070879A (ja) * | 2016-10-24 | 2018-05-10 | 積水化学工業株式会社 | 熱膨張性耐火性シート |
| JP7088657B2 (ja) | 2016-10-24 | 2022-06-21 | 積水化学工業株式会社 | 熱膨張性耐火性シート |
| WO2019117064A1 (ja) * | 2017-12-12 | 2019-06-20 | 積水化学工業株式会社 | 熱伝導シート |
| JPWO2019117064A1 (ja) * | 2017-12-12 | 2020-10-22 | 積水化学工業株式会社 | 熱伝導シート |
| JP7107530B2 (ja) | 2017-12-12 | 2022-07-27 | 積水化学工業株式会社 | 熱伝導シート |
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