JP4242771B2 - 耐熱性エポキシ接着剤フィルム - Google Patents
耐熱性エポキシ接着剤フィルム Download PDFInfo
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- JP4242771B2 JP4242771B2 JP2003542292A JP2003542292A JP4242771B2 JP 4242771 B2 JP4242771 B2 JP 4242771B2 JP 2003542292 A JP2003542292 A JP 2003542292A JP 2003542292 A JP2003542292 A JP 2003542292A JP 4242771 B2 JP4242771 B2 JP 4242771B2
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- resin
- weight
- polyepoxide
- alicyclic
- polyepoxide resin
- Prior art date
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- 239000002313 adhesive film Substances 0.000 title description 16
- 229920006332 epoxy adhesive Polymers 0.000 title 1
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 82
- 229920005989 resin Polymers 0.000 claims abstract description 61
- 239000011347 resin Substances 0.000 claims abstract description 61
- 239000000853 adhesive Substances 0.000 claims abstract description 36
- 230000001070 adhesive effect Effects 0.000 claims abstract description 36
- 125000003118 aryl group Chemical group 0.000 claims abstract description 27
- YRKVLGUIGNRYJX-UHFFFAOYSA-N 4-[9-(4-amino-3-methylphenyl)fluoren-9-yl]-2-methylaniline Chemical compound C1=C(N)C(C)=CC(C2(C3=CC=CC=C3C3=CC=CC=C32)C=2C=C(C)C(N)=CC=2)=C1 YRKVLGUIGNRYJX-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 56
- 125000002723 alicyclic group Chemical group 0.000 claims description 27
- 239000012745 toughening agent Substances 0.000 claims description 14
- 239000003822 epoxy resin Substances 0.000 description 19
- -1 norabornane Chemical compound 0.000 description 14
- 150000002118 epoxides Chemical group 0.000 description 13
- 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 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 229920001971 elastomer Polymers 0.000 description 9
- 239000011521 glass Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 125000003700 epoxy group Chemical group 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 239000005060 rubber Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
- 229940106691 bisphenol a Drugs 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 3
- 238000007667 floating Methods 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 239000008399 tap water Substances 0.000 description 3
- 235000020679 tap water Nutrition 0.000 description 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- CYSPWCARDHRYJX-UHFFFAOYSA-N 9h-fluoren-1-amine Chemical compound C12=CC=CC=C2CC2=C1C=CC=C2N CYSPWCARDHRYJX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000005530 etching Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005065 mining Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 1
- QDMXRSFKPPVBDW-UHFFFAOYSA-N 2-[9-(2-aminophenyl)fluoren-9-yl]aniline Chemical compound NC1=CC=CC=C1C1(C=2C(=CC=CC=2)N)C2=CC=CC=C2C2=CC=CC=C21 QDMXRSFKPPVBDW-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JHWIEAWILPSRMU-UHFFFAOYSA-N 2-methyl-3-pyrimidin-4-ylpropanoic acid Chemical compound OC(=O)C(C)CC1=CC=NC=N1 JHWIEAWILPSRMU-UHFFFAOYSA-N 0.000 description 1
- 229910000547 2024-T3 aluminium alloy Inorganic materials 0.000 description 1
- CIZUMWWHWPJAAK-UHFFFAOYSA-N 4-[9-(4-amino-3-chlorophenyl)fluoren-9-yl]-2-chloroaniline Chemical compound C1=C(Cl)C(N)=CC=C1C1(C=2C=C(Cl)C(N)=CC=2)C2=CC=CC=C2C2=CC=CC=C21 CIZUMWWHWPJAAK-UHFFFAOYSA-N 0.000 description 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 1
- IZSHZLKNFQAAKX-UHFFFAOYSA-N 5-cyclopenta-2,4-dien-1-ylcyclopenta-1,3-diene Chemical group C1=CC=CC1C1C=CC=C1 IZSHZLKNFQAAKX-UHFFFAOYSA-N 0.000 description 1
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 description 1
- IXCOKTMGCRJMDR-UHFFFAOYSA-N 9h-fluorene;phenol Chemical compound OC1=CC=CC=C1.OC1=CC=CC=C1.C1=CC=C2CC3=CC=CC=C3C2=C1 IXCOKTMGCRJMDR-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 241000157426 Pernis Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 1
- ZXOATMQSUNJNNG-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,3-dicarboxylate Chemical compound C=1C=CC(C(=O)OCC2OC2)=CC=1C(=O)OCC1CO1 ZXOATMQSUNJNNG-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010073 coating (rubber) Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 239000013527 degreasing agent Substances 0.000 description 1
- 238000005237 degreasing agent Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 150000002220 fluorenes Chemical class 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000012784 inorganic fiber Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- OHQOKJPHNPUMLN-UHFFFAOYSA-N n,n'-diphenylmethanediamine Chemical class C=1C=CC=CC=1NCNC1=CC=CC=C1 OHQOKJPHNPUMLN-UHFFFAOYSA-N 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Epoxy Resins (AREA)
- Adhesive Tapes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Description
重なり剪断試験(overlap shear strength)
本発明の接着剤フィルムを用いて2枚のアルミニウム基板を合わせて接着し、結果として得られた構造体の剪断強さを測定することによって接着剤フィルムの剪断強さを求めた。より具体的には、ASTM D−1002(以下のように変更)に従い重なり剪断強さの測定を実施した。長さ7インチ×幅4インチ×厚み0.063インチ(178mm×102mm×1.60mm)の未処理の2024−T3アルミニウム板を被着体とした。
「重なり剪断試験」において上述したように試験用の2024−T3未処理アルミニウム板を前処理した。長さ8インチ×幅3インチ×厚み0.063インチ(20.3×7.6×0.16cm)、および長さ10インチ×幅3インチ×厚み0.025インチ(25.4×7.6×0.064cm)の寸法のものとした。下塗りした板を合わせて、重なり剪断試料に用いたものと同じ接着剤フィルムおよび硬化工程を用いて接着した後、ASTM D−3167−76(以下のように変更)に従い浮動ローラー剥離強さを評価した。接着されたアルミニウム板の長手方向に沿って幅0.5インチ(12.7cm)の寸法の試験片を切り出した。引張試験機の速度を12インチ/分(30.5cm/分)として操作し、薄い方の基板を厚い方から剥離した。その結果を1インチ幅に標準化した。
CAF:アミン水素当量の理論値が103.3g/当量である9,9−ビス(3−クロロ−4−アミノフェニル)フルオレン
DER332:ミシガン州ミッドランドのダウ・ケミカル・カンパニーより入手可能な、エポキシ基当量が172〜176である液状のビスフェノールA型エポキシ樹脂
エポン(商標)SU−8:テキサス州ヒューストンのレゾリューション・パフォーマンス・プロダクツより入手可能な、エポキシド基官能価の平均値が約8である、固形の高分子量芳香族エポキシ樹脂
タクティクスXP−71756:ニューヨーク州ブリュースターのバンティコ・インコーポレーテッドより入手可能なジシクロペンタジエニル系のエポキシ樹脂
UVR6105:コネチカット州ダンベリーのユニオン・カーバイド(Union Carbide,Danbury,CT)より入手した、エポキシ基当量が130〜135の3,4−エポキシシクロヘキシルメチル−3,4−エポキシシクロヘキシルカルボキシレート
DICY:ペンシルバニア州アレンタウンのエアー・プロダクツ・アンド・ケミカルズ・インコーポレーテッド(Air Products and Chemicals,Incorporated,Allentown,PA)よりアミキュア(Amicure)(商標)CG−1200として入手可能なジシアンジアミド
o−TBAF:アミン水素当量の理論値が94.5g/当量である、9,9−ビス(3−メチル−4−アミノフェニル)フルオレン
ゴム強靭化剤:数平均分子量が7500である、ジ第一アミン末端封止ポリ(テトラメチレンオキシド)
アルミナ:ニュージャージー州ユニオンのアルカン・メタル・パウダーズ(Alcan Metal Powders,Union,NJ)よりMD−201として入手可能なアルミナ微粉末
タクティクス(商標)XP−71756およびSU−8ポリエポキシド樹脂を1ガロン(3.8L)の混合混練機に仕込んだ。ポリエポキシド樹脂混合物を混合しながら蒸気ジャケットを用いて300°F(149℃)に加熱した。比較例1〜4ならびに実施例4および5においては、この後にDER(商標)332ポリエポキシド樹脂を撹拌しながら加えた。ポリエポキシド樹脂の混合および300°F(149℃)での加熱を継続しながら、次いで、160°F(71℃)に予熱したゴム強靭化剤をポリエポキシド混合物中に約15分間かけて除々に加えた。ポリエポキシド樹脂/ゴム強靭化剤ブレンド物を300°F(149℃)で2時間混合した後、水冷ジャケットを用いて250°F(121℃)に冷却した。DER(商標)332ポリエポキシド樹脂をまだ添加していないものについては、混合を継続しながらこの時点で添加した。さらに約140°F〜160°F(60℃〜71℃)の間に冷却した後、これを混合しながらフルオレンアミン硬化剤を一度に加え、次いでジシアンジアミドを同様にして加えた。最後に、フィラーを用いた実施例においては、硬化剤と同様の方法で添加を行った。全成分が十分に混ざり合った後、混合を約140°F〜160°F(60℃〜71℃)の温度で10分間継続した。
上の「樹脂組成物の調製」手順で加熱された後の組成物を、厚さ0.005インチ(0.13mm)のライナー紙(片面にシリコーン被覆および反対側の面にポリエチレン被覆を有する)上に、この剥離ライナーの厚みよりも0.007インチ(0.18mm)広く間隙を設定したナイフオーバーベッドコーティングステーション(knife−over−bed coating station)を用いてベッドおよびナイフの温度を160°F(71℃)として塗工を行った。ライナーのシリコーン処理された面に接着剤組成物を塗工することによって、ライナーで支持された接着剤フィルムを得た。この接着剤が塗工されたライナーをそれ自身の上に巻き重ね、室温(約70°F(21℃))下に24時間静置した後、次に使用するときまで−20°F(−29℃)で保管した。
ライナーで支持された接着剤フィルム試料を室温下で平衡化させてから使用に供した。ガラススクリムのそれぞれの面に、幅約11.5インチ(29.2cm)、長さ約36インチ(91.4cm)の寸法のライナーで支持された接着剤フィルムを1片づつ載置した。使用したガラススクリムは以下の表1および3に示す、1)ニューヨーク州ホワイトプレーンズのクラーク−シュワベル・ファイバーグラス・コーポレーション(Clark−Schwebel Fiberglass Corp.,White Plains,NY)より入手可能な、アミノシランで処理された1299型ガラス織布であるCS207、または2)サウスカロライナ州スレーターのジェー・ピー・スティーブンス・アンド・カンパニー・インコーポレーテッド(J.P.Stevens and Co.Inc.,Slater,SC)より入手可能な、エポキシシラン処理剤であるS−920仕上剤で仕上げされた108Eガラス織布のいずれかとした。この積重体を、ゴム被覆を有する加熱した2本のニップローラ間の圧力を約40ポンド、加熱温度を約140°F〜160°F(60℃〜71℃)として通過させることによって、ガラススクリムに支持された接着剤フィルム(両面に剥離ライナーを有し、ガラススクリムが中に埋め込まれた接着剤フィルムとも表される)とした。
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US10/005,556 US6624213B2 (en) | 2001-11-08 | 2001-11-08 | High temperature epoxy adhesive films |
PCT/US2002/030155 WO2003040251A1 (en) | 2001-11-08 | 2002-09-23 | High temperature epoxy adhesive films |
Publications (3)
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JP2005508436A JP2005508436A (ja) | 2005-03-31 |
JP2005508436A5 JP2005508436A5 (ja) | 2006-01-05 |
JP4242771B2 true JP4242771B2 (ja) | 2009-03-25 |
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JP2003542292A Expired - Fee Related JP4242771B2 (ja) | 2001-11-08 | 2002-09-23 | 耐熱性エポキシ接着剤フィルム |
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US (1) | US6624213B2 (ja) |
EP (1) | EP1442090B1 (ja) |
JP (1) | JP4242771B2 (ja) |
CN (1) | CN1256396C (ja) |
AT (1) | ATE437932T1 (ja) |
BR (1) | BR0213751B1 (ja) |
CA (1) | CA2462454C (ja) |
DE (1) | DE60233153D1 (ja) |
ES (1) | ES2330926T3 (ja) |
WO (1) | WO2003040251A1 (ja) |
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-
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- 2001-11-08 US US10/005,556 patent/US6624213B2/en not_active Expired - Lifetime
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2002
- 2002-09-23 WO PCT/US2002/030155 patent/WO2003040251A1/en active Application Filing
- 2002-09-23 CN CN02822191.5A patent/CN1256396C/zh not_active Expired - Fee Related
- 2002-09-23 ES ES02778311T patent/ES2330926T3/es not_active Expired - Lifetime
- 2002-09-23 DE DE60233153T patent/DE60233153D1/de not_active Expired - Lifetime
- 2002-09-23 JP JP2003542292A patent/JP4242771B2/ja not_active Expired - Fee Related
- 2002-09-23 EP EP02778311A patent/EP1442090B1/en not_active Expired - Lifetime
- 2002-09-23 BR BRPI0213751-8A patent/BR0213751B1/pt not_active IP Right Cessation
- 2002-09-23 CA CA002462454A patent/CA2462454C/en not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
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WO2003040251A1 (en) | 2003-05-15 |
CA2462454C (en) | 2009-11-24 |
ATE437932T1 (de) | 2009-08-15 |
JP2005508436A (ja) | 2005-03-31 |
US20030125423A1 (en) | 2003-07-03 |
BR0213751B1 (pt) | 2012-09-04 |
BR0213751A (pt) | 2004-10-19 |
CN1256396C (zh) | 2006-05-17 |
EP1442090B1 (en) | 2009-07-29 |
CA2462454A1 (en) | 2003-05-15 |
US6624213B2 (en) | 2003-09-23 |
DE60233153D1 (de) | 2009-09-10 |
ES2330926T3 (es) | 2009-12-17 |
CN1582320A (zh) | 2005-02-16 |
EP1442090A1 (en) | 2004-08-04 |
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