JP7338628B2 - エポキシ樹脂、エポキシ樹脂組成物及びその硬化物 - Google Patents
エポキシ樹脂、エポキシ樹脂組成物及びその硬化物 Download PDFInfo
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- JP7338628B2 JP7338628B2 JP2020540113A JP2020540113A JP7338628B2 JP 7338628 B2 JP7338628 B2 JP 7338628B2 JP 2020540113 A JP2020540113 A JP 2020540113A JP 2020540113 A JP2020540113 A JP 2020540113A JP 7338628 B2 JP7338628 B2 JP 7338628B2
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- Prior art keywords
- epoxy resin
- alcohol
- resin
- aromatic hydrocarbon
- formaldehyde resin
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- 229920000647 polyepoxide Polymers 0.000 title claims description 114
- 239000000203 mixture Substances 0.000 title claims description 21
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 148
- 229920005989 resin Polymers 0.000 claims description 73
- 239000011347 resin Substances 0.000 claims description 73
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 45
- 239000003795 chemical substances by application Substances 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- 239000004593 Epoxy Substances 0.000 claims description 9
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
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- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 48
- 230000001070 adhesive effect Effects 0.000 description 29
- 238000001723 curing Methods 0.000 description 28
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- 238000000034 method Methods 0.000 description 15
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- 238000006243 chemical reaction Methods 0.000 description 10
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- 229920001187 thermosetting polymer Polymers 0.000 description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
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- 150000008044 alkali metal hydroxides Chemical class 0.000 description 6
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- 229920005992 thermoplastic resin Polymers 0.000 description 5
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 4
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- 238000004458 analytical method Methods 0.000 description 3
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- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical group C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
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- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
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- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- FZZQNEVOYIYFPF-UHFFFAOYSA-N naphthalene-1,6-diol Chemical compound OC1=CC=CC2=CC(O)=CC=C21 FZZQNEVOYIYFPF-UHFFFAOYSA-N 0.000 description 1
- MNZMMCVIXORAQL-UHFFFAOYSA-N naphthalene-2,6-diol Chemical compound C1=C(O)C=CC2=CC(O)=CC=C21 MNZMMCVIXORAQL-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000010680 novolac-type phenolic resin Substances 0.000 description 1
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000013034 phenoxy resin Substances 0.000 description 1
- 229920006287 phenoxy resin Polymers 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000001846 repelling effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
Classifications
-
- 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
- C08G59/20—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 epoxy compounds used
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2018158355 | 2018-08-27 | ||
| JP2018158355 | 2018-08-27 | ||
| PCT/JP2019/026594 WO2020044787A1 (ja) | 2018-08-27 | 2019-07-04 | エポキシ樹脂、エポキシ樹脂組成物及びその硬化物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPWO2020044787A1 JPWO2020044787A1 (ja) | 2021-08-10 |
| JP7338628B2 true JP7338628B2 (ja) | 2023-09-05 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2020540113A Active JP7338628B2 (ja) | 2018-08-27 | 2019-07-04 | エポキシ樹脂、エポキシ樹脂組成物及びその硬化物 |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP7338628B2 (zh) |
| CN (1) | CN112135854B (zh) |
| TW (1) | TWI819023B (zh) |
| WO (1) | WO2020044787A1 (zh) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000136229A (ja) | 1998-11-04 | 2000-05-16 | Nippon Kayaku Co Ltd | エポキシ樹脂、エポキシ樹脂組成物及びその硬化物 |
| JP2000302838A (ja) | 1999-04-20 | 2000-10-31 | Nippon Shokubai Co Ltd | ノボラック型エポキシ樹脂およびその樹脂組成物 |
| JP2008266594A (ja) | 2007-03-26 | 2008-11-06 | Sumitomo Chemical Co Ltd | エポキシ樹脂組成物 |
| JP2017082034A (ja) | 2015-10-23 | 2017-05-18 | 日本パーカライジング株式会社 | カチオン電着塗料組成物 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04224815A (ja) * | 1990-12-26 | 1992-08-14 | Mitsubishi Gas Chem Co Inc | ポリオール型芳香族炭化水素ホルムアルデヒド樹脂 |
| JPH04366124A (ja) * | 1991-06-12 | 1992-12-18 | Kansai Paint Co Ltd | エポキシ樹脂組成物 |
| JP3995634B2 (ja) * | 2003-06-05 | 2007-10-24 | 日華化学株式会社 | 水性ポリウレタン樹脂組成物及び該組成物を含有する接着剤 |
| EP1785441B1 (en) * | 2004-09-01 | 2011-06-08 | DIC Corporation | Epoxy resin composition, products of curing thereof, material for the encapsulation of semiconductors, novel phenol resin, novel epoxy resin, process for production of novel phenol resin and process for production of novel epoxy resin |
| JP2013108011A (ja) * | 2011-11-22 | 2013-06-06 | Mitsubishi Chemicals Corp | エポキシ樹脂溶液、エポキシ樹脂組成物、硬化物及び接着剤 |
| JP6474049B2 (ja) * | 2013-06-18 | 2019-02-27 | 三菱瓦斯化学株式会社 | 芳香族炭化水素ホルムアルデヒド樹脂、変性芳香族炭化水素ホルムアルデヒド樹脂及びエポキシ樹脂、並びにそれらの製造方法 |
-
2019
- 2019-07-04 WO PCT/JP2019/026594 patent/WO2020044787A1/ja active Application Filing
- 2019-07-04 JP JP2020540113A patent/JP7338628B2/ja active Active
- 2019-07-04 CN CN201980033135.9A patent/CN112135854B/zh active Active
- 2019-07-08 TW TW108123896A patent/TWI819023B/zh active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000136229A (ja) | 1998-11-04 | 2000-05-16 | Nippon Kayaku Co Ltd | エポキシ樹脂、エポキシ樹脂組成物及びその硬化物 |
| JP2000302838A (ja) | 1999-04-20 | 2000-10-31 | Nippon Shokubai Co Ltd | ノボラック型エポキシ樹脂およびその樹脂組成物 |
| JP2008266594A (ja) | 2007-03-26 | 2008-11-06 | Sumitomo Chemical Co Ltd | エポキシ樹脂組成物 |
| JP2017082034A (ja) | 2015-10-23 | 2017-05-18 | 日本パーカライジング株式会社 | カチオン電着塗料組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN112135854A (zh) | 2020-12-25 |
| JPWO2020044787A1 (ja) | 2021-08-10 |
| TWI819023B (zh) | 2023-10-21 |
| WO2020044787A1 (ja) | 2020-03-05 |
| TW202020001A (zh) | 2020-06-01 |
| CN112135854B (zh) | 2023-08-25 |
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