JPS591533A - 熱硬化性樹脂の製造法 - Google Patents
熱硬化性樹脂の製造法Info
- Publication number
- JPS591533A JPS591533A JP11233482A JP11233482A JPS591533A JP S591533 A JPS591533 A JP S591533A JP 11233482 A JP11233482 A JP 11233482A JP 11233482 A JP11233482 A JP 11233482A JP S591533 A JPS591533 A JP S591533A
- Authority
- JP
- Japan
- Prior art keywords
- bis
- oxazoline
- acid
- compound
- thermosetting resin
- 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.)
- Granted
Links
- 229920005989 resin Polymers 0.000 title claims abstract description 11
- 239000011347 resin Substances 0.000 title claims abstract description 11
- 229920001187 thermosetting polymer Polymers 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 15
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000008301 phosphite esters Chemical class 0.000 claims abstract description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 37
- 239000002253 acid Substances 0.000 abstract description 11
- 239000003054 catalyst Substances 0.000 abstract description 8
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 abstract description 6
- 238000010438 heat treatment Methods 0.000 abstract description 4
- 238000000465 moulding Methods 0.000 abstract description 3
- 238000005299 abrasion Methods 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- 239000004570 mortar (masonry) Substances 0.000 description 6
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000001361 adipic acid Substances 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- -1 Aliphatic dicarboxylic acids Chemical class 0.000 description 3
- 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 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000003368 amide group Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 2
- MLRVZFYXUZQSRU-UHFFFAOYSA-N 1-chlorohexane Chemical compound CCCCCCCl MLRVZFYXUZQSRU-UHFFFAOYSA-N 0.000 description 1
- YJGUVTBNQCVSQB-UHFFFAOYSA-N 2,2-diphenylpropanedioic acid Chemical compound C=1C=CC=CC=1C(C(O)=O)(C(=O)O)C1=CC=CC=C1 YJGUVTBNQCVSQB-UHFFFAOYSA-N 0.000 description 1
- 150000000376 2-oxazolines Chemical class 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 206010026749 Mania Diseases 0.000 description 1
- QYFJGARGTVLRDI-UHFFFAOYSA-N OP(O)OP(O)O.CC(COC(C)CO)O Chemical compound OP(O)OP(O)O.CC(COC(C)CO)O QYFJGARGTVLRDI-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- WRDHQRFUYLOXBO-UHFFFAOYSA-N [3-dihydroxyphosphanyloxy-2,2-bis(dihydroxyphosphanyloxymethyl)propyl] dihydrogen phosphite Chemical compound OP(O)OCC(COP(O)O)(COP(O)O)COP(O)O WRDHQRFUYLOXBO-UHFFFAOYSA-N 0.000 description 1
- VMNKHSPZIGIPLL-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dihydrogen phosphite Chemical compound OCC(CO)(CO)COP(O)O VMNKHSPZIGIPLL-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- AQLMHYSWFMLWBS-UHFFFAOYSA-N arsenite(1-) Chemical compound O[As](O)[O-] AQLMHYSWFMLWBS-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- KUMNEOGIHFCNQW-UHFFFAOYSA-N diphenyl phosphite Chemical compound C=1C=CC=CC=1OP([O-])OC1=CC=CC=C1 KUMNEOGIHFCNQW-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000000615 nonconductor Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 125000003156 secondary amide group Chemical group 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 125000003142 tertiary amide group Chemical group 0.000 description 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polyamides (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Polyesters Or Polycarbonates (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11233482A JPS591533A (ja) | 1982-06-28 | 1982-06-28 | 熱硬化性樹脂の製造法 |
| US06/504,781 US4474942A (en) | 1982-06-28 | 1983-06-16 | Cross-linked polyesteramide from bis(2-oxazoline) |
| EP83106215A EP0097937B1 (en) | 1982-06-28 | 1983-06-25 | Cross-linked polyesteramides and production thereof |
| DE8383106215T DE3361216D1 (en) | 1982-06-28 | 1983-06-25 | Cross-linked polyesteramides and production thereof |
| CA000431244A CA1192346A (en) | 1982-06-28 | 1983-06-27 | Cross-linked polyesteramides and production thereof |
| KR1019830002913A KR920002620B1 (ko) | 1982-06-28 | 1983-06-28 | 열경화성 수지의 제조방법 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11233482A JPS591533A (ja) | 1982-06-28 | 1982-06-28 | 熱硬化性樹脂の製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS591533A true JPS591533A (ja) | 1984-01-06 |
| JPH03413B2 JPH03413B2 (enrdf_load_stackoverflow) | 1991-01-08 |
Family
ID=14584076
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11233482A Granted JPS591533A (ja) | 1982-06-28 | 1982-06-28 | 熱硬化性樹脂の製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS591533A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5968330A (ja) * | 1982-10-12 | 1984-04-18 | Takeda Chem Ind Ltd | 架橋アミド重合体の製造法 |
| JPH0236231A (ja) * | 1989-03-31 | 1990-02-06 | Takeda Chem Ind Ltd | 樹脂の製造法 |
| JPH02145230A (ja) * | 1988-11-24 | 1990-06-04 | Mitsubishi Automob Eng Co Ltd | ベアリングキャップの自動組付け装置 |
| US5236112A (en) * | 1991-07-31 | 1993-08-17 | Mont-Bell Co., Ltd. | Back bag |
| JP2007091598A (ja) * | 2005-09-27 | 2007-04-12 | Sumitomo Bakelite Co Ltd | 多価カルボン酸とビスオキサゾリンの反応物、及びその製造方法 |
-
1982
- 1982-06-28 JP JP11233482A patent/JPS591533A/ja active Granted
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5968330A (ja) * | 1982-10-12 | 1984-04-18 | Takeda Chem Ind Ltd | 架橋アミド重合体の製造法 |
| JPH02145230A (ja) * | 1988-11-24 | 1990-06-04 | Mitsubishi Automob Eng Co Ltd | ベアリングキャップの自動組付け装置 |
| JPH0236231A (ja) * | 1989-03-31 | 1990-02-06 | Takeda Chem Ind Ltd | 樹脂の製造法 |
| US5236112A (en) * | 1991-07-31 | 1993-08-17 | Mont-Bell Co., Ltd. | Back bag |
| JP2007091598A (ja) * | 2005-09-27 | 2007-04-12 | Sumitomo Bakelite Co Ltd | 多価カルボン酸とビスオキサゾリンの反応物、及びその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03413B2 (enrdf_load_stackoverflow) | 1991-01-08 |
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