JPS62522A - 芳香族樹脂の製造方法 - Google Patents

芳香族樹脂の製造方法

Info

Publication number: JPS62522A
Authority: JP; Japan
Prior art keywords: crosslinking agent; raw material; molecular weight; weight; mixture
Prior art date: 1985-02-18
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

Application number

JP3332786A

Other languages

English (en)

Japanese (ja)

Other versions

JPH0579094B2 (2

Inventor

Sugiro Otani

大谷　杉郎

Yoichiro Nagai

永井　洋一郎

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Individual

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1985-02-18

Filing date

1986-02-18

Publication date

1987-01-06

1986-02-18 Application filed by Individual filed Critical Individual

1987-01-06 Publication of JPS62522A publication Critical patent/JPS62522A/ja

1993-01-22 Priority to JP5027246A priority Critical patent/JPH072831B2/ja

1993-11-01 Publication of JPH0579094B2 publication Critical patent/JPH0579094B2/ja

Status Granted legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 55
229920005989 resin Polymers 0.000 title claims abstract description 55
239000011347 resin Substances 0.000 title claims abstract description 55
229920001187 thermosetting polymer Polymers 0.000 title claims abstract description 25
125000003118 aryl group Chemical group 0.000 title claims abstract description 13
238000004519 manufacturing process Methods 0.000 title claims description 10
239000003431 cross linking reagent Substances 0.000 claims abstract description 68
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims abstract description 53
150000001491 aromatic compounds Chemical class 0.000 claims abstract description 31
125000004970 halomethyl group Chemical group 0.000 claims abstract description 21
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract description 21
239000003377 acid catalyst Substances 0.000 claims abstract description 11
239000000126 substance Substances 0.000 claims abstract description 8
239000000047 product Substances 0.000 claims description 56
239000002994 raw material Substances 0.000 claims description 50
238000010438 heat treatment Methods 0.000 claims description 31
238000000034 method Methods 0.000 claims description 21
239000007795 chemical reaction product Substances 0.000 claims description 16
238000006482 condensation reaction Methods 0.000 claims description 16
238000011417 postcuring Methods 0.000 claims description 8
XMUZQOKACOLCSS-UHFFFAOYSA-N [2-(hydroxymethyl)phenyl]methanol Chemical group OCC1=CC=CC=C1CO XMUZQOKACOLCSS-UHFFFAOYSA-N 0.000 claims description 2
238000009833 condensation Methods 0.000 claims 1
230000005494 condensation Effects 0.000 claims 1
239000000463 material Substances 0.000 abstract description 5
238000002156 mixing Methods 0.000 abstract description 3
125000000217 alkyl group Chemical group 0.000 abstract description 2
239000007859 condensation product Substances 0.000 abstract 2
239000007858 starting material Substances 0.000 abstract 2
238000006243 chemical reaction Methods 0.000 description 47
238000001723 curing Methods 0.000 description 17
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
-1 hydroxymethyl aromatic compound Chemical class 0.000 description 12
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
239000003054 catalyst Substances 0.000 description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
239000003921 oil Substances 0.000 description 8
239000002904 solvent Substances 0.000 description 8
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
238000000465 moulding Methods 0.000 description 6
230000009257 reactivity Effects 0.000 description 6
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 6
238000004132 cross linking Methods 0.000 description 5
239000002243 precursor Substances 0.000 description 5
230000004580 weight loss Effects 0.000 description 5
229920000049 Carbon (fiber) Polymers 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
239000002841 Lewis acid Substances 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 4
CWRYPZZKDGJXCA-UHFFFAOYSA-N acenaphthene Chemical compound C1=CC(CC2)=C3C2=CC=CC3=C1 CWRYPZZKDGJXCA-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
239000011230 binding agent Substances 0.000 description 4
239000004917 carbon fiber Substances 0.000 description 4
150000007517 lewis acids Chemical class 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
229920006272 aromatic hydrocarbon resin Polymers 0.000 description 3
239000000805 composite resin Substances 0.000 description 3
230000007423 decrease Effects 0.000 description 3
239000011888 foil Substances 0.000 description 3
229920006015 heat resistant resin Polymers 0.000 description 3
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
125000001624 naphthyl group Chemical group 0.000 description 3
239000000843 powder Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
239000007787 solid Substances 0.000 description 3
238000002411 thermogravimetry Methods 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
239000004971 Cross linker Substances 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
HXGDTGSAIMULJN-UHFFFAOYSA-N acetnaphthylene Natural products C1=CC(C=C2)=C3C2=CC=CC3=C1 HXGDTGSAIMULJN-UHFFFAOYSA-N 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
229910052782 aluminium Inorganic materials 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
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
239000012298 atmosphere Substances 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
230000008859 change Effects 0.000 description 2
239000011280 coal tar Substances 0.000 description 2
239000002131 composite material Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000003365 glass fiber Substances 0.000 description 2
239000012433 hydrogen halide Substances 0.000 description 2
229910000039 hydrogen halide Inorganic materials 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
230000007246 mechanism Effects 0.000 description 2
239000000615 nonconductor Substances 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 2
BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
238000011160 research Methods 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
229910015900 BF3 Inorganic materials 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
HETNNUSMWLIANA-UHFFFAOYSA-N [1-(hydroxymethyl)naphthalen-2-yl]methanol Chemical compound C1=CC=CC2=C(CO)C(CO)=CC=C21 HETNNUSMWLIANA-UHFFFAOYSA-N 0.000 description 1
DQJJXEZXOYPSNJ-UHFFFAOYSA-N [2,3-bis(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=CC(CO)=C1CO DQJJXEZXOYPSNJ-UHFFFAOYSA-N 0.000 description 1
CKYOUYSBIZYHNU-UHFFFAOYSA-N [2-(hydroxymethyl)-3,4-dimethylphenyl]methanol Chemical group CC1=CC=C(CO)C(CO)=C1C CKYOUYSBIZYHNU-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000002585 base Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
239000007833 carbon precursor Substances 0.000 description 1
239000003575 carbonaceous material Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
239000007809 chemical reaction catalyst Substances 0.000 description 1
239000003245 coal Substances 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
238000013461 design Methods 0.000 description 1
239000000539 dimer Substances 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000002657 fibrous material Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
238000013007 heat curing Methods 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
239000011810 insulating material Substances 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000012778 molding material Substances 0.000 description 1
239000004570 mortar (masonry) Substances 0.000 description 1
239000011368 organic material Substances 0.000 description 1
239000003973 paint Substances 0.000 description 1
235000011837 pasties Nutrition 0.000 description 1
229920003192 poly(bis maleimide) Polymers 0.000 description 1
125000003367 polycyclic group Chemical group 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
229920002379 silicone rubber Polymers 0.000 description 1
239000004945 silicone rubber Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
238000012360 testing method Methods 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)

JP3332786A 1985-02-18 1986-02-18 芳香族樹脂の製造方法 Granted JPS62522A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP5027246A JPH072831B2 (ja)	1986-02-18	1993-01-22	熱硬化性組成物

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
JP3005585		1985-02-18
JP60-30056		1985-02-18
JP60-30055		1985-02-18

Related Child Applications (1)

Application Number	Title	Priority Date	Filing Date
JP5027246A Division JPH072831B2 (ja)	1986-02-18	1993-01-22	熱硬化性組成物

Publications (2)

Publication Number	Publication Date
JPS62522A true JPS62522A (ja)	1987-01-06
JPH0579094B2 JPH0579094B2 (2)	1993-11-01

Family

ID=12293137

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
JP3332786A Granted JPS62522A (ja)	1985-02-18	1986-02-18	芳香族樹脂の製造方法
JP3332686A Granted JPS62521A (ja)	1985-02-18	1986-02-18	縮合多環多核芳香族樹脂の製造方法及びその製造に用いる熱硬化性組成物

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
JP3332686A Granted JPS62521A (ja)	1985-02-18	1986-02-18	縮合多環多核芳香族樹脂の製造方法及びその製造に用いる熱硬化性組成物

Country Status (1)

Country	Link
JP (2)	JPS62522A (2)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS62127350A (ja) *	1985-11-28	1987-06-09	Ibiden Co Ltd	熱硬化性樹脂をマトリツクスとする複合材料及びその製造方法
JPH01124628A (ja) *	1987-11-10	1989-05-17	Sugiro Otani	縮合多環多核芳香族繊維の製造方法
JPH03100704A (ja) *	1989-09-13	1991-04-25	Yokogawa Electric Corp	プロセス制御装置
JPH03111904A (ja) *	1989-09-26	1991-05-13	Yokogawa Electric Corp	セルフチューニング調節計
US5117742A (en) *	1989-04-28	1992-06-02	Iwata Air Compressor Mfg. Co. Ltd.	Piston of composite material with c-shaped ring groove
WO1994021707A1 (fr) *	1993-03-22	1994-09-29	Nippon Kayaku Kabushiki Kaisha	Resine de cyclisation de naphtalene, composition de resines et produit durci ainsi obtenu
US5514475A (en) *	1993-01-22	1996-05-07	Sumitomo Metal Industries, Ltd.	Heat-resistant electrical insulating layer
US5780571A (en) *	1993-03-22	1998-07-14	Nippon Kayaku Kabushiki Kaisha	Naphthalene ring-containing resins, resin compositions and cured products thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3565832A (en) *	1967-09-05	1971-02-23	Hughes Aircraft Co	Polymerization of aromatic monomers in presence of lewis acid catalyst and oxygen
US3677976A (en) *	1970-04-09	1972-07-18	Hughes Aircraft Co	Commercially useful polyphenylene polymers and method of production thereof
JPS5188947A (ja) *	1975-02-01	1976-08-04		Horiariirenmechirennoseizoho

1986
- 1986-02-18 JP JP3332786A patent/JPS62522A/ja active Granted
- 1986-02-18 JP JP3332686A patent/JPS62521A/ja active Granted

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3565832A (en) *	1967-09-05	1971-02-23	Hughes Aircraft Co	Polymerization of aromatic monomers in presence of lewis acid catalyst and oxygen
US3677976A (en) *	1970-04-09	1972-07-18	Hughes Aircraft Co	Commercially useful polyphenylene polymers and method of production thereof
JPS5188947A (ja) *	1975-02-01	1976-08-04		Horiariirenmechirennoseizoho

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS62127350A (ja) *	1985-11-28	1987-06-09	Ibiden Co Ltd	熱硬化性樹脂をマトリツクスとする複合材料及びその製造方法
JPH01124628A (ja) *	1987-11-10	1989-05-17	Sugiro Otani	縮合多環多核芳香族繊維の製造方法
US5117742A (en) *	1989-04-28	1992-06-02	Iwata Air Compressor Mfg. Co. Ltd.	Piston of composite material with c-shaped ring groove
JPH03100704A (ja) *	1989-09-13	1991-04-25	Yokogawa Electric Corp	プロセス制御装置
JPH03111904A (ja) *	1989-09-26	1991-05-13	Yokogawa Electric Corp	セルフチューニング調節計
US5514475A (en) *	1993-01-22	1996-05-07	Sumitomo Metal Industries, Ltd.	Heat-resistant electrical insulating layer
WO1994021707A1 (fr) *	1993-03-22	1994-09-29	Nippon Kayaku Kabushiki Kaisha	Resine de cyclisation de naphtalene, composition de resines et produit durci ainsi obtenu
US5780571A (en) *	1993-03-22	1998-07-14	Nippon Kayaku Kabushiki Kaisha	Naphthalene ring-containing resins, resin compositions and cured products thereof
CN1041526C (zh) *	1993-03-22	1999-01-06	日本化药株式会社	含萘环的树脂及其在制备环氧树脂组合物中的应用

Also Published As

Publication number	Publication date
JPH0579094B2 (2)	1993-11-01
JPH0579093B2 (2)	1993-11-01
JPS62521A (ja)	1987-01-06

Publication	Publication Date	Title
JPS6361962B2 (2)	1988-11-30
JPS62522A (ja)	1987-01-06	芳香族樹脂の製造方法
SU867317A3 (ru)	1981-09-23	Термостойка термореактивна композици
US4758653A (en)	1988-07-19	Thermosetting composition, method of producing fusible thermosetting resin using same, and process for the production of condensed, polynuclear aromatic hydrocarbon resin using same
JPH01501156A (ja)	1989-04-20	均質熱硬化性コポリマー
CN100523087C (zh)	2009-08-05	耐热性苯并噁嗪树脂复合物及其制备方法和用途
EP0316140A2 (en)	1989-05-17	Thermosetting aromatic resin composition
JPH072831B2 (ja)	1995-01-18	熱硬化性組成物
JPS6017289B2 (ja)	1985-05-02	エポキシ樹脂組成物
US3770705A (en)	1973-11-06	Thermosetting resins prepared from dimaleimides and isocyanuric acid or derivative thereof
JPS6351419A (ja)	1988-03-04	熱硬化性炭化水素樹脂の製造方法
JPH05155984A (ja)	1993-06-22	耐熱性樹脂組成物
JPS6257413A (ja)	1987-03-13	熱硬化性組成物
RU2775606C1 (ru)	2022-07-05	Полимерные композиционные материалы из полифениленсульфида с углеродными волокнами и способ их получения
JPS63112147A (ja)	1988-05-17	炭素、黒鉛質接着構造物及びその製造方法
JPH0337215A (ja)	1991-02-18	熱硬化性炭化水素樹脂の製造方法
JPH01230614A (ja)	1989-09-14	熱硬化性樹脂組成物及び縮合多環芳香族樹脂の製造方法
JPS6261050B2 (2)	1987-12-19
JPH0240250B2 (ja)	1990-09-11	Tainetsuseinosuguretakyojugohorikinokisarinkeijushinoseizohoho
JPS62177033A (ja)	1987-08-03	耐熱積層板の製造方法
JPH0625427A (ja)	1994-02-01	熱硬化性樹脂の後硬化方法
JPS6351426A (ja)	1988-03-04	熱硬化性炭化水素樹脂の製造方法
JPS6351421A (ja)	1988-03-04	高炭化収率を与える熱硬化性樹脂の製造方法
JPS62207314A (ja)	1987-09-11	熱硬化性炭化水素樹脂の製造方法
JPH01101320A (ja)	1989-04-19	熱硬化性芳香族炭化水素樹脂の製造方法