JPH0434569B2 - - Google Patents

Info

Publication number: JPH0434569B2
Authority: JP; Japan
Prior art keywords: resin; carbon fiber; manufactured; prepreg; cyanate ester
Prior art date: 1987-02-19
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.): Expired - Lifetime

Application number

JP62036714A

Other languages

English (en)

Japanese (ja)

Other versions

JPS63205328A (ja

Inventor

Shigeru Hasumi

Yukio Kawazu

Tooru Hiramatsu

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.)

Toray Industries Inc

Original Assignee

Toray Industries Inc

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.)

1987-02-19

Filing date

1987-02-19

Publication date

1992-06-08

1987-02-19 Application filed by Toray Industries Inc filed Critical Toray Industries Inc

1987-02-19 Priority to JP3671487A priority Critical patent/JPS63205328A/ja

1988-08-24 Publication of JPS63205328A publication Critical patent/JPS63205328A/ja

1992-06-08 Publication of JPH0434569B2 publication Critical patent/JPH0434569B2/ja

Status Granted legal-status Critical Current

Links

229920000049 Carbon (fiber) Polymers 0.000 claims description 45
239000004917 carbon fiber Substances 0.000 claims description 45
229920005989 resin Polymers 0.000 claims description 45
239000011347 resin Substances 0.000 claims description 45
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 28
239000004643 cyanate ester Substances 0.000 claims description 20
239000002131 composite material Substances 0.000 claims description 17
239000003822 epoxy resin Substances 0.000 claims description 16
229920000647 polyepoxide Polymers 0.000 claims description 16
125000000524 functional group Chemical group 0.000 claims description 12
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 10
238000004833 X-ray photoelectron spectroscopy Methods 0.000 claims description 4
229920002492 poly(sulfone) Polymers 0.000 claims description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
239000000835 fiber Substances 0.000 description 11
239000007864 aqueous solution Substances 0.000 description 10
239000003792 electrolyte Substances 0.000 description 10
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 10
238000000034 method Methods 0.000 description 9
230000000052 comparative effect Effects 0.000 description 8
-1 ammonium ions Chemical class 0.000 description 7
230000000704 physical effect Effects 0.000 description 7
238000011282 treatment Methods 0.000 description 7
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-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
150000001875 compounds Chemical class 0.000 description 6
230000005611 electricity Effects 0.000 description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 5
239000000463 material Substances 0.000 description 5
239000011159 matrix material Substances 0.000 description 5
238000005259 measurement Methods 0.000 description 5
238000010521 absorption reaction Methods 0.000 description 4
125000003118 aryl group Chemical group 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
FVCSARBUZVPSQF-UHFFFAOYSA-N 5-(2,4-dioxooxolan-3-yl)-7-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C(C(OC2=O)=O)C2C(C)=CC1C1C(=O)COC1=O FVCSARBUZVPSQF-UHFFFAOYSA-N 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
238000006243 chemical reaction Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000002156 mixing Methods 0.000 description 3
239000000203 mixture Substances 0.000 description 3
229920003986 novolac Polymers 0.000 description 3
125000000962 organic group Chemical group 0.000 description 3
229920000768 polyamine Polymers 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
239000004695 Polyether sulfone Substances 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000000853 adhesive Substances 0.000 description 2
230000001070 adhesive effect Effects 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
150000001913 cyanates Chemical class 0.000 description 2
230000007423 decrease Effects 0.000 description 2
239000008151 electrolyte solution Substances 0.000 description 2
125000004185 ester group Chemical group 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
238000005470 impregnation Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000005011 phenolic resin Substances 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
229920006393 polyether sulfone Polymers 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
229920001296 polysiloxane Polymers 0.000 description 2
239000002994 raw material Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000004804 winding Methods 0.000 description 2
IYWFQYVEPIHCPU-UHFFFAOYSA-N (2-propylphenyl) cyanate Chemical compound C(CC)C1=C(C=CC=C1)OC#N IYWFQYVEPIHCPU-UHFFFAOYSA-N 0.000 description 1
PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-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
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
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
HLBLWEWZXPIGSM-UHFFFAOYSA-N 4-Aminophenyl ether Chemical compound C1=CC(N)=CC=C1OC1=CC=C(N)C=C1 HLBLWEWZXPIGSM-UHFFFAOYSA-N 0.000 description 1
229920002972 Acrylic fiber Polymers 0.000 description 1
102100034111 Activin receptor type-1 Human genes 0.000 description 1
ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
229920001342 Bakelite® Polymers 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
102100040287 GTP cyclohydrolase 1 feedback regulatory protein Human genes 0.000 description 1
101710185324 GTP cyclohydrolase 1 feedback regulatory protein Proteins 0.000 description 1
101000799140 Homo sapiens Activin receptor type-1 Proteins 0.000 description 1
OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
101100490437 Mus musculus Acvrl1 gene Proteins 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000297 Rayon Polymers 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
KPSLOKZNJBTGRP-UHFFFAOYSA-N [2-(2-cyanatophenoxy)phenyl] cyanate Chemical compound N#COC1=CC=CC=C1OC1=CC=CC=C1OC#N KPSLOKZNJBTGRP-UHFFFAOYSA-N 0.000 description 1
LYADEUYNRWEPJU-UHFFFAOYSA-N [2-(2-cyanatophenyl)sulfonylphenyl] cyanate Chemical compound O(C#N)C1=C(C=CC=C1)S(=O)(=O)C1=C(C=CC=C1)OC#N LYADEUYNRWEPJU-UHFFFAOYSA-N 0.000 description 1
NTQOTSRMQVHZDE-UHFFFAOYSA-N [2-[(2-cyanatophenyl)methyl]phenyl] cyanate Chemical compound N#COC1=CC=CC=C1CC1=CC=CC=C1OC#N NTQOTSRMQVHZDE-UHFFFAOYSA-N 0.000 description 1
RBDWCSWYBOZGGD-UHFFFAOYSA-N [C].C(C=C)#N Chemical compound [C].C(C=C)#N RBDWCSWYBOZGGD-UHFFFAOYSA-N 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000003368 amide group Chemical group 0.000 description 1
239000001099 ammonium carbonate Substances 0.000 description 1
235000012501 ammonium carbonate Nutrition 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
239000004637 bakelite Substances 0.000 description 1
239000004841 bisphenol A epoxy resin Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
238000003763 carbonization Methods 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
238000012669 compression test Methods 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
229930003836 cresol Natural products 0.000 description 1
YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 1
238000006297 dehydration reaction Methods 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
JDVIRCVIXCMTPU-UHFFFAOYSA-N ethanamine;trifluoroborane Chemical compound CCN.FB(F)F JDVIRCVIXCMTPU-UHFFFAOYSA-N 0.000 description 1
238000010304 firing Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
JMANVNJQNLATNU-UHFFFAOYSA-N glycolonitrile Natural products N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
239000010439 graphite Substances 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
238000010030 laminating Methods 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
238000011068 loading method Methods 0.000 description 1
FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 description 1
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
238000000691 measurement method Methods 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
150000004986 phenylenediamines Chemical class 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
238000013001 point bending Methods 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000002964 rayon Substances 0.000 description 1
239000011342 resin composition Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
238000004513 sizing Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
238000010998 test method Methods 0.000 description 1
229920005992 thermoplastic resin Polymers 0.000 description 1
238000005406 washing Methods 0.000 description 1

JP3671487A 1987-02-19 1987-02-19 複合材料用プリプレグ Granted JPS63205328A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP3671487A JPS63205328A (ja)	1987-02-19	1987-02-19	複合材料用プリプレグ

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP3671487A JPS63205328A (ja)	1987-02-19	1987-02-19	複合材料用プリプレグ

Publications (2)

Publication Number	Publication Date
JPS63205328A JPS63205328A (ja)	1988-08-24
JPH0434569B2 true JPH0434569B2 (fr)	1992-06-08

Family

ID=12477424

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP3671487A Granted JPS63205328A (ja)	1987-02-19	1987-02-19	複合材料用プリプレグ

Country Status (1)

Country	Link
JP (1)	JPS63205328A (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR100465445B1 (ko) *	2001-07-31	2005-01-13	삼성전자주식회사	액정배향막용 광배향재
CN108582910A (zh) *	2018-07-11	2018-09-28	精功（绍兴）复合材料有限公司	一种碳纤维高温预浸料及其层压板

Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6015439A (ja) *	1983-07-07	1985-01-26	Toho Rayon Co Ltd	耐衝撃性複合材料用プリプレグ
JPS60250026A (ja) *	1984-05-28	1985-12-10	Mitsubishi Rayon Co Ltd	エポキシ樹脂組成物

1987
- 1987-02-19 JP JP3671487A patent/JPS63205328A/ja active Granted

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6015439A (ja) *	1983-07-07	1985-01-26	Toho Rayon Co Ltd	耐衝撃性複合材料用プリプレグ
JPS60250026A (ja) *	1984-05-28	1985-12-10	Mitsubishi Rayon Co Ltd	エポキシ樹脂組成物

Also Published As

Publication number	Publication date
JPS63205328A (ja)	1988-08-24

Legal Events

Date	Code	Title	Description
2004-06-08	LAPS	Cancellation because of no payment of annual fees

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