CA2048079A1 - Materiaux composites renforces de fibres et de particules resineuses - Google Patents

Materiaux composites renforces de fibres et de particules resineuses

Info

Publication number: CA2048079A1
Authority: CA; Canada
Prior art keywords: resin; particles; matrix; pbw; epoxy
Prior art date: 1988-07-15
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.): Abandoned

Application number

CA002048079A

Other languages

English (en)

Inventor

Shahid P. Qureshi

Richard H. Newman-Evans

Hugh C. Gardner

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.)

BP Corp North America Inc

Original Assignee

BP Corp North America 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.)

1988-07-15

Filing date

1991-07-29

Publication date

1993-01-30

1989-07-14 Priority to EP19890201876 priority Critical patent/EP0351026A3/fr

1989-07-14 Priority to EP19890201875 priority patent/EP0351025A3/fr

1991-07-29 Application filed by BP Corp North America Inc filed Critical BP Corp North America Inc

1991-07-29 Priority to CA002048079A priority patent/CA2048079A1/fr

1993-01-30 Publication of CA2048079A1 publication Critical patent/CA2048079A1/fr

Status Abandoned legal-status Critical Current

Links

229920005989 resin Polymers 0.000 title claims abstract description 235
239000011347 resin Substances 0.000 title claims abstract description 235
239000002245 particle Substances 0.000 title claims abstract description 150
239000003733 fiber-reinforced composite Substances 0.000 title claims abstract description 12
239000011159 matrix material Substances 0.000 claims abstract description 113
238000000034 method Methods 0.000 claims abstract description 61
229920001955 polyphenylene ether Polymers 0.000 claims abstract description 30
239000000203 mixture Substances 0.000 claims description 110
239000000835 fiber Substances 0.000 claims description 67
238000009472 formulation Methods 0.000 claims description 63
239000003822 epoxy resin Substances 0.000 claims description 47
229920000647 polyepoxide Polymers 0.000 claims description 47
229920001169 thermoplastic Polymers 0.000 claims description 23
239000004593 Epoxy Substances 0.000 claims description 20
239000004416 thermosoftening plastic Substances 0.000 claims description 17
239000004848 polyfunctional curative Substances 0.000 claims description 15
150000004985 diamines Chemical class 0.000 claims description 14
230000006872 improvement Effects 0.000 claims description 14
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 13
229920000049 Carbon (fiber) Polymers 0.000 claims description 12
239000004917 carbon fiber Substances 0.000 claims description 12
239000004634 thermosetting polymer Substances 0.000 claims description 12
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 claims description 11
229920000642 polymer Polymers 0.000 claims description 10
230000002787 reinforcement Effects 0.000 claims description 9
NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 claims description 8
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 claims description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
239000004643 cyanate ester Substances 0.000 claims description 6
150000001412 amines Chemical class 0.000 claims description 5
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 4
125000003700 epoxy group Chemical group 0.000 claims description 4
229920003192 poly(bis maleimide) Polymers 0.000 claims description 4
239000004645 polyester resin Substances 0.000 claims description 2
229920001225 polyester resin Polymers 0.000 claims description 2
239000002131 composite material Substances 0.000 abstract description 96
229920001187 thermosetting polymer Polymers 0.000 abstract description 10
239000010410 layer Substances 0.000 description 25
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
239000011248 coating agent Substances 0.000 description 15
238000000576 coating method Methods 0.000 description 15
230000008569 process Effects 0.000 description 15
-1 Bisphenol A epoxides Chemical class 0.000 description 14
238000003756 stirring Methods 0.000 description 14
229920001971 elastomer Polymers 0.000 description 13
239000005060 rubber Substances 0.000 description 13
238000004519 manufacturing process Methods 0.000 description 12
239000000463 material Substances 0.000 description 10
238000010438 heat treatment Methods 0.000 description 9
238000012360 testing method Methods 0.000 description 8
239000004721 Polyphenylene oxide Substances 0.000 description 7
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 7
239000004744 fabric Substances 0.000 description 7
229910015900 BF3 Inorganic materials 0.000 description 6
229920001601 polyetherimide Polymers 0.000 description 6
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239000004695 Polyether sulfone Substances 0.000 description 5
239000004697 Polyetherimide Substances 0.000 description 5
238000007906 compression Methods 0.000 description 5
230000006835 compression Effects 0.000 description 5
238000001816 cooling Methods 0.000 description 5
XXOYNJXVWVNOOJ-UHFFFAOYSA-N fenuron Chemical compound CN(C)C(=O)NC1=CC=CC=C1 XXOYNJXVWVNOOJ-UHFFFAOYSA-N 0.000 description 5
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 5
230000001965 increasing effect Effects 0.000 description 5
239000003607 modifier Substances 0.000 description 5
229920006393 polyether sulfone Polymers 0.000 description 5
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 4
229920004747 ULTEM® 1000 Polymers 0.000 description 4
238000013459 approach Methods 0.000 description 4
150000002118 epoxides Chemical class 0.000 description 4
239000000945 filler Substances 0.000 description 4
238000012986 modification Methods 0.000 description 4
230000004048 modification Effects 0.000 description 4
239000000047 product Substances 0.000 description 4
KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 3
WCXGOVYROJJXHA-UHFFFAOYSA-N 3-[4-[4-(3-aminophenoxy)phenyl]sulfonylphenoxy]aniline Chemical compound NC1=CC=CC(OC=2C=CC(=CC=2)S(=O)(=O)C=2C=CC(OC=3C=C(N)C=CC=3)=CC=2)=C1 WCXGOVYROJJXHA-UHFFFAOYSA-N 0.000 description 3
ADAHGVUHKDNLEB-UHFFFAOYSA-N Bis(2,3-epoxycyclopentyl)ether Chemical compound C1CC2OC2C1OC1CCC2OC21 ADAHGVUHKDNLEB-UHFFFAOYSA-N 0.000 description 3
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 3
239000004952 Polyamide Substances 0.000 description 3
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
239000000956 alloy Substances 0.000 description 3
229910045601 alloy Inorganic materials 0.000 description 3
238000009734 composite fabrication Methods 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
238000011161 development Methods 0.000 description 3
230000018109 developmental process Effects 0.000 description 3
238000007599 discharging Methods 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
244000144992 flock Species 0.000 description 3
238000001879 gelation Methods 0.000 description 3
238000000227 grinding Methods 0.000 description 3
238000011065 in-situ storage Methods 0.000 description 3
230000001788 irregular Effects 0.000 description 3
238000003801 milling Methods 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
229920002647 polyamide Polymers 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000002243 precursor Substances 0.000 description 3
238000003825 pressing Methods 0.000 description 3
239000011342 resin composition Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
229920005992 thermoplastic resin Polymers 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 2
LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical compound NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 2
FAUAZXVRLVIARB-UHFFFAOYSA-N 4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC(CC=2C=CC(=CC=2)N(CC2OC2)CC2OC2)=CC=1)CC1CO1 FAUAZXVRLVIARB-UHFFFAOYSA-N 0.000 description 2
CXXSQMDHHYTRKY-UHFFFAOYSA-N 4-amino-2,3,5-tris(oxiran-2-ylmethyl)phenol Chemical compound C1=C(O)C(CC2OC2)=C(CC2OC2)C(N)=C1CC1CO1 CXXSQMDHHYTRKY-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
101100058548 Felis catus BMI1 gene Proteins 0.000 description 2
OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
230000006978 adaptation Effects 0.000 description 2
239000000654 additive Substances 0.000 description 2
239000004760 aramid Substances 0.000 description 2
150000004984 aromatic diamines Chemical class 0.000 description 2
229920003235 aromatic polyamide Polymers 0.000 description 2
150000001735 carboxylic acids Chemical class 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 2
238000009826 distribution Methods 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
239000012634 fragment Substances 0.000 description 2
239000003365 glass fiber Substances 0.000 description 2
230000009477 glass transition Effects 0.000 description 2
238000009863 impact test Methods 0.000 description 2
238000005470 impregnation Methods 0.000 description 2
239000010445 mica Substances 0.000 description 2
229910052618 mica group Inorganic materials 0.000 description 2
229920000110 poly(aryl ether sulfone) Polymers 0.000 description 2
229920000090 poly(aryl ether) Polymers 0.000 description 2
229920001230 polyarylate Polymers 0.000 description 2
229920006260 polyaryletherketone Polymers 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
230000009467 reduction Effects 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
238000012216 screening Methods 0.000 description 2
239000012258 stirred mixture Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
ZWOULFZCQXICLZ-UHFFFAOYSA-N 1,3-dimethyl-1-phenylurea Chemical compound CNC(=O)N(C)C1=CC=CC=C1 ZWOULFZCQXICLZ-UHFFFAOYSA-N 0.000 description 1
WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
PSABUFWDVWCFDP-UHFFFAOYSA-N 2,2-dimethylheptane Chemical compound CCCCCC(C)(C)C PSABUFWDVWCFDP-UHFFFAOYSA-N 0.000 description 1
VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 1
PQAMFDRRWURCFQ-UHFFFAOYSA-N 2-ethyl-1h-imidazole Chemical compound CCC1=NC=CN1 PQAMFDRRWURCFQ-UHFFFAOYSA-N 0.000 description 1
YPACMOORZSDQDQ-UHFFFAOYSA-N 3-(4-aminobenzoyl)oxypropyl 4-aminobenzoate Chemical compound C1=CC(N)=CC=C1C(=O)OCCCOC(=O)C1=CC=C(N)C=C1 YPACMOORZSDQDQ-UHFFFAOYSA-N 0.000 description 1
ICNFHJVPAJKPHW-UHFFFAOYSA-N 4,4'-Thiodianiline Chemical compound C1=CC(N)=CC=C1SC1=CC=C(N)C=C1 ICNFHJVPAJKPHW-UHFFFAOYSA-N 0.000 description 1
QGMGHALXLXKCBD-UHFFFAOYSA-N 4-amino-n-(2-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=CC=C1N QGMGHALXLXKCBD-UHFFFAOYSA-N 0.000 description 1
OMIHGPLIXGGMJB-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]hepta-1,3,5-triene Chemical compound C1=CC=C2OC2=C1 OMIHGPLIXGGMJB-UHFFFAOYSA-N 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
229920000459 Nitrile rubber Polymers 0.000 description 1
239000004962 Polyamide-imide Substances 0.000 description 1
229920000265 Polyparaphenylene Polymers 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
239000004963 Torlon Substances 0.000 description 1
229920003997 Torlon® Polymers 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
229920004888 Victrex® 200P Polymers 0.000 description 1
XZAHJRZBUWYCBM-UHFFFAOYSA-N [1-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1(CN)CCCCC1 XZAHJRZBUWYCBM-UHFFFAOYSA-N 0.000 description 1
GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
230000032683 aging Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
JYZIHLWOWKMNNX-UHFFFAOYSA-N benzimidazole Chemical compound C1=C[CH]C2=NC=NC2=C1 JYZIHLWOWKMNNX-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
238000003490 calendering Methods 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
230000008859 change Effects 0.000 description 1
238000005345 coagulation Methods 0.000 description 1
230000015271 coagulation Effects 0.000 description 1
239000000805 composite resin Substances 0.000 description 1
230000001143 conditioned effect Effects 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
150000001993 dienes Chemical class 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000005496 eutectics Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000009950 felting Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012520 frozen sample Substances 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
229910002804 graphite Inorganic materials 0.000 description 1
239000010439 graphite Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
150000002460 imidazoles Chemical class 0.000 description 1
238000010952 in-situ formation Methods 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
239000011229 interlayer Substances 0.000 description 1
238000010409 ironing Methods 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000011068 loading method Methods 0.000 description 1
229940018564 m-phenylenediamine Drugs 0.000 description 1
235000019988 mead Nutrition 0.000 description 1
239000000155 melt Substances 0.000 description 1
239000002184 metal Substances 0.000 description 1
RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
229920003986 novolac Polymers 0.000 description 1
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239000011236 particulate material Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
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239000004417 polycarbonate Substances 0.000 description 1
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229920001296 polysiloxane Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
230000002028 premature Effects 0.000 description 1
239000001294 propane Substances 0.000 description 1
OANVFVBYPNXRLD-UHFFFAOYSA-M propyromazine bromide Chemical compound [Br-].C12=CC=CC=C2SC2=CC=CC=C2N1C(=O)C(C)[N+]1(C)CCCC1 OANVFVBYPNXRLD-UHFFFAOYSA-M 0.000 description 1
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238000003908 quality control method Methods 0.000 description 1
239000012783 reinforcing fiber Substances 0.000 description 1
239000012779 reinforcing material Substances 0.000 description 1
239000013557 residual solvent Substances 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
229910010271 silicon carbide Inorganic materials 0.000 description 1
239000002356 single layer Substances 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000012798 spherical particle Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
238000003892 spreading Methods 0.000 description 1
230000007480 spreading Effects 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000007655 standard test method Methods 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
239000002344 surface layer Substances 0.000 description 1
230000003746 surface roughness Effects 0.000 description 1
230000009897 systematic effect Effects 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000010998 test method Methods 0.000 description 1
238000012956 testing procedure Methods 0.000 description 1
239000012815 thermoplastic material Substances 0.000 description 1
239000013008 thixotropic agent Substances 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical class OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
239000002759 woven fabric Substances 0.000 description 1

Landscapes

Reinforced Plastic Materials (AREA)

CA002048079A 1988-07-15 1991-07-29 Materiaux composites renforces de fibres et de particules resineuses Abandoned CA2048079A1 (fr)

Priority Applications (3)

Application Number	Priority Date	Filing Date	Title
EP19890201876 EP0351026A3 (fr)	1988-07-15	1989-07-14	Composites renforçés par des fibres rendus tenaces à l'aide de particules allongées et rigides
EP19890201875 EP0351025A3 (fr)	1988-07-15	1989-07-14	Composite renforçé par des fibres et rendu tenace à l'aide de particules de caoutchouc carboxylé
CA002048079A CA2048079A1 (fr)	1988-07-15	1991-07-29	Materiaux composites renforces de fibres et de particules resineuses

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US21920988A	1988-07-15	1988-07-15
CA002048079A CA2048079A1 (fr)	1988-07-15	1991-07-29	Materiaux composites renforces de fibres et de particules resineuses

Publications (1)

Publication Number	Publication Date
CA2048079A1 true CA2048079A1 (fr)	1993-01-30

Family

ID=25674712

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002048079A Abandoned CA2048079A1 (fr)	1988-07-15	1991-07-29	Materiaux composites renforces de fibres et de particules resineuses

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CA (1)	CA2048079A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US9175160B2 (en)	2013-08-28	2015-11-03	Sabic Global Technologies B.V.	Blend of poly(phenylene ether) particles and polyoxymethylene, article thereof, and method of preparation
US9447227B2 (en)	2013-10-03	2016-09-20	Sabic Global Technologies B.V.	Flexible polyurethane foam and associated method and article
US9493621B2 (en)	2013-07-23	2016-11-15	Sabic Global Technologies B.V.	Rigid foam and associated article and method
US9611385B2 (en)	2012-06-29	2017-04-04	Sabic Global Technologies B.V.	Ultrafine poly(phenylene ether) particles and compositions derived therefrom

1991
- 1991-07-29 CA CA002048079A patent/CA2048079A1/fr not_active Abandoned

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US9611385B2 (en)	2012-06-29	2017-04-04	Sabic Global Technologies B.V.	Ultrafine poly(phenylene ether) particles and compositions derived therefrom
US9493621B2 (en)	2013-07-23	2016-11-15	Sabic Global Technologies B.V.	Rigid foam and associated article and method
US9175160B2 (en)	2013-08-28	2015-11-03	Sabic Global Technologies B.V.	Blend of poly(phenylene ether) particles and polyoxymethylene, article thereof, and method of preparation
US9447227B2 (en)	2013-10-03	2016-09-20	Sabic Global Technologies B.V.	Flexible polyurethane foam and associated method and article

Legal Events

Date	Code	Title	Description
1991-12-23	EEER	Examination request
1995-01-31	FZDE	Discontinued

Publication	Publication Date	Title
US5087657A (en)	1992-02-11	Fiber-reinforced composites toughened with resin particles
US5169710A (en)	1992-12-08	Fiber-reinforced composites toughened with porous resin particles
US5268223A (en)	1993-12-07	Toughened fiber-reinforced composites
JP3359037B2 (ja)	2002-12-24	「プリプレグおよび繊維強化複合材料」
JP3241684B2 (ja)	2001-12-25	強化熱硬化性構造材料
KR940000624B1 (ko)	1994-01-26	삽입층을 가진 섬유수지 매트릭스 프리프레그 직물과 그의 제법 및 삽입층을 가진 섬유수지 매트릭스 복합체
US4977218A (en)	1990-12-11	Carboxylated rubber particles as tougheners for fiber reinforced composites
JPH0368650A (ja)	1991-03-25	強化熱硬化性構造材料
EP0269392A2 (fr)	1988-06-01	Compositions thermodurcissables comprenant des esters cyanates aromatiques et des allyl éthers de bisphénols
JPWO1996017006A1 (ja)	1997-03-25	プリプレグおよび繊維強化複合材料
EP0383174A2 (fr)	1990-08-22	Matériaux de construction thermodurcissant tenaces
EP0488389A2 (fr)	1992-06-03	Préimpregnés, procédé pour leur préparation et produits laminés y relatifs
EP0414461A2 (fr)	1991-02-27	Compositions de résine comprenant des esters de cyanates aromatiques, des composés polyépoxide et des polymères thermoplastiques, et prepregs fabriqués à partir de celles-ci
US4977215A (en)	1990-12-11	Carboxylated rubber particles as tougheners for fiber reinforced composites
EP0351028A2 (fr)	1990-01-17	Compositions renforcés de fibres et contenant des particules de résines comme charge
US5089560A (en)	1992-02-18	Exopy resin with aromatic oligomer and rubber particles
JPH0694515B2 (ja)	1994-11-24	プリプレグ
EP0266986A2 (fr)	1988-05-11	Compositions résineuses contenant des esters aromatiques, des polyépoxydes et des polymères thermoplastiques et préimprégnés qui en sont préparés
JP2003238657A (ja)	2003-08-27	エポキシ樹脂組成物、樹脂硬化物、プリプレグおよび繊維強化複合材料
US6060147A (en)	2000-05-09	Process for preparing a carbon fiber-reinforced composite material having a morphology gradient
EP0256130B1 (fr)	1993-03-31	Preimpregne et son composite
EP0327142A2 (fr)	1989-08-09	Composés résine-matrices
JPS63170428A (ja)	1988-07-14	プリプレグの製造方法
GB2257144A (en)	1993-01-06	Fibre-reinforced composites toughened with porous resin particles
EP0351025A2 (fr)	1990-01-17	Composite renforçé par des fibres et rendu tenace à l'aide de particules de caoutchouc carboxylé

CA2048079A1 - Materiaux composites renforces de fibres et de particules resineuses - Google Patents

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Cited By (4)

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