ES2576277T3 - Materiales compuestos de resina de éster de cianato endurecida con termoplástico con propiedades de baja liberación de calor - Google Patents
Materiales compuestos de resina de éster de cianato endurecida con termoplástico con propiedades de baja liberación de calor Download PDFInfo
- Publication number
- ES2576277T3 ES2576277T3 ES11703098.1T ES11703098T ES2576277T3 ES 2576277 T3 ES2576277 T3 ES 2576277T3 ES 11703098 T ES11703098 T ES 11703098T ES 2576277 T3 ES2576277 T3 ES 2576277T3
- Authority
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- Spain
- Prior art keywords
- cyanate ester
- resin
- ester resin
- weight
- percent
- 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.)
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- 239000004643 cyanate ester Substances 0.000 title claims abstract description 127
- 229920001169 thermoplastic Polymers 0.000 title claims abstract description 34
- 239000004416 thermosoftening plastic Substances 0.000 title claims abstract description 34
- 239000000463 material Substances 0.000 title description 17
- 239000000805 composite resin Substances 0.000 title description 7
- 229920005989 resin Polymers 0.000 claims abstract description 170
- 239000011347 resin Substances 0.000 claims abstract description 170
- 239000002131 composite material Substances 0.000 claims abstract description 80
- 229920001601 polyetherimide Polymers 0.000 claims abstract description 45
- 239000004697 Polyetherimide Substances 0.000 claims abstract description 44
- 239000000203 mixture Substances 0.000 claims abstract description 40
- 239000011159 matrix material Substances 0.000 claims abstract description 39
- 230000002787 reinforcement Effects 0.000 claims abstract description 23
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000004952 Polyamide Substances 0.000 claims abstract description 11
- 229920002647 polyamide Polymers 0.000 claims abstract description 11
- 239000012757 flame retardant agent Substances 0.000 claims abstract description 10
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 claims abstract description 5
- QUKSVRDBEZRSSW-UHFFFAOYSA-N cyanic acid 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound N#CO.OC1=CC=C(C(C(F)(F)F)(C(F)(F)F)C(C=C2)=CC=C2O)C=C1 QUKSVRDBEZRSSW-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZYDCNZOJNSJLMS-PHWWCQNVSA-N dicyclopentadienylbisphenolcyanateester Chemical compound C1=CC(OC#N)=CC=C1C1CC2[C@@H](C(C3)C=4C=CC(OC#N)=CC=4)C[C@@H]3C2C1 ZYDCNZOJNSJLMS-PHWWCQNVSA-N 0.000 claims abstract description 5
- 229920003986 novolac Polymers 0.000 claims abstract description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- AHZMUXQJTGRNHT-UHFFFAOYSA-N [4-[2-(4-cyanatophenyl)propan-2-yl]phenyl] cyanate Chemical compound C=1C=C(OC#N)C=CC=1C(C)(C)C1=CC=C(OC#N)C=C1 AHZMUXQJTGRNHT-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 229930185605 Bisphenol Natural products 0.000 claims description 12
- 239000004962 Polyamide-imide Substances 0.000 claims description 12
- -1 bisphenol sulfone Chemical class 0.000 claims description 12
- 229920002312 polyamide-imide Polymers 0.000 claims description 12
- 239000000835 fiber Substances 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 8
- 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 claims description 7
- OWEYKIWAZBBXJK-UHFFFAOYSA-N 1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene Chemical compound C1=CC(O)=CC=C1C(=C(Cl)Cl)C1=CC=C(O)C=C1 OWEYKIWAZBBXJK-UHFFFAOYSA-N 0.000 claims description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000013003 healing agent Substances 0.000 claims description 3
- FBDSORQSSKQWLF-UHFFFAOYSA-N N#CO.OP(O)(O)=O Chemical compound N#CO.OP(O)(O)=O FBDSORQSSKQWLF-UHFFFAOYSA-N 0.000 claims 2
- 229940106691 bisphenol a Drugs 0.000 claims 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract 1
- 229920006009 resin backbone Polymers 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 35
- 239000011342 resin composition Substances 0.000 description 31
- 239000002245 particle Substances 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 12
- 238000002485 combustion reaction Methods 0.000 description 10
- 239000003063 flame retardant Substances 0.000 description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 9
- 229910052698 phosphorus Inorganic materials 0.000 description 9
- 239000011574 phosphorus Substances 0.000 description 9
- 239000004963 Torlon Substances 0.000 description 8
- 229920003997 Torlon® Polymers 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 229920000049 Carbon (fiber) Polymers 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 7
- 239000004917 carbon fiber Substances 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 7
- 239000010452 phosphate Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 229920004752 ULTEM® 1000P Polymers 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 5
- 238000003860 storage Methods 0.000 description 4
- 230000002411 adverse Effects 0.000 description 3
- 230000035876 healing Effects 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 3
- 229920001187 thermosetting polymer Polymers 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000004760 aramid Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 239000012815 thermoplastic material Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bisphenol F Natural products C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229920006231 aramid fiber Polymers 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- JYDYWDJQFNNNCK-UHFFFAOYSA-N cyanic acid;phenol Chemical compound OC#N.OC1=CC=CC=C1 JYDYWDJQFNNNCK-UHFFFAOYSA-N 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 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 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
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- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1046—Polyimides containing oxygen in the form of ether bonds in the main chain
-
- 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
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4014—Nitrogen containing compounds
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0638—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
- C08G73/065—Preparatory processes
- C08G73/0655—Preparatory processes from polycyanurates
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/14—Polyamide-imides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
- C08J5/241—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres
- C08J5/243—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres using carbon fibres
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
- C08J5/249—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs characterised by the additives used in the prepolymer mixture
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2379/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2361/00 - C08J2377/00
- C08J2379/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K7/00—Use of ingredients characterised by shape
- C08K7/02—Fibres or whiskers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C08L79/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24132—Structurally defined web or sheet [e.g., overall dimension, etc.] including grain, strips, or filamentary elements in different layers or components parallel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Inorganic Chemistry (AREA)
- Reinforced Plastic Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US713534 | 2010-02-26 | ||
| US12/713,534 US8283408B2 (en) | 2010-02-26 | 2010-02-26 | Thermoplastic-toughened cyanate ester resin composites with low heat release properties |
| PCT/US2011/022799 WO2011106125A1 (en) | 2010-02-26 | 2011-01-28 | Thermoplastic-toughened cyanate ester resin composites with low heat release properties |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2576277T3 true ES2576277T3 (es) | 2016-07-06 |
Family
ID=43798532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES11703098.1T Active ES2576277T3 (es) | 2010-02-26 | 2011-01-28 | Materiales compuestos de resina de éster de cianato endurecida con termoplástico con propiedades de baja liberación de calor |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US8283408B2 (enExample) |
| EP (1) | EP2539391B1 (enExample) |
| JP (1) | JP5690851B2 (enExample) |
| CN (1) | CN102770482B (enExample) |
| BR (1) | BR112012021077B1 (enExample) |
| ES (1) | ES2576277T3 (enExample) |
| RU (1) | RU2561990C2 (enExample) |
| WO (1) | WO2011106125A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060292375A1 (en) * | 2005-06-28 | 2006-12-28 | Martin Cary J | Resin compositions with high thermoplatic loading |
| EP2781539A1 (en) * | 2013-03-19 | 2014-09-24 | Siemens Aktiengesellschaft | Fibre reinforced plastic composite, method of manufacturing thereof, plastic composite starting material for manufacturing the fibre reinforced plastic composite, and component of a wind turbine comprising the fibre reinforced plastic composite |
| CN104212127A (zh) * | 2014-09-10 | 2014-12-17 | 江苏恒神纤维材料有限公司 | 低温固化高温使用的模具预浸料 |
| JP6880706B2 (ja) * | 2015-12-25 | 2021-06-02 | 東レ株式会社 | 航空機用構造体 |
| JP7192202B2 (ja) * | 2017-09-20 | 2022-12-20 | 横浜ゴム株式会社 | 繊維強化複合材料用シアネートエステル樹脂組成物、プリプレグおよび繊維強化複合材料 |
| EP3842481A4 (en) | 2018-08-22 | 2022-06-08 | Toray Industries, Inc. | PREPREGNATED |
| WO2025123021A1 (en) * | 2023-12-08 | 2025-06-12 | Barrday Corporation | Epoxy resin compositions and composite materials thereof |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4692416A (en) | 1982-12-03 | 1987-09-08 | Yeshiva University | Monoclonal antibodies reactive with shared idiotypes on human antibodies to native DNA from patients with systemic lupus erythematosus |
| US4902752A (en) | 1987-10-05 | 1990-02-20 | Hi-Tek Polymers, Inc. | Polycyanate esters of polyhydric phenols blended with thermoplastic polymers |
| GB9016343D0 (en) | 1989-08-09 | 1990-09-12 | Ici Plc | Polymer composition |
| JP2965278B2 (ja) * | 1991-12-24 | 1999-10-18 | 松下電工株式会社 | 熱硬化型ポリイミド樹脂組成物と熱硬化品およびその製造方法 |
| US5548034A (en) | 1992-07-31 | 1996-08-20 | International Business Machines Corporation | Modified dicyanate ester resins having enhanced fracture toughness |
| RU2105017C1 (ru) * | 1993-05-28 | 1998-02-20 | Всероссийский научно-исследовательский институт авиационных материалов | Состав связующего для получения препрега |
| US6194495B1 (en) | 1998-03-23 | 2001-02-27 | General Electric Company | Cyanate ester based thermoset compositions |
| US6242638B1 (en) | 1999-03-12 | 2001-06-05 | Vantico Inc. | Cyanate esters having flame resistant properties |
| ES2272518T3 (es) * | 2000-08-22 | 2007-05-01 | Cytec Technology Corp. | Elemento polimerico flexible como agente endurecedor en preipregnaciones. |
| JP2003128765A (ja) * | 2001-10-17 | 2003-05-08 | Sumitomo Bakelite Co Ltd | 耐熱性樹脂組成物、これを用いたプリプレグ及び積層板 |
| JP2003128785A (ja) | 2001-10-19 | 2003-05-08 | Hitachi Chem Co Ltd | 難燃性熱硬化性樹脂組成物並びに該組成物を用いたプリプレグ、積層板、樹脂フィルム、樹脂付き金属箔及び多層配線板とその製造方法 |
| US7087707B2 (en) | 2003-12-15 | 2006-08-08 | The United States Of America As Represented By The Secretary Of The Navy | Synthesis of oligomeric cyanate esters |
| US20050182203A1 (en) | 2004-02-18 | 2005-08-18 | Yuuichi Sugano | Novel cyanate ester compound, flame-retardant resin composition, and cured product thereof |
| GB0805640D0 (en) * | 2008-03-28 | 2008-04-30 | Hexcel Composites Ltd | Improved composite materials |
| US8034453B2 (en) | 2008-10-07 | 2011-10-11 | Hexcel Corporation | Composite materials with improved burn properties |
-
2010
- 2010-02-26 US US12/713,534 patent/US8283408B2/en active Active
-
2011
- 2011-01-28 RU RU2012140973/05A patent/RU2561990C2/ru active
- 2011-01-28 ES ES11703098.1T patent/ES2576277T3/es active Active
- 2011-01-28 JP JP2012555012A patent/JP5690851B2/ja not_active Expired - Fee Related
- 2011-01-28 BR BR112012021077-7A patent/BR112012021077B1/pt not_active IP Right Cessation
- 2011-01-28 WO PCT/US2011/022799 patent/WO2011106125A1/en not_active Ceased
- 2011-01-28 EP EP11703098.1A patent/EP2539391B1/en active Active
- 2011-01-28 CN CN201180010981.2A patent/CN102770482B/zh not_active Expired - Fee Related
-
2012
- 2012-09-12 US US13/611,812 patent/US8404777B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN102770482A (zh) | 2012-11-07 |
| CN102770482B (zh) | 2015-09-02 |
| JP2013520552A (ja) | 2013-06-06 |
| US8404777B2 (en) | 2013-03-26 |
| EP2539391A1 (en) | 2013-01-02 |
| RU2012140973A (ru) | 2014-04-10 |
| US20110212292A1 (en) | 2011-09-01 |
| EP2539391B1 (en) | 2016-03-23 |
| WO2011106125A1 (en) | 2011-09-01 |
| US20130005898A1 (en) | 2013-01-03 |
| RU2561990C2 (ru) | 2015-09-10 |
| BR112012021077B1 (pt) | 2020-06-23 |
| JP5690851B2 (ja) | 2015-03-25 |
| BR112012021077A2 (pt) | 2016-05-17 |
| US8283408B2 (en) | 2012-10-09 |
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