NL194920C - Werkwijze voor het vervaardigen van voorgeïmpregneerde glas-harsproducten die bestemd zijn voor het vervaardigen van samengestelde voorwerpen. - Google Patents

Werkwijze voor het vervaardigen van voorgeïmpregneerde glas-harsproducten die bestemd zijn voor het vervaardigen van samengestelde voorwerpen. Download PDF

Info

Publication number: NL194920C
Authority: NL; Netherlands
Prior art keywords: fibers; resin; solution; manufacture; radiation
Prior art date: 1993-01-07

Application number

NL9400018A

Other languages

English (en)

Dutch (nl)

Other versions

NL9400018A (nl

NL194920B (nl

Inventor

Eric Augier

Jean Lezer

Jean-Marc Bain

Original Assignee

Vetrotex France Sa

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.)

1993-01-07

Filing date

1994-01-06

Publication date

2003-07-04

1994-01-06 Application filed by Vetrotex France Sa filed Critical Vetrotex France Sa

1994-08-01 Publication of NL9400018A publication Critical patent/NL9400018A/nl

2003-03-03 Publication of NL194920B publication Critical patent/NL194920B/nl

2003-07-04 Application granted granted Critical

2003-07-04 Publication of NL194920C publication Critical patent/NL194920C/nl

Links

239000002131 composite material Substances 0.000 title claims description 42
238000000034 method Methods 0.000 title claims description 27
238000004519 manufacturing process Methods 0.000 title claims description 22
230000008569 process Effects 0.000 title claims description 6
229920003217 poly(methylsilsesquioxane) Polymers 0.000 title description 2
229920005989 resin Polymers 0.000 claims description 31
239000011347 resin Substances 0.000 claims description 31
239000000203 mixture Substances 0.000 claims description 27
230000005855 radiation Effects 0.000 claims description 22
239000003365 glass fiber Substances 0.000 claims description 19
229920000647 polyepoxide Polymers 0.000 claims description 19
239000003822 epoxy resin Substances 0.000 claims description 18
239000000835 fiber Substances 0.000 claims description 16
239000012952 cationic photoinitiator Substances 0.000 claims description 13
238000004804 winding Methods 0.000 claims description 13
NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 12
125000003700 epoxy group Chemical group 0.000 claims description 12
238000001879 gelation Methods 0.000 claims description 10
239000004925 Acrylic resin Substances 0.000 claims description 6
239000011521 glass Substances 0.000 claims description 6
239000004848 polyfunctional curative Substances 0.000 claims description 5
229920001187 thermosetting polymer Polymers 0.000 claims description 5
238000010894 electron beam technology Methods 0.000 claims description 4
125000002091 cationic group Chemical group 0.000 claims description 3
238000010438 heat treatment Methods 0.000 claims description 3
239000011941 photocatalyst Substances 0.000 claims description 2
238000000151 deposition Methods 0.000 claims 2
238000006116 polymerization reaction Methods 0.000 description 10
239000004593 Epoxy Substances 0.000 description 9
LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 7
230000001588 bifunctional effect Effects 0.000 description 7
OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
239000011248 coating agent Substances 0.000 description 5
238000000576 coating method Methods 0.000 description 5
239000000178 monomer Substances 0.000 description 5
238000011282 treatment Methods 0.000 description 5
125000005409 triarylsulfonium group Chemical group 0.000 description 5
RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 4
150000002118 epoxides Chemical class 0.000 description 4
JDVIRCVIXCMTPU-UHFFFAOYSA-N ethanamine;trifluoroborane Chemical compound CCN.FB(F)F JDVIRCVIXCMTPU-UHFFFAOYSA-N 0.000 description 4
230000037452 priming Effects 0.000 description 4
230000009257 reactivity Effects 0.000 description 4
XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 3
229920000178 Acrylic resin Polymers 0.000 description 3
238000004132 cross linking Methods 0.000 description 3
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 3
238000005470 impregnation Methods 0.000 description 3
239000003999 initiator Substances 0.000 description 3
230000000379 polymerizing effect Effects 0.000 description 3
238000007669 thermal treatment Methods 0.000 description 3
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 2
YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 2
239000002841 Lewis acid Substances 0.000 description 2
150000001252 acrylic acid derivatives Chemical class 0.000 description 2
230000008901 benefit Effects 0.000 description 2
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 2
229920001577 copolymer Polymers 0.000 description 2
-1 forepins Substances 0.000 description 2
150000007517 lewis acids Chemical class 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
239000002243 precursor Substances 0.000 description 2
239000000565 sealant Substances 0.000 description 2
230000002195 synergetic effect Effects 0.000 description 2
QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
BSMGLVDZZMBWQB-UHFFFAOYSA-N 2-methyl-1-phenylpropan-1-one Chemical compound CC(C)C(=O)C1=CC=CC=C1 BSMGLVDZZMBWQB-UHFFFAOYSA-N 0.000 description 1
206010073306 Exposure to radiation Diseases 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
230000009471 action Effects 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000008365 aromatic ketones Chemical class 0.000 description 1
MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000000805 composite resin Substances 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
239000012955 diaryliodonium Substances 0.000 description 1
125000005520 diaryliodonium group Chemical group 0.000 description 1
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
239000011888 foil Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
230000036316 preload Effects 0.000 description 1
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
239000012779 reinforcing material Substances 0.000 description 1
230000008439 repair process Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229940065287 selenium compound Drugs 0.000 description 1
150000003343 selenium compounds Chemical class 0.000 description 1
238000009987 spinning Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
238000007039 two-step reaction Methods 0.000 description 1
238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000002759 woven fabric Substances 0.000 description 1

Classifications

- 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
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
- C08J3/243—Two or more independent types of crosslinking for one or more polymers
- 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
- C08J5/244—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres using glass fibres

Landscapes

Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Inorganic Chemistry (AREA)
Manufacturing & Machinery (AREA)
Reinforced Plastic Materials (AREA)

NL9400018A 1993-01-07 1994-01-06 Werkwijze voor het vervaardigen van voorgeïmpregneerde glas-harsproducten die bestemd zijn voor het vervaardigen van samengestelde voorwerpen. NL194920C (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR9300069A FR2700171B1 (fr)	1993-01-07	1993-01-07	Procédé de préparation de préimprégnés verre-résine destinés à la fabrication de pièces composites.
FR9300069		1993-01-07

Publications (3)

Publication Number	Publication Date
NL9400018A NL9400018A (nl)	1994-08-01
NL194920B NL194920B (nl)	2003-03-03
NL194920C true NL194920C (nl)	2003-07-04

Family

ID=9442858

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL9400018A NL194920C (nl)	1993-01-07	1994-01-06	Werkwijze voor het vervaardigen van voorgeïmpregneerde glas-harsproducten die bestemd zijn voor het vervaardigen van samengestelde voorwerpen.

Country Status (4)

Country	Link
BE (1)	BE1006553A3 (fr)
FR (1)	FR2700171B1 (fr)
GB (1)	GB2274120B (fr)
NL (1)	NL194920C (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2713625B1 (fr) *	1993-12-09	1996-02-23	Vetrotex France Sa	Procédé de production de fils de verre ensimés et produits résultants.
FR2727972B1 (fr) *	1994-12-13	1997-01-31	Vetrotex France Sa	Composition d'ensimage pour fils de verre, procede utilisant cette composition et produits resultants
US20050256219A1 (en) *	2002-03-11	2005-11-17	Hideaki Takase	Photocurable resin composition and optical component

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1508951A (en) *	1976-02-19	1978-04-26	Ciba Geigy Ag	Epoxide resin based prepregs
US4092443A (en) *	1976-02-19	1978-05-30	Ciba-Geigy Corporation	Method for making reinforced composites
SE411613B (sv) *	1976-03-16	1980-01-21	Ehrnford Lars Edgar Martin	Forstyvnings- och forsterkningselement och/eller retentionselement
US4156035A (en) *	1978-05-09	1979-05-22	W. R. Grace & Co.	Photocurable epoxy-acrylate compositions
US4227978A (en) *	1979-06-27	1980-10-14	Minnesota Mining And Manufacturing Company	Photohardenable composition
US4892764A (en) *	1985-11-26	1990-01-09	Loctite Corporation	Fiber/resin composites, and method of making the same
US4657779A (en) *	1986-03-19	1987-04-14	Desoto, Inc.	Shrinkage-resistant ultraviolet-curing coatings
ES2056284T3 (es) *	1989-04-19	1994-10-01	Nat Starch Chem Invest	Composicion obturadora/adhesiva y procedimiento de aplicacion de la misma.
JPH05505352A (ja) *	1990-01-11	1993-08-12	クック・コンポジッツ・アンド・ポリマーズ・カンパニー	光硬化バインダーを用いる繊維強化成形プラスチック製品及びそのプレフォームの製造法

1993
- 1993-01-07 FR FR9300069A patent/FR2700171B1/fr not_active Expired - Fee Related
1994
- 1994-01-05 BE BE9400004A patent/BE1006553A3/fr not_active IP Right Cessation
- 1994-01-06 NL NL9400018A patent/NL194920C/nl not_active IP Right Cessation
- 1994-01-06 GB GB9400168A patent/GB2274120B/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
BE1006553A3 (fr)	1994-10-11
GB2274120B (en)	1996-09-11
GB9400168D0 (en)	1994-03-02
GB2274120A (en)	1994-07-13
FR2700171B1 (fr)	1995-02-24
FR2700171A1 (fr)	1994-07-08
NL9400018A (nl)	1994-08-01
NL194920B (nl)	2003-03-03

Legal Events

Date	Code	Title	Description
1994-08-01	A1B	A search report has been drawn up
1995-10-02	BV	The patent application has lapsed
1996-05-01	BA	A request for search or an international-type search has been filed
1996-07-01	BB	A search report has been drawn up
1996-12-02	BC	A request for examination has been filed
2005-10-03	V1	Lapsed because of non-payment of the annual fee	Effective date: 20050801

Publication	Publication Date	Title
EP0945475A1 (fr)	1999-09-29	Nouveau procede de polymerisation de resines facilitant la polymerisation par radiation actinique de resines contenant des blindages contre les radiations actiniques, compositions destinees a ce procede, moulages et procede de moulage
US4892764A (en)	1990-01-09	Fiber/resin composites, and method of making the same
US4125644A (en)	1978-11-14	Radiation cured coatings for fiber optics
JPS6219455B2 (fr)	1987-04-28
US4997717A (en)	1991-03-05	Photocurable abrasives
KR100205504B1 (ko)	1999-07-01	예비성형체의 제조 방법
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JPH0261973B2 (fr)	1990-12-21
JPH08511569A (ja)	1996-12-03	安定化された硬化性接着剤
US5882792A (en)	1999-03-16	Sizing composition for glass threads, process using this composition and resulting products
US9486940B2 (en)	2016-11-08	Radiation curable resin systems for composite materials and methods for use thereof
US5739214A (en)	1998-04-14	Radiation-curable coating of unsaturated prepolymer, epoxy and ketone resin
NL194920C (nl)	2003-07-04	Werkwijze voor het vervaardigen van voorgeïmpregneerde glas-harsproducten die bestemd zijn voor het vervaardigen van samengestelde voorwerpen.
JPWO2007013544A1 (ja)	2009-02-12	Ｒｔｍ成形方法
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NL8403179A (nl)	1986-05-16	Werkwijze voor de vervaardiging van een optische vezel voorzien van een kunststofbedekking en optische vezel met kunststofbedekking vervaardigd volgens de werkwijze.
JPS6242772A (ja)	1987-02-24	被覆強化エポキシドまたはフエノ−ル成形品の製造方法
JP2007501312A (ja)	2007-01-25	コマンド−キュア接着剤
US4147253A (en)	1979-04-03	Supply package for wet-impregnated multifilament roving
JPS6335657B2 (fr)	1988-07-15
JP3944217B2 (ja)	2007-07-11	重合開始剤、及びこれを用いた樹脂硬化物の製造方法
JP3126442B2 (ja)	2001-01-22	繊維強化樹脂製細線状物の製造方法
JPS5917656B2 (ja)	1984-04-23	模様形成法
JP3115023B2 (ja)	2000-12-04	繊維強化樹脂成形品の製造方法
JP2000211037A (ja)	2000-08-02	エネルギ―線照射型連続成形装置および繊維強化プラスチック管状成形体