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US4440802A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of prepregs from cellulosic fibers using water-borne resin compositions

Assignee: Novartis Corp
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Filing: 1983-03-28
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Granted: 1984-04-03
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Expires: 2003-03-28
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Abstract

Abstract Heat-curable prepregs are made by impregnating cellulosic fibers with a water-borne composition containing (a) a photopolymerizable resin of specified structure and (b) an epoxide resin, preferably together with a sensitizer for (a) and a heat-hardening agent for (b). Component (a) contains both hydrophobic and hydrophilic units and serves to keep the hydrophobic epoxide resin (b) suspended in the aqueous composition during impregnation, it then solidifying on exposure to actinic radiation. Subsequently the prepregs are heated to cure (b). Component (a) is a di(meth)acrylate containing groups of formula ##STR1## where each R 19 denotes alkyl or each pair of R 19 denotes --CH 2 -- 2 , --C(R 21 R 22 )CO--, --CH 2 CH(CH 3 )--, --CH 2 -- 3 , or --CO-- 2 , R 4 denotes a (cyclo)aliphatic or araliphatic radical, c and d are each zero or 1, R 20 denotes an aliphatic group or, if each d is 1, it may denote ##STR2## R 21 and R 22 each represent --H or alkyl, or, conjointly, a cycloaliphatic ring.

Inventors

  • 👤 Edward Irving

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 20:11
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F20/00; C08F20/02; C08F20/10; C08F20/34; C08F20/36; C08J; C08J5/00; C08J5/24; C08J5/245; G; G03; G03F; G03F7/00; G03F7/004; G03F7/027

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 368 words
A method for the production of prepregs which comprises (1) impregnating cellulosic fibers with a water-borne composition comprising (a) a photopolymerisable resin, and (b) an epoxide resin, and then (2) exposing the impregnated fibers to actinic radiation so that (a) becomes photopolymerised, (a) being of formula ##STR21## where b represents zero or 1, e is an integer of at least 1, each R 14 denotes a hydrogen atom or a methyl group, each R 15 represents the divalent residue of a compound having two glycidyl groups directly attached to an atom or atoms of oxygen, nitrogen, or sulphur, after removal of the said two glycidyl groups, each R 16 represents the divalent residue of a dihydric alcohol, a dihydric phenol, a dicarboxylic acid, or a compound containing two groups selected from amide groups and imide groups, after removal of two terminal hydrogen atoms attached to an atom or atoms of oxygen or nitrogen, each R 17 denotes an alkylene group of 1 to 6 carbon atoms, an alkenylene group of 2 to 10 carbon atoms, an arylene group of 6 to 10 carbon atoms, or a cycloalkylene or cycloalkenylene group of 5 to 8 carbon atoms, each R 18 denotes a divalent aliphatic, cycloaliphatic, or araliphatic group of 2 to 8 carbon atoms, with the proviso that at least 25% of the total of the (e+1) R 15 and e R 16 groups each represent a group of the formula ##STR22## or a group of formula --O(OC).sub.d --R.sup.20 --(CO).sub.d --O-- X wherein R 4 represents a divalent aliphatic, cycloaliphatic, or araliphatic radical of 1 to 8 carbon atoms, each R 19 denotes an alkyl group of 1 to 4 carbon atoms or each pair of R 19 conjointly represents a group of formula ##STR23## c and d are each zero or 1, R 20 represents a straight or branched chain aliphatic group of 2 to 20 atoms or, provided each d is 1, it may alternatively represent a group of formula ##STR24## and R 21 and R 22 either each denote a hydrogen atom or a straight or branched alkyl group of up to 9 carbon atoms or together they denote a tetramethylene, pentamethylene, methylpentamethylene, or hexamethylene group.
Claim 2
Independent Claim 368 words
A method for the production of prepregs which comprises (1) impregnating cellulosic fibers with a water-borne composition comprising (a) a photopolymerisable resin, and (b) an epoxide resin, and then (2) exposing the impregnated fibers to actinic radiation so that (a) becomes photopolymerised, (a) being of formula ##STR21## where b represents zero or 1, e is an integer of at least 1, each R 14 denotes a hydrogen atom or a methyl group, each R 15 represents the divalent residue of a compound having two glycidyl groups directly attached to an atom or atoms of oxygen, nitrogen, or sulphur, after removal of the said two glycidyl groups, each R 16 represents the divalent residue of a dihydric alcohol, a dihydric phenol, a dicarboxylic acid, or a compound containing two groups selected from amide groups and imide groups, after removal of two terminal hydrogen atoms attached to an atom or atoms of oxygen or nitrogen, each R 17 denotes an alkylene group of 1 to 6 carbon atoms, an alkenylene group of 2 to 10 carbon atoms, an arylene group of 6 to 10 carbon atoms, or a cycloalkylene or cycloalkenylene group of 5 to 8 carbon atoms, each R 18 denotes a divalent aliphatic, cycloaliphatic, or araliphatic group of 2 to 8 carbon atoms, with the proviso that at least 25% of the total of the (e+1) R 15 and e R 16 groups each represent a group of the formula ##STR22## or a group of formula --O(OC).sub.d --R.sup.20 --(CO).sub.d --O-- X wherein R 4 represents a divalent aliphatic, cycloaliphatic, or araliphatic radical of 1 to 8 carbon atoms, each R 19 denotes an alkyl group of 1 to 4 carbon atoms or each pair of R 19 conjointly represents a group of formula ##STR23## c and d are each zero or 1, R 20 represents a straight or branched chain aliphatic group of 2 to 20 atoms or, provided each d is 1, it may alternatively represent a group of formula ##STR24## and R 21 and R 22 either each denote a hydrogen atom or a straight or branched alkyl group of up to 9 carbon atoms or together they denote a tetramethylene, pentamethylene, methylpentamethylene, or hexamethylene group.
Claim 3
Dependent Claim 15 words
The method of claim 1, in which e is an integer of 1 to 10.
Claim 4
Dependent Claim 37 words
The method of claim 1, in which R 20 represents an alkylene group, which may be interrupted by one or more carbonyloxy groups or by one or more ether oxygen atoms, of up to 9 carbon atoms.
Claim 5
Dependent Claim 85 words
The method of claim 1, in which at most 75% of the total of the (e+1) R 15 and e R 16 groups represent a group of formula IX or a group of formula X where d is 1, and at least 25% of the R 15 and R 16 groups denote an oxyalkyleneoxy group of 2 to 40 carbon atoms (which may be interrupted in the chain by one or more ether oxygen atoms) or an oxyaryleneoxy group of 6 to 18 carbon atoms.
Claim 6
Dependent Claim 83 words
The method of claim 4, in which the alkylene component of the said oxyalkyleneoxy group comprises a chain of 3 to 6 consecutive carbon atoms or a chain of 4 to 28 carbon atoms which is interrupted by one or more ether oxygen atoms, and the oxyaryleneoxy group is either an oxyphenyleneoxy group or a group of formula ##STR25## where R 23 represents a carbon-carbon bond, an ether oxygen atom, a carbonyl group, a sulphonyl group, a methylene group, or an isopropylidene group.
Claim 7
Dependent Claim 55 words
The method of claim 1, in which each pair of R 19 denotes a group of formula --C(R 21 R 22 )CO--, wherein R 21 is a methyl, ethyl, n-propyl, n-pentyl, neopentyl, sec. amyl, or 2-ethylhexyl group and R 22 is a methyl group, or R 21 and R 22 together denote pentamethylene or hexamethylene.
Claim 8
Dependent Claim 29 words
The method of claim 1, in which (b) is a diglycidyl ether of a polyhydric phenol, an advancement product of such a diglycidyl ether, or a water-soluble N,N-diglycidyl compound.
Claim 9
Dependent Claim 23 words
The method of claim 1, in which the cellulosic fibers are also impregnated with a heat-curing amount of a heat-curing agent for (b).
Claim 10
Dependent Claim 18 words
The method of claim 1, in which the water-borne composition contains 2 to 30% by weight of water.
Claim 11
Dependent Claim 19 words
A method of making a composite article which comprises heat-curing a prepreg produced by the method of claim 1.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-04-03 1987-10-03 1988-04-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-04-03 1991-10-03 1992-04-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-04-03 1995-10-03 1996-04-03 $7700.00 Window Closed / Lapsed

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