Imide Monomer Patents (Class 526/262)
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Patent number: 5247037Abstract: Copolymers of a mono(cyclobutarene) comonomer and a polymaleimide comonomer are described. These copolymers have higher thermal stability and lower water absorption than polymaleimide homopolymers. They are useful in applications such as electronics, membranes, composities, coatings, and adhesives. Examples of such copolymers are those formed from the comonomers 1,1'-(methylenedi-4,1-phenylene)bismaleimide, and 3-(1-(4-methylphenyl)ethenyl)-bicyclo(4.2.0)octa-1,3,5-triene or 3-(2-(4-methylphenyl)ethenyl)-bicyclo(4.2.0)octa-1,3,5-triene.Type: GrantFiled: September 30, 1991Date of Patent: September 21, 1993Assignee: The Dow Chemical CompanyInventors: Robert A. Kirchhoff, Lana S. Spencer, Kenneth J. Bruza
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Patent number: 5240981Abstract: The present invention relates to a polyimide resin composition and products, especially storage stable polyimide pre-pregs, manufactured therefrom with improved processing properties comprising (A) the reaction product of a polyimide, an alkenylphenol or an alkenylphenol ether, and tribromophenyl-maleimide, (B) an ionic or free-radical polymerization catalyst and (C) phenothiazine derivatives.Type: GrantFiled: June 3, 1991Date of Patent: August 31, 1993Assignee: Ciba-Geigy CorporationInventors: Benjamin G. Chin, Roger Tietze
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Patent number: 5238972Abstract: A foamed plastic is provided which is excellent in heat resistance and mechanical strength. The foamed plastic is produced by foaming a resin which comprises an N-alkyl-substituted maleimide unit in an amount of 30 to 98 mol % and an olefin unit in an amount of 70 to 2 mol % of the entire polymer, and has a weight-average molecular weight of from 1.times.10.sup.3 to 5.times.10.sup.6 in terms of polystrene.Type: GrantFiled: September 29, 1992Date of Patent: August 24, 1993Assignee: Tosoh CorporationInventor: Toru Doi
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Patent number: 5237043Abstract: A composition comprising a 1,2-dialkylidenecyclobutane such as 1,2-dimethylenecyclobutane, a bisbenzocyclobutene and a polyimide such as a bismaleimide can be thermally cured to a tough copolymer having a high glass transition temperature.Type: GrantFiled: May 28, 1992Date of Patent: August 17, 1993Assignee: Shell Oil CompanyInventor: Larry S. Corley
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Patent number: 5237017Abstract: Copolymerization is started by reacts in and acrylamide represented by the general formula ##STR1## wherein R.sub.1 represents a hydrogen atom or a methyl group and R.sub.2 represents a hydrogen atom, an alkyl group, an aryl group or an aralkyl group, with an amount of methyl methacrylate in pure methanol or methanol containing Water in an amount of not more than 30% by weight based on the total weight of methanol and water, and, an additional amount of the methyl methacrylate is added at periods during proceeding of the polymerization. The obtained copolymer is heated at 80.degree. to 150.degree. C. in the same solvent and in the presence of an alkaline catalyst, to an imidized acrylic resin containing glutarimide groups.The imidized acrylic resins obtained by the process of the present invention have excellent thermal stability, transparency and color shade, and contain little acid or acid anhydride.Type: GrantFiled: December 27, 1990Date of Patent: August 17, 1993Assignee: Kuraray Co., Ltd.Inventors: Kazuhiko Akiyama, Yoshihiro Itagaki, Yoshifumi Murata
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Patent number: 5233002Abstract: A composition comprising a 1,2-dialkylidenecyclobutane such as 1,2-dimethylenecyclobutane, a triene such as myrcene and a polyimide such as a bismaleimide can be thermally cured to a tough copolymer having a high glass transition temperature.Type: GrantFiled: May 28, 1992Date of Patent: August 3, 1993Assignee: Shell Oil CompanyInventor: Larry S. Corley
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Patent number: 5233001Abstract: A composition comprising a 1,2-dialkylidenecyclobutane such as 1,2-dimethylenecyclobutane, a diallyl compound and a polyimide such as a bismaleimide can be thermally cured to a tough copolymer having a high glass transition temperature.Type: GrantFiled: May 28, 1992Date of Patent: August 3, 1993Assignee: Shell Oil CompanyInventors: Larry S. Corley, Kent M. Hutton, Jr.
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Patent number: 5230666Abstract: A prepolymer of the formula ##STR1## where LG is a linking group, and copolymers thereof; polymers prepared therefrom, and a reaction injection molding process employing the same.Type: GrantFiled: November 24, 1992Date of Patent: July 27, 1993Assignee: Dayco Products, Inc.Inventor: Charles M. Lewis
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Patent number: 5229465Abstract: Oxygen-permeable polymeric membranes, intended for use in processes for producing oxygen- or nitrogen-enriched air for industrial, medical, and other applications, are characterized by a complex which comprises (a) a copolymer of a vinyl aromatic amine and either (i) a fluoroalkyl acrylate or (ii) a fluoroalkyl methacrylate, and (b) a ligand taken from the group consisting of (1) porphyrins, (2) Schiff bases, (3) cyclidenes, and (4) amine-like macrocycles, and (c) a transition metal (II) ion.Type: GrantFiled: June 28, 1991Date of Patent: July 20, 1993Assignee: Praxair Technology, Inc.Inventors: Eishun Tsuchida, Hiroyuki Nishide, Hiroyoshi Kawakami
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Patent number: 5221723Abstract: Thermally stable bisimido polymers, devoid of diamine component and well adapted for the production of laminates, are prepared by copolymerizing (a) an N,N'-bismaleimide with (b) an acrylate comonomer, e.g., a novolak epoxy (meth)acrylate, in the presence of a catalytically effective amount of (c) an imidazole compound, and, optionally, (d) a chlorinated or brominated epoxy resin, or admixture thereof with a non-chlorinated or non-brominated epoxy resin.Type: GrantFiled: April 6, 1992Date of Patent: June 22, 1993Assignee: Ciba-Geigy CorporationInventor: Rene Arpin
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Patent number: 5221717Abstract: A process for the preparation of a (co)polymer containing at least one unit derived from a citraconimide by curing curable composition comprising at least one substituted or unsubstituted citraconimide and a sufficient amount of an anionic curing catalyst to convert at least 10% of the citraconic alkyl groups on the citraconimide units to alkylene bridges; at a temperature above the melting point of the citraconimide unit and the product of that curing process, are disclosed. The invention also relates to the cured oligomers and articles of manufacture embodying them. These novel, cured oligomers are thermoplastic and offer several advantageous properties.Type: GrantFiled: January 16, 1992Date of Patent: June 22, 1993Assignee: Akzo N.V.Inventors: Peter Hope, Auke G. Talma, Andreas P. van Swieten
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Patent number: 5219966Abstract: Polymerization of N-methyl norbornene dicarboximide yields polymers of high Tg, e.g. greater than 200.degree. C. Preferred polymers of exo N-methyl norbornene dicarboximide have number average molecular weight of at least 8,000.Type: GrantFiled: May 28, 1991Date of Patent: June 15, 1993Assignee: Monsanto CompanyInventor: Jawed Asrar
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Patent number: 5218068Abstract: Intrinsically low birefringent molding polymers having a molten stress optic coefficient that is greater than or equal to -1000 Brewsters and less than or equal to +1000 Brewsters, a glass transition temperature of at least 140.degree. C., and a water absorption (A.sub.H.sbsb.2.sub.O) according to ASTM D570-81 after 24 hours immersion in water at 23.degree. C. of less than 0.25 percent comprising in polymerized form at least one structural component providing a positive melt homopolymer stress optic coefficient and at least one other structural component providing a negative melt homopolymer stress optic coefficient.Type: GrantFiled: May 26, 1992Date of Patent: June 8, 1993Assignee: The Dow Chemical CompanyInventors: Brian R. Maurer, Mitchell G. Dibbs
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Patent number: 5218069Abstract: The novel imidated copolymer of indene or the polymerizable component of naphtha oil and maleimide and, if necessary, maleic anhydride is useful as a resin improver and a compatibilizing agent for the purpose of improving heat resistance and mechanical properties.Another novel imidated copolymer prepared by applying copolymerization of other polymerizable component to the polymerization process is useful as a resin improver and a compatibilizing agent in which, in addition to the above characteristic properties, melting temperature can be designed to a given level.Type: GrantFiled: November 7, 1991Date of Patent: June 8, 1993Assignee: Kawasaki Steel CorporationInventors: Norihide Enomoto, Kenji Yoshino, Yoshihiro Naruse, Seiji Yamamoto
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Patent number: 5216117Abstract: The solvent-resistance and thermal stability of polyamideimides of the general formulae: ##STR1## is improved by capping the amideimides with a crosslinking functionality (Y) containing a residue selected from the group of: ##STR2## wherein R.sub.1 =lower alkyl, lower alkoxy, aryl, aryloxy, substituted alkyl, substituted aryl (either including hydroxyl or halo-substituents), halogen, or mixtures thereof;j= 0, 1, or 2;G=--CH.sub.2 --, --O--, --S--, --SO.sub.2 --, --SO--, --CO--, --CHR--, or --CR.sub.2 --;R=hydrogen, lower alkyl, or phenyl;T=methallyl or allyl;Me=methyl;R.sub.2 =a trivalent organic radical; andR.sub.3 =a divalent organic radical.The amideimide oligomers may be linear or multidimensional, and can be processed into blends, prepregs, or composites. Methods of making these amideimides and intermediates useful in the syntheses are also described.Type: GrantFiled: January 13, 1992Date of Patent: June 1, 1993Assignee: The Boeing CompanyInventors: Clyde H. Sheppard, Hyman R. Lubowitz
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Patent number: 5212268Abstract: The present invention is directed to a reactive diluent comprising a backbone portion and a pendant group portion. The backbone portion comprises at least two polymerizable sites, and the pendant group portion comprising a functional group having the following formula: ##STR1## wherein Z is an ethylenically unsaturated hydrocarbyl or substituted hydrocarbyl group containing from 2 to about 12 carbon atoms and wherein said pendant group is capable of a (2+2) cyclo-addition with another like pendant group of the above formula. The chain extending reaction site is preferably used in a polymerization reaction to provide a polymeric material, and the cross-linking reactive site is preferably used to create cross-linking as needed or desired.Type: GrantFiled: October 23, 1992Date of Patent: May 18, 1993Assignee: The B. F. Goodrich CompanyInventors: Carl J. Long, II, William F. Masler, III, William R. Wilbur, Gary L. Julian, Julius Farkas
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Patent number: 5212270Abstract: This invention relates to a composition prepared by reacting, in the presence of a redox initiator and a mineral acid,(a) at least one hydroxyl-containing imide, amide or mixtures thereof of a hydrocarbyl substituted carboxylic acid or anhydride having a hydrocarbyl group containing from about 8 to about 150 carbon atoms and a hydroxy amine; with(b) at least one sulfo compound represented by the following formula: ##STR1## wherein each R.sub.1 is independently hydrogen or a hydrocarbyl group; a is zero or one;Q is a hydrocarbylene group or --C(X)N(R.sub.2)Q'--;R.sub.2 is hydrogen or a hydrocarbyl group;X is sulfur or oxygen;Q' is a hydrocarbylene group; andZ is --S(O)OH, or --S(O).sub.2 OH or an ester, a metal salt or an ammonium salt of the sulfo compound.The invention also relates to polymer fabrics treated with the compositions of the present invention. The treated polymer fabrics have improved wicking/wetting characteristics.Type: GrantFiled: September 17, 1991Date of Patent: May 18, 1993Assignee: The Lubrizol CorporationInventor: Kasturi Lal
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Patent number: 5208307Abstract: An optical material, comprising a resin composed of a polymer constituted of 10 of 95 mol %, based on the polymer, of a first structural unit represented by the formula (I) and 90 to 5 mol %, based on the polymer, of a second structural unit represented by the formula (II), and having a weight-average molecular weight of from 1.times.10.sup.3 to 5.times.10.sup.6 in polystyrene equivalent: ##STR1## The optical material has a Tg value not less than 120.degree. C., a light transmittance value not less than 85%, and a pencil hardness not lower than H.Type: GrantFiled: August 19, 1991Date of Patent: May 4, 1993Assignee: Tosoh CorporationInventors: Toru Doi, Tomohiro Ishikawa
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Patent number: 5208306Abstract: Compounds containing at least one alkenyl group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then alkenylating the resulting phenolic functional maleimide.Type: GrantFiled: August 7, 1992Date of Patent: May 4, 1993Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 5206321Abstract: Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.Type: GrantFiled: October 3, 1991Date of Patent: April 27, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5200497Abstract: A process and polyimide product formed by the reaction of a bismaleimide with a bis(amidediene) wherein the bis(amidediene) is formed by reacting an excess of an acid chloride with 1,4-N,N'-diisoprenyl-2,3,5,6-tetramethyl benzene.Type: GrantFiled: August 16, 1990Date of Patent: April 6, 1993Assignee: The United States of America as represented by the Adminstrator, National Aeronautics and Space AdministrationInventors: Joseph G. Smith, Jr., Raphael M. Ottenbrite
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Patent number: 5200529Abstract: A new monomer is used to prepare homo or copolymers containing blocked imide groups which are characterized by deblocking in two stages, first when acid catalyzed and thereafter in aqueous alkaline solutions. Such polymers are, therefore, especially useful in formulating positive photoresist compositions. The polymers are combined with a latent photoacid, which when exposed to actinic radiation removes the acid sensitive blocking moiety, preferably an acetal or ketal group, leaving a methylol group or substituted methylol group remaining attached to the nitrogen atom, which groups are subsequently removed by exposure to aqueous alkaline developing solutions, leaving only imide groups. ##STR1## The new monomer is a derivative of maleimide in which the imide hydrogen has been replaced with a methylol group, which is subsequently reacted to form an acetal or ketal. Preferred monomers include N-(2,4-dioxa-3,3-dimethylpentyl)-2H,5H-2,5-dioxopyrrole and related compounds.Type: GrantFiled: October 25, 1991Date of Patent: April 6, 1993Assignee: Hoechst Celanese CorporationInventors: Christopher E. Osuch, Michael J. McFarland
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Patent number: 5200462Abstract: Water-insoluble, noncrosslinking, nonporous copolymers are provided which have recurring units derived from:(a) from 0 to about 99.9 mole percent of one or more ethylenically unsaturated polymerizable oleophillic monomers which provide hydrophobicity to said copolymer, provided that none of said monomers are crosslinking monomers,(b) from about 0.1 to 100 mole percent of one or more ethylenically unsaturated polymerizable monomers having a succinimidoxycarbonyl group, and(c) from 0 to about 10 mole percent of one or more ionic or polar hydrophilic ethylenically unsaturated polymerizable monomers. These copolymers have a variety of uses, including diagnostic assays.Type: GrantFiled: January 25, 1991Date of Patent: April 6, 1993Assignee: Eastman Kodak CompanyInventors: Richard C. Sutton, Ignazio S. Ponticello, Susan J. Danielson, Marsha D. B. Oenick
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Patent number: 5198515Abstract: Curable bisimide compositions containing at least one biscitraconimide having general formula (I), wherein D is a divalent group, R is CH.sub.2 --R.sub.1, and R.sub.1 is independently selected from hydrogen and alkyl groups having 1-18 carbon atoms; at least one olefinically unsaturated material, and 0-15 mole percent, based on biscitraconimide of formula (I), of a cocurable material selected from the group consisting of bismaleimides, citraconic maleimides and itaconic maleimides, wherein the mole ratio of biscitraconimide of formula (I), to olefinically unsaturated materials is from 0.12 to 4.0; are disclosed. Also disclosed are copolymeric compositions of biscitraconimides and olefinically unsaturated materials, processes for making these copolymers and articles of manufacture embodying these copolymers. These copolymers exhibit improved thermostability, high glass transition temperature, are solvent resistant and are void-free.Type: GrantFiled: January 30, 1992Date of Patent: March 30, 1993Assignee: Akzo N.V.Inventors: Andreas P. van Swieten, Auke G. Talma, Peter Hope
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Patent number: 5198551Abstract: The present invention provides (1) curable polyamide monomers represented by the formula: R.sup.1 -A.sup.1 -B.sup.1 -A.sup.2 -B.sup.2 -A.sup.3 -R.sup.2 where R.sup.1 and R.sup.2 are radicals selected from the group consisting of maleimide, substituted maleimide, nadimide, substituted nadimide, ethynyl, and (C(R.sup.3).sub.2).sub.2 where R.sup.3 is hydrogen with the proviso that the two carbon atoms of (C(R.sup.3).sub.2).sub.2 are bound on the aromatic ring of A.sup.1 or A.sup.3 to adjacent carbon atoms, A.sup.1 and A.sup.3 are 1,4-phenylene and the same where said group contains one or more substituents selected from the group consisting of halo, e.g., fluoro, chloro, bromo, or iodo, nitro, lower alkyl, e.g., methyl, ethyl, and propyl, lower alkoxy, e.g., methoxy, ethoxy, or propoxy, and fluoroalkyl or fluoroalkoxy, e.g., trifluoromethyl, pentafluoroethyl and the like, A.sup.Type: GrantFiled: June 7, 1991Date of Patent: March 30, 1993Assignee: The United States of America as represented by the United States Department of EnergyInventors: Brian C. Benicewicz, Andrea E. Hoyt
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Patent number: 5198516Abstract: Novel thermally stable bisimido/allylaniline polymers and prepolymers, well adopted for the production of prepregs and reinforced and impregnated composite shaped articles, comprise the copolymerizates of (a) at least one N,N'-bisimide, with (b) at least one hindered p-allylaniline, optionally in the presence of (c) an organic peroxide, azobisisobutyronitrile or an imidazole, (d) a vinylpyridine, N-vinylpyrrolidone, allyl isocyanurate, vinyltetrahydrofuran, or mixture thereof, (e) at least one diprimary diamine, and/or (f) an unhalogenated or chlorinated/brominated epoxy resin or N,N'-alkylenebistetrahalophthalimide, or particular (meth)acrylate or alkenylphenol.Type: GrantFiled: July 16, 1991Date of Patent: March 30, 1993Assignee: Ciba-Geigy CorporationInventors: Yves Camberlin, Rene Dien, Philippe Michaud
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Patent number: 5194545Abstract: Bismaleimides of the formula I ##STR1## wherein R denotes a radical of the formula II ##STR2## and polyimides which can be prepared from these bismaleimides, if appropriate with the addition of an aromatic diamine. The polyimides are optionally reinforced with fibers.Type: GrantFiled: November 6, 1991Date of Patent: March 16, 1993Assignee: Petrochemie Danubia Gesellschaft m.b.H.Inventors: Heinz Horacek, Gerd Greber
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Patent number: 5194567Abstract: A prepolymer of the formula ##STR1## where LG is a linking group, and copolymers thereof; polymers prepared therefrom, and a reaction injection molding process employing the same.Type: GrantFiled: April 8, 1991Date of Patent: March 16, 1993Assignee: Dayco Products, Inc.Inventor: Charles M. Lewis
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Patent number: 5191046Abstract: A transparent heat-resistant styrene-base copolymer comprising specific amounts of units derived respectively from (a) a styrene-type monomer, (b) a (meth)acrylonitrile monomer and/or (meth)acrylic ester type monomer and (c) a phenylmaleimide monomer, in which the weight ratio (b)/(c) and the ratio of the weight average molecular weight to the number average molecular weight fall within their respective specific ranges and the amount of the phenylmaleimide-type monomer still remaining in the copolymer is below a certain specific concentration.Type: GrantFiled: March 1, 1991Date of Patent: March 2, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Mune Iwamoto, Norifumi Ito, Tetsuyuki Matsubara, Toshihiko Ando
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Patent number: 5189129Abstract: Thermally stable, glassy polymeric materials were prepared from maleimideacetylene terminated monomeric materials by several methods. The monomers were heated to self-polymerize. The A-B structure of the monomer allowed it to polymerize with either bismaleimide monomers/oligomers or bis-acetylene monomers/oligomers. Copolymerization can also take place by mixing bismaleimide and bisacetylene monomers/oligomers with the maleimide-acetylene terminated monomers to yield homogenous glassy polymers.Type: GrantFiled: December 3, 1991Date of Patent: February 23, 1993Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Margaret K. Gerber, Terry L. St. Clair
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Patent number: 5189128Abstract: The advanced polymaleimide reaction product and solutions thereof resulting from the reaction of polymaleimides with alkenylphenols or alkenyl phenol ethers in the presence of specified molar amounts of an amine catalyst at elevated temperatures, the desired degree of resin advancement being reflected in solution stability and melt viscosity values.Type: GrantFiled: December 9, 1991Date of Patent: February 23, 1993Assignee: Ciba-Geigy CorporationInventors: Taishih Maw, Gina Kritchevsky, Frank Cheng
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Patent number: 5189127Abstract: The compound N-(3-ethynylphenyl)maleimide (NEPMI) was used to prepare thermally stable, glassy polyimides which did not exhibit glass transition temperatures below 500.degree. C. NEPMI was blended with the maleimide of methylene dianiline (BMI) and heated to form the polyimide. NEPMI was also mixed with Thermid 600.RTM., a commercially available bisethynyl oligomeric material, and heated to form a thermally stable, glassy polyimide. Lastly, NEPMI was blended with both BMI and Thermid 600.RTM. to form thermally stable, glassy polyimides.Type: GrantFiled: December 3, 1991Date of Patent: February 23, 1993Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Margaret K. Gerber, Terry L. St. Clair
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Patent number: 5185418Abstract: A hydrolyzable silyl group-containing azo compound is represented by the following general formula (I): ##STR1## wherein A represents a group originating from an azo compound having one or more active hydrogen groups;R.sup.1 represents a monovalent organic group;R.sup.2 represents a divalent organic group;X represents a hydrolyzable group;Y represents --O--, --S--, ##STR2## m is an integer of 1 to 3; and n is an integer of 1 or 2;and process for producing the same is disclosed. The hydrolyzable silyl group-containing azo compound is used to prepare a hydrolyzable silyl group-containing vinyl polymer produced by polymerizing vinyl monomer as a radical polymerization initiator.Type: GrantFiled: April 3, 1992Date of Patent: February 9, 1993Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Hisao Furukawa, Katsuhiko Isayama, Yasushi Kato
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Patent number: 5183869Abstract: Compositions comprisingA) compounds of formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are identical or different and each is hydrogen or methyl, and X is a divalent organic radical comprising from 2 to 60 carbon atoms, andB) compounds of formula II ##STR2## wherein R.sub.5 and R.sub.6 are identical or different and each, independently of the other, is C.sub.1 -C.sub.8 alkyl, and Y is hydrogen or an allyl radical, are distinguished by a favorable processing behaviour and high glass transition temperatures.Type: GrantFiled: May 14, 1991Date of Patent: February 2, 1993Assignee: Ciba-Geigy CorporationInventors: Andreas Kramer, Rudolf Brunner, Abdul-Cader Zahir
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Patent number: 5182351Abstract: A thermosetting resin composition comprising a maleimide having at least one N-substituted maleimide group in the molecule thereof and a silicon compound having conjugated double bonds is easily workable and yields cured products having improved heat resistance.Type: GrantFiled: September 11, 1990Date of Patent: January 26, 1993Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Toshio Shiobara, Hisashi Shimizu
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Patent number: 5179188Abstract: Fluorinated polyether compositions having reactive end gorups, such as ##STR1## can be crosslinked to produce cured films useful as dielectrics for microelectronic applications. Other reactive end groups such as allyl, benzocyclobutyl, N-phenylmaleimido, alkynylphenyyl, styryl, allylphenyl, cyanophenyl, and triazenophenyl are also suitable.Type: GrantFiled: April 22, 1991Date of Patent: January 12, 1993Assignee: Raychem CorporationInventors: Frank W. Mercer, Timothy D. Goodman, Aldrich N. K. Lau, Lanchi P. Vo
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Patent number: 5175224Abstract: A diamine or bismaleimide of the general formula I ##STR1## in which R.sub.1 and R.sub.2 denote an H atom or together denote the group --OC--CH.dbd.CH--CO--, Y.sub.1 and Y.sub.2 independently of one another deonte O or S and Het denotes a thiazole, a thiadiazole or a 1-methyltriazole ring. The diamines and bismaleimides are used for the preparation of polyimides which are if appropriate reinforced with fibers and if appropriate incompletely hardened.Type: GrantFiled: August 22, 1990Date of Patent: December 29, 1992Assignee: Petrochemie Danubia Gesellschaft m.b.H.Inventor: Heinz Horacek
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Patent number: 5173545Abstract: A resin composition for composites which comprises as essential components(A) a three-bismaleimide mixture of N,N'-diphenylmethanebismaleimide, N,N'-tolylenebismaleimide, and N,N'-trimethylhexamethylenebismaleimide and(B) an allyl etherified substituted phenol novolak resin and/or allyl phenyl ether compound represented by the following general formula (I): ##STR1## wherein, X denotes a direct bond or the divalent radical --CH.sub.2 --, ##STR2## --O--, --S--, --SO.sub.2 --, ##STR3## or ##STR4## and R.sub.1 through R.sub.4 are the same or different in a molecule and denote each --CH.sub.3, --C.sub.2 H.sub.5, --CH(CH.sub.3).sub.2, --nC.sub.3 H.sub.7, --nC.sub.4 H.sub.9, --C(CH.sub.3).sub.3, ##STR5## --CH.sub.2 CH(CH.sub.3).sub.2, or --Br.Type: GrantFiled: July 18, 1989Date of Patent: December 22, 1992Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Shigetsugu Hayashi, Hisashi Tada, Takashi Murata
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Patent number: 5171806Abstract: A composition for an optical material, which comprises an N-phenylmaleimide, a di(meth)allyl diphenate and a bisphenol ester.The N-phenylmaleimide, the di(meth)allyl diphenate and the bisphenol ester are contained in amounts of 1 to 50% by weight, 5 to 50% by weight and 1 to 30% by weight, based on the total weight of these components, respectively, The composition affords a three-dimensionally crosslinked resin by radical polymerization. The resin is useful for an optical material.Type: GrantFiled: July 12, 1991Date of Patent: December 15, 1992Assignee: Nippon Sheet Glass Co., Ltd.Inventors: Hisayuki Kayanoki, Koichi Maeda, Akio Takigawa
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Patent number: 5167674Abstract: An improved superabrasive composition for grinding applications comprising a superabrasive material, a bismaleimide-triazine addition copolymer resin which as a cured polymer exhibits (i) a glass transition temperature (Tg) of at least about 280.degree. C. and (ii) a long term thermal resistance of at least about 180.degree. C., a free radical generating initiator, and preferably a catalyst, is disclosed. The superabrasive abrasive composition is particularly useful as a cutting edge in a high performance cutting wheel.Type: GrantFiled: April 13, 1992Date of Patent: December 1, 1992Assignee: Norton CompanyInventor: Prasad V. Ika
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Patent number: 5166290Abstract: A resin composition for composites which comprises as essential components(A) a three-bismaleimide mixture of N,N'-diphenyl-methanebismaleimide, N,N'-tolylenebismaleimide, and N,N'-trimethylhexamethylenebismaleimide and(B) an allyl etherified substituted phenol novolak resin and/or allyl phenyl ether compound represented by the following general formula (I): ##STR1## wherein, X denotes a direct bond or the divalent radical ##STR2## and R.sub.1 through R.sub.4 are the same or different in a molecule and denote each --CH.sub.3, --C.sub.2 H.sub.5, --CH(CH.sub.3).sub.2, --nC.sub.3 H.sub.7, --nC.sub.4 H.sub.9, --C(CH.sub.3).sub.3, ##STR3## --CH.sub.2 CH(CH.sub.3).sub.2, or --Br.Type: GrantFiled: April 13, 1992Date of Patent: November 24, 1992Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Shigetsugu Hayashi, Hisashi Tada, Takashi Murata
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Patent number: 5165977Abstract: An adhesive patch for a composite structure, an adhesive for that patch and a method for forming the adhesive patch for the composite structure are described. The adhesive includes three uncured components of a bismaleimide polymeric mixture. Two of these components are liquid. The liquids include a liquid vinyl-terminated rubber monomer and a liquid bis(alkenylaromatic)aryl or bis(alkenylaromatic)alkyl monomer. The further component is a solid bismaleimide monomer that is intimately mixed and suspended in the liquid bis(alkenylaromatic)aryl or bis(alkenylaromatic)alkyl monomer and liquid vinyl-terminated rubber.Type: GrantFiled: August 2, 1990Date of Patent: November 24, 1992Assignee: Northrop CorporationInventors: Paul J. Dynes, Laura A. Hunter
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Patent number: 5164451Abstract: The maleimide copolymer of the invention is of the class of N-substituted maleimide copolymer such as N-alkyl or N-aromatic maleimide copolymer having peroxy bonds in a molecule, utilizable as a precursor for preparing a maleimide block copolymer and as a modifier for other resins. The maleimide block copolymer, which is useful as a molding material or a thermal resistance improver, is obtained by polymerizing maleimide monomers in the presence of a polymeric peroxide followed by polymerizing vinyl monomers.Type: GrantFiled: June 2, 1992Date of Patent: November 17, 1992Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Kenji Kato, Kazunori Doiuchi, Yasumi Koinuma, Yukinori Haruta, Kazuyoshi Aoshima
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Patent number: 5160642Abstract: A clayish formation, such as encountered in rock surrounding an oil well bore, is stabilized with a quaternary ammonium salt of an imide of polymaleic anhydride. The invention is particularly relevant to hydraulic fracturing fluids used for enhanced oil recovery.Type: GrantFiled: May 25, 1990Date of Patent: November 3, 1992Assignee: Petrolite CorporationInventors: John A. Schield, Michael I. Naiman, Gary A. Scherubel
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Patent number: 5159030Abstract: Compounds containing at least one alkenyl group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then alkenylating the resulting phenolic functional maleimide.Type: GrantFiled: March 25, 1991Date of Patent: October 27, 1992Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 5159035Abstract: Ionic copolymers exhibiting uniform, gel-free solution viscosity and a controllable melt viscosity and hot melt tension are prepared by copolymerizing in an oil phase a nonionic monomer such as styrene or an alkylacrylate with an ionic monomer such as zinc dodecyl maleate or didodecyldimethylammonium p-styrene sulfonate.Type: GrantFiled: May 9, 1988Date of Patent: October 27, 1992Assignee: The Dow Chemical CompanyInventor: Syamalarao Evani
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Patent number: 5155190Abstract: An optical resin obtained by polymerizing 97 to 50% by weight of methyl methacrylate, 3 to 30% by weight of an N-substituted maleimide, and 0 to 40% by weight of an unsaturated monomer by suspension polymerization at a pH of 5.5 to 7.5 is excellent in heat resistance and transparency.Type: GrantFiled: May 28, 1991Date of Patent: October 13, 1992Assignee: Hitachi Chemical CompanyInventors: Takaaki Okinaka, Kiyomi Sugawara, Hiromasa Kawai, Fumiaki Kanega
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Patent number: 5153288Abstract: A cladding material for plastic optical fibers is disclosed. The cladding material comprises mainly a copolymer comprising a fluoroalkyl methacrylate and an N-aliphatic maleimide as monomer units. The cladding material has low refractive index and high thermal stability, so that an optical fiber with a large acceptance angle can be obtained.Type: GrantFiled: February 26, 1991Date of Patent: October 6, 1992Assignee: Toray Industries, Inc.Inventors: Tadayo Matsunaga, Heiroku Suganuma, Tadanori Fukuda, Genzaburo Nakamura
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Patent number: 5153274Abstract: Curable thermosetting prepolymerized imide resin compositions are prepared by chemically reacting, at a temperature below 150.degree. C., a liquid mixture of carboxy-terminated polybutadiene/acrylonitrile (CTBN) and a co-reactant comprising at least one N,N'-bisimide of an unsaturated carboxylic acid of formula (I) where B represents a divalent radical containing a carbon-carbon double bond and A represents a divalent radical having at least two carbon atoms to yield a curable thermosetting prepolymerized imide resin composition containing copolymerized CTBN and co-reactant. A resin composition prepared by this method may be cured at a temperature between 100.degree. C. and 350.degree. C. to yield a fully cross-linked polyimide matrix containing a dispersion of phase-separated solid particles of copolymerized CTBN and co-reactant, the matrix having a lapshear strength at 20.degree. C. at least 50% greater than that of a fully cross-linked polyimide cured from the co-reactant alone.Type: GrantFiled: April 17, 1990Date of Patent: October 6, 1992Assignee: The Secretary of State for Defence in Her Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: Anthony J. Kinloch, Stephen J. Shaw
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Patent number: 5147953Abstract: A composition comprising a 1,2-dialkylidenecyclobutane such as 1,2-dimethylenecyclobutane and a polyimide such as a bismaleimide can be thermally cured to a tough copolymer having a high glass transition temperature and low water absorbance.Type: GrantFiled: July 22, 1991Date of Patent: September 15, 1992Assignee: Shell Oil CompanyInventor: Larry Steven Corley