Imide Monomer Patents (Class 526/262)
  • Patent number: 5247037
    Abstract: 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: Grant
    Filed: September 30, 1991
    Date of Patent: September 21, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert A. Kirchhoff, Lana S. Spencer, Kenneth J. Bruza
  • Patent number: 5240981
    Abstract: 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: Grant
    Filed: June 3, 1991
    Date of Patent: August 31, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Benjamin G. Chin, Roger Tietze
  • Patent number: 5238972
    Abstract: 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: Grant
    Filed: September 29, 1992
    Date of Patent: August 24, 1993
    Assignee: Tosoh Corporation
    Inventor: Toru Doi
  • Patent number: 5237043
    Abstract: 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: Grant
    Filed: May 28, 1992
    Date of Patent: August 17, 1993
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5237017
    Abstract: 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: Grant
    Filed: December 27, 1990
    Date of Patent: August 17, 1993
    Assignee: Kuraray Co., Ltd.
    Inventors: Kazuhiko Akiyama, Yoshihiro Itagaki, Yoshifumi Murata
  • Patent number: 5233002
    Abstract: 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: Grant
    Filed: May 28, 1992
    Date of Patent: August 3, 1993
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5233001
    Abstract: 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: Grant
    Filed: May 28, 1992
    Date of Patent: August 3, 1993
    Assignee: Shell Oil Company
    Inventors: Larry S. Corley, Kent M. Hutton, Jr.
  • Patent number: 5230666
    Abstract: 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: Grant
    Filed: November 24, 1992
    Date of Patent: July 27, 1993
    Assignee: Dayco Products, Inc.
    Inventor: Charles M. Lewis
  • Patent number: 5229465
    Abstract: 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: Grant
    Filed: June 28, 1991
    Date of Patent: July 20, 1993
    Assignee: Praxair Technology, Inc.
    Inventors: Eishun Tsuchida, Hiroyuki Nishide, Hiroyoshi Kawakami
  • Patent number: 5221723
    Abstract: 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: Grant
    Filed: April 6, 1992
    Date of Patent: June 22, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Rene Arpin
  • Patent number: 5221717
    Abstract: 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: Grant
    Filed: January 16, 1992
    Date of Patent: June 22, 1993
    Assignee: Akzo N.V.
    Inventors: Peter Hope, Auke G. Talma, Andreas P. van Swieten
  • Patent number: 5219966
    Abstract: 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: Grant
    Filed: May 28, 1991
    Date of Patent: June 15, 1993
    Assignee: Monsanto Company
    Inventor: Jawed Asrar
  • Patent number: 5218068
    Abstract: 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: Grant
    Filed: May 26, 1992
    Date of Patent: June 8, 1993
    Assignee: The Dow Chemical Company
    Inventors: Brian R. Maurer, Mitchell G. Dibbs
  • Patent number: 5218069
    Abstract: 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: Grant
    Filed: November 7, 1991
    Date of Patent: June 8, 1993
    Assignee: Kawasaki Steel Corporation
    Inventors: Norihide Enomoto, Kenji Yoshino, Yoshihiro Naruse, Seiji Yamamoto
  • Patent number: 5216117
    Abstract: 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: Grant
    Filed: January 13, 1992
    Date of Patent: June 1, 1993
    Assignee: The Boeing Company
    Inventors: Clyde H. Sheppard, Hyman R. Lubowitz
  • Patent number: 5212268
    Abstract: 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: Grant
    Filed: October 23, 1992
    Date of Patent: May 18, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: Carl J. Long, II, William F. Masler, III, William R. Wilbur, Gary L. Julian, Julius Farkas
  • Patent number: 5212270
    Abstract: 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: Grant
    Filed: September 17, 1991
    Date of Patent: May 18, 1993
    Assignee: The Lubrizol Corporation
    Inventor: Kasturi Lal
  • Patent number: 5208307
    Abstract: 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: Grant
    Filed: August 19, 1991
    Date of Patent: May 4, 1993
    Assignee: Tosoh Corporation
    Inventors: Toru Doi, Tomohiro Ishikawa
  • Patent number: 5208306
    Abstract: 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: Grant
    Filed: August 7, 1992
    Date of Patent: May 4, 1993
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 5206321
    Abstract: 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: Grant
    Filed: October 3, 1991
    Date of Patent: April 27, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5200497
    Abstract: 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: Grant
    Filed: August 16, 1990
    Date of Patent: April 6, 1993
    Assignee: The United States of America as represented by the Adminstrator, National Aeronautics and Space Administration
    Inventors: Joseph G. Smith, Jr., Raphael M. Ottenbrite
  • Patent number: 5200529
    Abstract: 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: Grant
    Filed: October 25, 1991
    Date of Patent: April 6, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Christopher E. Osuch, Michael J. McFarland
  • Patent number: 5200462
    Abstract: 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: Grant
    Filed: January 25, 1991
    Date of Patent: April 6, 1993
    Assignee: Eastman Kodak Company
    Inventors: Richard C. Sutton, Ignazio S. Ponticello, Susan J. Danielson, Marsha D. B. Oenick
  • Patent number: 5198515
    Abstract: 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: Grant
    Filed: January 30, 1992
    Date of Patent: March 30, 1993
    Assignee: Akzo N.V.
    Inventors: Andreas P. van Swieten, Auke G. Talma, Peter Hope
  • Patent number: 5198551
    Abstract: 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: Grant
    Filed: June 7, 1991
    Date of Patent: March 30, 1993
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Brian C. Benicewicz, Andrea E. Hoyt
  • Patent number: 5198516
    Abstract: 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: Grant
    Filed: July 16, 1991
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Yves Camberlin, Rene Dien, Philippe Michaud
  • Patent number: 5194545
    Abstract: 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: Grant
    Filed: November 6, 1991
    Date of Patent: March 16, 1993
    Assignee: Petrochemie Danubia Gesellschaft m.b.H.
    Inventors: Heinz Horacek, Gerd Greber
  • Patent number: 5194567
    Abstract: 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: Grant
    Filed: April 8, 1991
    Date of Patent: March 16, 1993
    Assignee: Dayco Products, Inc.
    Inventor: Charles M. Lewis
  • Patent number: 5191046
    Abstract: 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: Grant
    Filed: March 1, 1991
    Date of Patent: March 2, 1993
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Mune Iwamoto, Norifumi Ito, Tetsuyuki Matsubara, Toshihiko Ando
  • Patent number: 5189129
    Abstract: 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: Grant
    Filed: December 3, 1991
    Date of Patent: February 23, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Margaret K. Gerber, Terry L. St. Clair
  • Patent number: 5189128
    Abstract: 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: Grant
    Filed: December 9, 1991
    Date of Patent: February 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Taishih Maw, Gina Kritchevsky, Frank Cheng
  • Patent number: 5189127
    Abstract: 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: Grant
    Filed: December 3, 1991
    Date of Patent: February 23, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Margaret K. Gerber, Terry L. St. Clair
  • Patent number: 5185418
    Abstract: 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: Grant
    Filed: April 3, 1992
    Date of Patent: February 9, 1993
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hisao Furukawa, Katsuhiko Isayama, Yasushi Kato
  • Patent number: 5183869
    Abstract: 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: Grant
    Filed: May 14, 1991
    Date of Patent: February 2, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Kramer, Rudolf Brunner, Abdul-Cader Zahir
  • Patent number: 5182351
    Abstract: 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: Grant
    Filed: September 11, 1990
    Date of Patent: January 26, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shiobara, Hisashi Shimizu
  • Patent number: 5179188
    Abstract: 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: Grant
    Filed: April 22, 1991
    Date of Patent: January 12, 1993
    Assignee: Raychem Corporation
    Inventors: Frank W. Mercer, Timothy D. Goodman, Aldrich N. K. Lau, Lanchi P. Vo
  • Patent number: 5175224
    Abstract: 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: Grant
    Filed: August 22, 1990
    Date of Patent: December 29, 1992
    Assignee: Petrochemie Danubia Gesellschaft m.b.H.
    Inventor: Heinz Horacek
  • Patent number: 5173545
    Abstract: 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: Grant
    Filed: July 18, 1989
    Date of Patent: December 22, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Shigetsugu Hayashi, Hisashi Tada, Takashi Murata
  • Patent number: 5171806
    Abstract: 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: Grant
    Filed: July 12, 1991
    Date of Patent: December 15, 1992
    Assignee: Nippon Sheet Glass Co., Ltd.
    Inventors: Hisayuki Kayanoki, Koichi Maeda, Akio Takigawa
  • Patent number: 5167674
    Abstract: 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: Grant
    Filed: April 13, 1992
    Date of Patent: December 1, 1992
    Assignee: Norton Company
    Inventor: Prasad V. Ika
  • Patent number: 5166290
    Abstract: 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: Grant
    Filed: April 13, 1992
    Date of Patent: November 24, 1992
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Shigetsugu Hayashi, Hisashi Tada, Takashi Murata
  • Patent number: 5165977
    Abstract: 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: Grant
    Filed: August 2, 1990
    Date of Patent: November 24, 1992
    Assignee: Northrop Corporation
    Inventors: Paul J. Dynes, Laura A. Hunter
  • Patent number: 5164451
    Abstract: 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: Grant
    Filed: June 2, 1992
    Date of Patent: November 17, 1992
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Kenji Kato, Kazunori Doiuchi, Yasumi Koinuma, Yukinori Haruta, Kazuyoshi Aoshima
  • Patent number: 5160642
    Abstract: 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: Grant
    Filed: May 25, 1990
    Date of Patent: November 3, 1992
    Assignee: Petrolite Corporation
    Inventors: John A. Schield, Michael I. Naiman, Gary A. Scherubel
  • Patent number: 5159030
    Abstract: 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: Grant
    Filed: March 25, 1991
    Date of Patent: October 27, 1992
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 5159035
    Abstract: 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: Grant
    Filed: May 9, 1988
    Date of Patent: October 27, 1992
    Assignee: The Dow Chemical Company
    Inventor: Syamalarao Evani
  • Patent number: 5155190
    Abstract: 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: Grant
    Filed: May 28, 1991
    Date of Patent: October 13, 1992
    Assignee: Hitachi Chemical Company
    Inventors: Takaaki Okinaka, Kiyomi Sugawara, Hiromasa Kawai, Fumiaki Kanega
  • Patent number: 5153288
    Abstract: 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: Grant
    Filed: February 26, 1991
    Date of Patent: October 6, 1992
    Assignee: Toray Industries, Inc.
    Inventors: Tadayo Matsunaga, Heiroku Suganuma, Tadanori Fukuda, Genzaburo Nakamura
  • Patent number: 5153274
    Abstract: 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: Grant
    Filed: April 17, 1990
    Date of Patent: October 6, 1992
    Assignee: The Secretary of State for Defence in Her Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: Anthony J. Kinloch, Stephen J. Shaw
  • Patent number: 5147953
    Abstract: 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: Grant
    Filed: July 22, 1991
    Date of Patent: September 15, 1992
    Assignee: Shell Oil Company
    Inventor: Larry Steven Corley