Phosphorus- Or Sulfur-containing Reactant Patents (Class 528/321)
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Patent number: 4970289Abstract: There is provided the process for producing an imide-based prepolymer having high solvent solubility by reacting an unsaturated bisimide of formula (I): ##STR1## wherein D is a divalent group having a carbon-to-carbon double bond, and A is a divalent group having at least two carbon atoms, with a diamine in the presence of a radical scavenger.Type: GrantFiled: May 8, 1989Date of Patent: November 13, 1990Assignee: Mitsui Petrochemical Industries, Ltd.Inventor: Kojiro Kan
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Patent number: 4968762Abstract: This invention provides thermosetting-resin-forming compositions which are formed of (a) a bismaleimide compound represented by the following formula: ##STR1## wherein R represents a divalent group of ##STR2## X being a direct bond or a group selected from the group consisting of divalent hydrocarbon groups having 1-10 carbon atoms, hexa-fluorinated isopropylidene, carbonyl, thio, sulfinyl, sulfonyl and oxo, and (b) a specific diallylbisphenol compound. These compositions can provide thermosetting resins having high cracking resistance due to improved impact resistance and toughness and low water absorption.Type: GrantFiled: November 22, 1989Date of Patent: November 6, 1990Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Norimasa Yamaya, Masahiro Ohta, Akihiro Yamaguchi
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Patent number: 4965397Abstract: The protecting group, Z, of protected alpha-amino acid esters of the formulaZ--NH--CH(R.sub.2)COOCH(R)COOR.sub.1is removed in the presence of a dibasic acid such as oxalic acid. This results in the formation of a new type of salt of an amino acid ester which may be represented by the formula ##STR1## In the above Q is a divalent hydrocarbyl residue of a dibasic acid, R is a hydrogen atom or hydrocarbyl group, R.sub.1 is a hydrocarbyl group, R.sub.2 is a hydrogen atom or hydrocarbyl group, and p is zero or one, preferably zero. When p is zero, the salts are oxalate salts. When p is one, the salts are salts of other dibasic acids. The salts (II) are useful as reactants in the synthesis of amino-acid substituted phosphazene polymers.Type: GrantFiled: January 23, 1989Date of Patent: October 23, 1990Assignee: Ethyl CorporationInventors: Etienne Schacht, Jan Crommen
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Patent number: 4960852Abstract: Thermosetting resin compositions are provided which comprise aromatic bismaleimide derivatives, for example, 2,2-bis[4(3-maleimidephenoxy)phenyl]propane and diamine derivatives, for example, 4,4'-bis(3-aminophenoxy)biphenyl. Prepolymers are also prepared by conducting heat-treatment of said compositions. The compositions of this invention are used for thermoforming such as compression molding etc. as well as raw materials of adhesives and coatings. The compositions provide molded articles which are excellent, for example, impact strength, flexibility and high-temperature stability.Type: GrantFiled: February 1, 1989Date of Patent: October 2, 1990Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Norimasa Yamaya, Nobuhito Koga, Masahiro Ohta, Akihiro Yamaguchi
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Patent number: 4957645Abstract: An oil soluble dispersant comprising the reaction products of:(1) (i) oil soluble salts, amides, imides, oxazolines, esters, or mixtures thereof of long chain hydrocarbyl substituted mono- and dicarboxylic acids or their anhydrides, (ii) long chain hydrocarbon having a polyamine attached directly thereto, and (iii) Mannich condensation product formed by condensing a long chain hydrocarbyl substituted hydroxy aromatic compound with an aldehyde and a polyamine, said adduct containing at least one reactive group selected from reactive amino groups and reactive hydroxyl groups; and(2) at least one polythioepoxide. Also disclosed are oleaginous compositions, particularly lubricating oil compositions, containing said dispersant.Type: GrantFiled: February 29, 1988Date of Patent: September 18, 1990Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Robert D. Lundberg
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Patent number: 4956447Abstract: Rinse-added fabric conditioning compositions containing cationic soil release polymers are much more effective than similar compositions containing nonionic soil release polymers for soil release. Most of the cationic soil release polymers are new compounds comprising a hydrophobic alkylene oxide/terephthalate portion which has a low molecular weight and at least a single cationic charge under use conditions.Type: GrantFiled: May 19, 1989Date of Patent: September 11, 1990Assignee: The Procter & Gamble CompanyInventors: Eugene P. Gosselink, Frederick E. Hardy, Toan Trinh
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Patent number: 4935478Abstract: Hot-curable compositions of matter containing (a) an unsaturated imide of the formula I ##STR1## (b) a benzaldehyde derivative of the formula II ##STR2## in which for example M=2, n=zero, o=1 R.sup.1, R.sup.2 and R.sup.3 are each hydrogen and R is 4,4'diphenylmethane are suitable for the production of mouldings having excellent thermostability and resistance to thermal ageing.Type: GrantFiled: July 29, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Andreas Kramer
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Patent number: 4935489Abstract: The invention provides a novel class of thermoplastic polycyclic sulfone polymers incorporating within the polymer chain two different types of cyclic structures. More particularly, it provides polyspirodilactamsulfones wherein moieties of an aryl sulfone alternate with moieties of an oxyaryl-substituted 1,6-diaza[4.4] spirodilactam and, optionally, moieties of a di(oxyphenyl) compound.Type: GrantFiled: March 17, 1989Date of Patent: June 19, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4927908Abstract: Novel thermosetting resin compositions comprise (a) a cyanatoaryl-substituted 1,6-diaza[4.4]spirodilactam having cyanatoaryl-containing substituents on each spiro ring nitrogen atom and (b) at least one additional polymerizable monomer having two substituents with multiple bonds between adjacent atoms. The compositions cure upon application of heat to crosslinked resins having good properties.Type: GrantFiled: February 23, 1989Date of Patent: May 22, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4927907Abstract: A composition is disclosed comprising a bisbenzocyclobutene, a bismide and a free radical inhibitor. The free radical inhibitor is preferably phenothiazine. The presence of the free radical inhibitor enhances the toughness and high-temperature viscosity stability of bisbenzocyclobutene/bismaleimide copolymers.Type: GrantFiled: May 30, 1989Date of Patent: May 22, 1990Assignee: Shell Oil CompanyInventor: Larry S. Corley
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Patent number: 4923959Abstract: A polyaminobisimide resin composed of an unsaturated bisimide and a diamine which employs 1,3-bis and/or 1,4-bis(2-p-anilinopropylidene) benzene as a diamine component, when cured and used in a laminate, exhibit improved ply separation strength and water absorption.Type: GrantFiled: November 8, 1988Date of Patent: May 8, 1990Assignee: Mitsui Petrochemical Industries, Inc.Inventors: Kojiro Kan, Isao Kaneko
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Patent number: 4895927Abstract: The present invention contains a process for manufacturing a water-soluble, self-crosslinking, polymeric condensation product by reacting 1 mole di-C.sub.1-4 -alkylamino-C.sub.24 alkyl(meth)acrylates with 0.3 to 1.5 mol di-C.sub.1-3 -alkyl-phosphonates in the presence of water under heating up to a remarkable increase of the viscosity.If aqueous solutions of these condensation products are used for the treatment of fibrous materials, a very high antistatic effect is imparted to them with only small changes of shade and a very good dry- and wet rubbing fastness as well as water-fastness. The effects show a good permanency.Type: GrantFiled: March 25, 1988Date of Patent: January 23, 1990Assignee: Ciba-Geigy CorporationInventors: Simpert Ludemann, Michael Bernheim
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Patent number: 4889912Abstract: Acetylene terminated aspartimides are prepared using two methods. In the first, an amino-substituted aromatic acetylene is reacted with an aromatic bismaleimide in a solvent of glacial acetic acid and/or m-c=resol. In the second method, an aromatic diamine is reacted with an ethynyl containing maleimide, such as N-(3-ethynylphenyl) maleimide, in a solvent of glacial acetic acid and/or m-cresol. In addition, acetylene terminated aspartimides are blended with various acetylene terminated oligomers and polymers to yield composite materials exhibiting improved mechanical properties.Type: GrantFiled: March 24, 1989Date of Patent: December 26, 1989Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, John W. Connell, Stephen J. Havens
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Patent number: 4886868Abstract: Novel N-(meth)allyloxyphenylmaleimides are prepolymerized with at least one bis-imide and formulated, together with at least one imidazole compound, into thermosetting compositions useful for the production of a wide variety of shaped articles having improved mechanical properties.Type: GrantFiled: June 24, 1988Date of Patent: December 12, 1989Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Michel Rakoutz, deceased
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Patent number: 4883858Abstract: A premix, an origomeric prepolymer obtainable from a limited addition polymerization effected with the premix and a thermosetting resin obtainable from such premix or prepolymer as well as fiber reinforced plastics made of such thermosetting resin which are excellent in the heat resistance, impact resistance and flexibility and exhibit a high toughness, wherein said premix comprises, as a first essential component, an amine-terminated amic acid expressed by the formula, ##STR1## in which R.sup.1 stands for a tetravalent aromatic residue having 6 to 20 carbon atoms and R.sup.2 denotes a divalent organic residue having 2 to 20 carbon atoms, said amic acid being produced by reacting a tetracarboxylic dianhydride with a diamine compound, and, as a second essential component, an N,N'-bis maleimide of the formula, ##STR2## wherein R.sup.3 denotes a divalent organic residue having 2 to 20 carbon atoms, the mole ratio of [N,N'-bismaleimide]/[amine-terminated amic acid] being in the range from 1 to 3.Type: GrantFiled: August 19, 1988Date of Patent: November 28, 1989Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Masayuki Takemoto, Osamu Nagura, Yukio Nomura, Minoru Yasuda
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Patent number: 4861862Abstract: Thermoplastic polymeric amides are disclosed which have utility as hot melt adhesive compounds. The compounds are the reaction product of a polyoxyalkylene diimide diacid and a diamine.Type: GrantFiled: December 31, 1987Date of Patent: August 29, 1989Assignee: General Electric CompanyInventors: John A. Tyrell, Russell J. McCready
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Patent number: 4861882Abstract: Ethynyl terminated imidothioethers (ETIs) are prepared by the reaction of a dimercaptan, such as 4,4'-dimercaptodiphenyl ether, and an ethynyl containing maleimide, such as N-(3-ethynylphenyl)maleimide. Blends of thse ETIs and ethynyl terminated polymeric materials, such as ethynyl terminated sulfones and ethynyl terminated arylene ethers, are also prepared. These resin blends exhibit excellent processability, and the cured blends show excellent fracture toughness and solvent resistance, as well as excellent adhesive and composite properties.Type: GrantFiled: July 14, 1988Date of Patent: August 29, 1989Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, John W. Connell, R. Gerald Bass
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Patent number: 4851494Abstract: Polyether-amides with a specific viscosity of 0.25 to 2.5, measured at 30.degree. C. in a 2% solution in dimethylformamide, containing, based on the total amount of recurring structural elements in the polyether-amide, 100 to 10 mol % of the recurring structural element of the formula I ##STR1## and 90 to 0 mol % of the recurring structural element of the formula II--CO--A.sub.1 --CO--NH--E--NH-- (II)in which A is a radical of the formula ##STR2## in which R and R.sup.1 independently of one another are each a hydrogen, chlorine or bromine atom or methyl, A.sub.1 is an aliphatic, cycloaliphatic, aromatic or heterocyclic-aromatic radical of a dicarboxylic acid or of a dicarboxylic acid derivative, E is a polyether radical of the formula III ##STR3## in which p is a number from 1 to 100, T is phenylene, naphthylene or phenanthrylene, X is --SO.sub.2 --, --CO--, --SO--, --N.dbd.N--, --CF.sub.2 --CF.sub.2 --, ##STR4## in which R.sup.2 is C.sub.1 -C.sub.8 alkyl and R.sup.3 and R.sup.Type: GrantFiled: July 14, 1988Date of Patent: July 25, 1989Assignee: Ciba-Geigy CorporationInventors: Sameer H. Eldin, Peter Grieshaber
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Patent number: 4851495Abstract: Polyetherimide oligomers having crosslinking end cap moieties which provide improved solvent-resistance to cured composites are generally represented by the formula: ##STR1## wherein X=--O-- or --S--; ##STR2## n=1 or 2; ##STR3## E=allyl or methallyl; R=a trivalent C.sub.6-13) aromatic organic radical;R.sub.1 =any of lower alkyl, lower alkoxy, aryl, or substituted aryl;R'=a divalent C.sub.6-30) aromatic organic radical;j=0, 1, or 2; andG=--CH.sub.2 --, --O--, --S--, or --SO.sub.2 --Blends generally comprise substantially equimolar amounts of the oligomers and a comparable, compatible, noncrosslinking, etherimide polymer of substantially the same backbone. The crosslinkable oligomers are made by reacting substituted phthalic anhydrides with hydroxyaryl amines and suitable crosslinking end cap reactants, or by self-condensation of phthalimide salts followed by capping the polymers.Type: GrantFiled: February 20, 1987Date of Patent: July 25, 1989Assignee: The Boeing CompanyInventors: Clyde H. Sheppard, Hyman R. Lubowitz
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Patent number: 4824933Abstract: This invention relates to a process for the preparation of polyarylene sulphides with reduced crystallization temperature.Type: GrantFiled: October 28, 1987Date of Patent: April 25, 1989Assignee: Bayer AktiengesellschaftInventors: Edgar Ostlinning, Ernst-Ulrich Dorf
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Patent number: 4824916Abstract: Novel sulfonated polyamide and polyurea materials are described. The polymers are water-soluble or water-dispersible, if not crosslinked. The polymers can be crosslinked with polyvalent cations or crosslinking agents. The polymers have utility as membranes, thickeners, coatings and adhesives.Type: GrantFiled: July 14, 1986Date of Patent: April 25, 1989Assignee: The Dow Chemical CompanyInventors: Larry D. Kershner, Charles E. Reineke, Nitis Sarkar, Larry R. Wilson
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Patent number: 4816512Abstract: Soluble maleimide resins comprise a mixture of maleimides and maleamic acids, e.g. greater than about 45% bismaleimide and up to about 40% bis-maleamic acid. Such resins are soluble in solvents such as acetone, methyl ethyl ketone and toluene. Stable resin solutions comprise a minor amount of polyamine.Type: GrantFiled: December 18, 1986Date of Patent: March 28, 1989Assignee: Monsanto CompanyInventor: Ronald H. Dahms
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Patent number: 4816554Abstract: A class of polymers comprises one or more 2-amidomethylbenzazole units, ##STR1## contained within the main polymer backbone, wherein Ar is Ar.sup.1 or Ar.sup.2, wherein Ar.sup.1 is a tetravalent aromatic nucleus having two pairs of valences, the members of each pair being situated on adjacent carbon atoms; Ar.sup.2 is a trivalent aromatic nucleus in which at least two of the valences are situated on adjacent carbon atoms; and X is --NR.sup.4 --, --O--, or --S--, where R.sup.4 is hydrogen or alkyl of 1 to 8 carbon atoms or an aryl group.Type: GrantFiled: May 27, 1987Date of Patent: March 28, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventors: Alan R. Katritzksy, Joel Swinson, Kumars Sakizadeh, Jerald K. Rasmussen, Larry R. Krepski, Steven M. Heilmann
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Patent number: 4812531Abstract: Thermosettable prepolymers or polymers are prepared by reacting (A) the reaction product of (1) a heterocyclic material having one or more rings, at least one nitrogen atom and at least two substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine; (2) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as pyromellitic dianhydride; and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings, at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinyl pyridine or (b) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride group such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride; with (B) an aqueous or alcoholic solution ofType: GrantFiled: February 28, 1986Date of Patent: March 14, 1989Assignee: The Dow Chemical CompanyInventor: Duane S. Treybig
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Patent number: 4808695Abstract: A cross-linked polyamide which is preparable by the reaction of a polyimide with a polyamine wherein the functionality of one of the aforesaid reagents is at least two and the functionality of the other reagent is more than two. The cross-linked polyamides are useful as the matrix in high-performance, e.g. carbon fiber, composites.Type: GrantFiled: April 17, 1987Date of Patent: February 28, 1989Assignee: Imperial Chemical Industries PLCInventor: Michael E. B. Jones
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Patent number: 4808646Abstract: Solutions of maleimide resins comprising a mixture of bismaleimides and low but solubilizing amounts of maleamic acids are provided at high solids levels, e.g. at least about 50%. Such solutions which comprise common solvents such as acetone, methyl ethyl ketone and toluene are useful in preparing laminates based on bismaleimide resins.Type: GrantFiled: June 15, 1987Date of Patent: February 28, 1989Assignee: Monsanto CompanyInventor: Ronald H. Dahms
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Patent number: 4806607Abstract: Disclosed are nadimido-substituted cyclophosphazene derivatives and thermosets thereof. The thermosets are useful as high temperature, flame resistant matrices for composites and as metal adhesives.Type: GrantFiled: February 11, 1988Date of Patent: February 21, 1989Assignee: Hercules IncorporatedInventor: Alexander Lukacs, III
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Patent number: 4806606Abstract: Disclosed are nadimido-substituted cyclophosphazene derivatives and thermosets thereof. The thermosets are useful as high temperature, flame resistant matrices for composites and as metal adhesives.Type: GrantFiled: February 16, 1988Date of Patent: February 21, 1989Assignee: Hercules IncorporatedInventor: Alexander Lukacs, III
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Patent number: 4778898Abstract: Compounds of formula ##STR1## wherein E and R' are each independently of the other a hydrogen atom or a methyl group,X is ##STR2## and R is --C.sub.m H.sub.2m --, in which m is 2 to 20, --C.sub.n H.sub.2n O--, in which n is 2 to 6, m- or p-phenylene, m- or p-oxyphenylene, in which the oxygen atom is attached to the group X, or X is ##STR3## and R is m- or p-phenylene, or X is ##STR4## and R is --(CH.sub.2 CH.sub.2 O).sub.q --, --(CH.sub.2 CH.sub.2 CH.sub.2 O).sub.q -- or --[CH.sub.2 CH(CH.sub.3)O].sub.q --, in which q is 1 to 6, m- or p-oxyphenylene, in which the oxygen atom is attached to the group X, or X is ##STR5## and R is --C.sub.r H.sub.2r --, in which r is 2 to 4, or m- or p-phenylene,are suitable for the preparation of crosslinked polymers.Type: GrantFiled: October 22, 1986Date of Patent: October 18, 1988Assignee: Ciba-Geigy CorporationInventors: Christian Vonlanthen, Andreas Kramer, Alfred Renner
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Patent number: 4777236Abstract: Thermosetting mixtures which contain (a) 10 to 90% by weight of at least one aromatic di- or polycyanate compound or a prepolymer thereof,(b) 90 to 10% by weight of at least one compound of the formula I or II ##STR1## or of a prepolymer of a compound of the formula I or II and, based on the sum of (a) and (b),(c) 0 to 50% by weight of at least one compound of the formula III ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 independently of one another are each a hydrogen atom or methyl, n is 1 or 2 and m is 2 or 3, R is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, R' is an aliphatic radical, m- or p-phenylene or m- or p-phenylenoxy and R" is an m-valent organic radical with 2-14 30 C atoms, are suitable for the production of shaped articles, such as prepregs or laminates, coatings and glueings.Type: GrantFiled: September 11, 1987Date of Patent: October 11, 1988Assignee: Ciba-Geigy CorporationInventor: Andreas Kramer
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Patent number: 4775740Abstract: The subject invention pertains to a novel class of fire- and heat-resistant bisimide resins prepared by thermal polymerization of maleimido or citraconimido substituded 1-[(dialkoxyphosphonyl)-methyl]-2-4 and -2,6-diaminobenzenes. Typical polymer presursors have the chemical structure: ##STR1## wherein R is alkyl, substituted alkyl or aryl, and R.sup.1 is hydrogen or lower alkyl.The polymer precursors are prepared by reacting 1-[(diorganooxyphosphonyl)methyl]-2-4 and -2,6-diaminobenzenes with maleic anhydride or citraconic anhydride in a mole ratio 1:2. Chains extension of the monomers is achieved by reacting the mono-N-maleimido derivatives of 1-[(diorganooxyphosphonyl)methyl]-2,4 and -2,6-diaminobenzenes with aryl tetracarboxylic dianhydrides, such as benzophenone tetracarboxylic diandydride, or aryl diisocyanates, such as methylenebis(4-phenylisocyanate), in a mole ratio 2:1.Type: GrantFiled: April 10, 1986Date of Patent: October 4, 1988Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: James M. Beggs, John A. Mikroyannidis, Demetrius A. Kourtides
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Patent number: 4772722Abstract: Disclosed are nadimido-substituted cyclophosphazene derivatives and thermosets thereof. The thermosets are useful as high temperature, flame resistant matrices for composites and as metal adhesives.Type: GrantFiled: September 10, 1986Date of Patent: September 20, 1988Assignee: Hercules IncorporatedInventor: Alexander Lukacs, III
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Patent number: 4758651Abstract: An amorphous, injection-moldable copolyamide comprising linear chains of each of the units having the formulae:(I) --CO--Ar--CO--,(II) --NH--Ar--CO--, and(III) --NH--Ar--CO--,wherein Ar represents one or more optionally substituted arylene radicals selected from the group consisting of(1) para oriented arylene,(2) meta oriented arylene,(3) arylene-X-arylene, wherein X is --C(Y)(H)--, --O--, --S--, --SO.sub.2 -- or --CO--, with Y is H or C.sub.1-43 -alkyl, and(4) arylene-CZZ'-arylene, wherein Z,Z' are alkyl or cycloalkyl,provided that at least one of the units of the formulae (I), (II) or (III) are arylene radicals from more than one of the groups (1), (2), (3) and (4). Said units are preferably present in a molar ratio of 17-41.5% of (I), 17-41.5% of (II) and 17-66% of (III).Type: GrantFiled: February 27, 1987Date of Patent: July 19, 1988Assignee: Akzo NVInventor: Doetze J. Sikkema
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Patent number: 4739034Abstract: Polyamides containing in-chain aromatic groups, particularly diphenyl groups. Such polyamides may be prepared by reacting an alpha-omega-hydrocarbyl bis(biphenyl-2,2.sup.1 -dicarboxylmide) with a diamine and are useful as the matrix in fibre-reinforced composites.Type: GrantFiled: May 20, 1986Date of Patent: April 19, 1988Assignee: Imperial Chemical Industries PLCInventor: Andrew A. Lindley
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Patent number: 4731436Abstract: A thermosetting cross-linked imide resin formed from the reaction of an amine having the formula ##STR1## wherein E and F are trivalent and tetravalent groups, respectively, and A is a divalent group with at least 2 carbon atoms; with an N,N'-bis-imide of an unsaturated dicarboxylic acid having the formula: ##STR2## wherein B is a divalent group containing a --C.dbd.C-- bond, and A' is a divalent group with at least two carbon atoms.Type: GrantFiled: October 7, 1986Date of Patent: March 15, 1988Assignee: BTL Specialty Resins CorporationInventor: Chi-Fei Ling
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Patent number: 4731431Abstract: Hydroxyaromatic oligomers are prepared by (I) reacting (A) an aromatic hydroxyl-containing material such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of a base such as triethylamine and (II) co-oligomerizing the cyanate-containing product from (I) with (C) a polymaleimide such as the reaction product of maleic anhydride with methylenedianiline optionally in the presence of (D) a co-oligomerization catalyst such as cobalt naphthenate. These oligomers are useful in the preparation of epoxy resins.Type: GrantFiled: December 8, 1986Date of Patent: March 15, 1988Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4719283Abstract: The invention relates to polyimides of the general formula ##STR1## wherein R.sub.1, R.sub.2 =H, C.sub.1-3 -alkyl, halogen,R.sub.3 =C.sub.2-12 -alkylene or ##STR2## m=0, 1, X=CH.sub.2, C(CH.sub.3).sub.2, CO, O, S, SO.sub.Type: GrantFiled: March 6, 1986Date of Patent: January 12, 1988Assignee: Huels AktiengesellschaftInventor: Martin Bartmann
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Patent number: 4711964Abstract: Resins are prepared by polymerization of compounds of the formula ##STR1## where R is a divalent linking group. Blends of a compound of the formula (I) as defined above and a bis-maleimide of the formula ##STR2## where Ar' is an aromatic linking group.Type: GrantFiled: May 8, 1986Date of Patent: December 8, 1987Assignee: University of DaytonInventors: Loon-Seng Tan, Fred E. Arnold
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Patent number: 4708972Abstract: A composition and a process for the preparation of modified polyimide foams possessing outstanding resistance to high humidity environments which comprises the step of preparing a foamable composition by mixing a solution of an ester of benzophenonetetracarboxylic acid dianhydride and caprolactam with a polyamine to form a resin precursor which when heated foams contemporaneously with the polymerization of the reactants. Two solvents with different boiling points are used to produce a two phase system which yields spray dried powders completely free of the lower boiling point solvent.Type: GrantFiled: June 26, 1986Date of Patent: November 24, 1987Assignee: Imi-Tech CorporationInventors: John V. Long, John Gagliani
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Patent number: 4707533Abstract: Vinyl ester resins are prepared by reacting a polyepoxide of a co-oligomerization product of a mixed cyanate of a polyphenol and a polymaleimide with a monounsaturated monocarboxylic acid.Type: GrantFiled: December 8, 1986Date of Patent: November 17, 1987Assignee: The Dow Chemical CompanyInventor: Robert E. Hefner, Jr.
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Patent number: 4689378Abstract: Imide-containing mixture and prepolymer compositions resulting from the combination of diaminophenylindane-bis-maleimide together with amines, alkenyl phenols, alkenyl phenol ethers or mixtures thereof, said compositions being heat curable and suitable for the preparation of prepregs, composites, adhesives, molded articles, coatings, and the like.Type: GrantFiled: December 16, 1985Date of Patent: August 25, 1987Assignee: Ciba-Geigy CorporationInventors: Mohammad A. Chaudhari, John J. King
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Patent number: 4680377Abstract: Superior polyimide prepolymers particularly suitable for fabrication of multi-layer printed boards are produced by reacting unsaturated bisimides with diamines to consist essentially of 41-55% of unreacted reactants, 39-54% of components having a molecular weight of between 400 and 15,000, and 3.0-6.8% of components having a molecular weight of more than 15,000. The resulting prepolymers enable the preparation of their solution having enough working life for successfully impregnating a given substrate therewith in the preparation of prepregs.Type: GrantFiled: December 5, 1985Date of Patent: July 14, 1987Assignee: Matsushita Electric Works, Ltd.Inventors: Masahiro Matsumura, Kenzi Ogasawara, Atsuhiro Nakamoto, Yoshihisa Sugawa
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Patent number: 4668767Abstract: Thermosettable prepolymers are prepared by reacting (A) a heterocyclic material containing one or more rings and one nitrogen atom or a mixture of such materials wherein at least one of such materials contains at least two reactive substituent groups having at least one reactive hydrogen atom attached to a carbon atom which is attached to the ring such as 2,4,6-trimethyl pyridine; with (B) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as phthalic anhydride. These prepolymers or resins, can be homopolymerized without coreactants or copolymerized with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide, to produce products, mat castings or composites having good mechanical and thermal properties.Type: GrantFiled: February 28, 1986Date of Patent: May 26, 1987Assignee: The Dow Chemical CompanyInventors: Loren L. Swearingen, Jimmy D. Earls, Randy J. LaTulip
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Patent number: 4666997Abstract: Heat-curable mixtures comprising(a) 10-90% by weight of at least one compound of formula I ##STR1## (b) 90-10% by weight of at least one compound of formula II ##STR2## and, based on the sum of (a)+(b), (c) 0-30% by weight of at least one compound which is able to react with component (b),in which formulae above n, m, R, R', R.sub.1, R.sub.2 and R.sub.3 are as defined in claim 1, are suitable for the preparation of moulded articles such as prepregs and composites, coatings and bonds.Type: GrantFiled: September 9, 1985Date of Patent: May 19, 1987Assignee: Ciba-Geigy CorporationInventors: Alfred Renner, Sameer H. Eldin
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Patent number: 4649177Abstract: A process for preparing a nylon block copolymer which comprises bringing into reactive contact lactam monomer, basic lactam polymerization catalyst and a composition containing one or more lactam functional materials selected from the group represented by the formula: ##STR1## wherein, Q is ##STR2## with Y=C.sub.3 -C.sub.11 alkylene; b is an integer equal to 2 or more;R.sub.1 is an alkyl, aryl, aralkyl, alkyloxy, halogen, aryloxy, or aralkyloxy group;Z is a segment of: (1) a polyether, provided said polyether is not solely polyarylene polyether; (2) a polyester containing polyether or polymeric hydrocarbon segments (3) a hydrocarbon; (4) a polysiloxane; or (5) combinations thereof.Type: GrantFiled: September 11, 1985Date of Patent: March 10, 1987Assignee: DM Rim Nylon VofInventors: James D. Gabbert, Albert Y. Garner, Ross M. Hedrick
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Patent number: 4640948Abstract: This invention provides 2-aminobenzothiazole-6-carbonyl chloride hydrochloride, which can be condensed under polymerization conditions to form a novel benzothiazole-polyamide polymer consisting of a recurring monomeric unit corresponding to the formula: ##STR1##Type: GrantFiled: November 12, 1985Date of Patent: February 3, 1987Assignee: Celanese CorporationInventor: Husam A. A. Rasoul
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Patent number: 4634759Abstract: 4-Aminophenoxy cyclotriphosphazenes are reacted with maleic anhydride to produce maleamic acids which are converted to the maleimides. The maleimides are polymerized. By selection of starting materials (e.g. hexakis amino or trisaminophenoxy-trisphenoxy-cyclotriphosphazenes), selection of molar proportions of reactants, use of mixtures of anhydrides and use of dianhydrides as bridging groups a variety of maleimides and polymers are produced. The polymers have high limiting oxygen indices, high char yeilds and other useful heat and fire resistant properties making them useful as, for example, impregnants of fabrics.Type: GrantFiled: July 30, 1985Date of Patent: January 6, 1987Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Devendra Kumar, George M. Fohlen, John A. Parker
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Patent number: 4617399Abstract: This invention provides 2-aminobenzothiazole-6-carbonyl chloride hydrochloride, which can be condensed under polymerization conditions to form a novel benzothiazole-polyamide polymer consisting of a recurring monomeric unit corresponding to the formula: ##STR1##Type: GrantFiled: April 1, 1985Date of Patent: October 14, 1986Assignee: Celanese CorporationInventor: Husam A. A. Rasoul
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Patent number: 4607093Abstract: Novel amorphous polyimides are provided which are formed by the polymerization of bismaleimides with sydnones wherein carbon dioxide is evolved.The polyimides are readily soluble in dipolar aprotic solvents and are further characterized by high temperature stability to at least 300.degree. C.The polymers find particular utility in the form of films and solutions useful for wire enamel and electrical coatings.Type: GrantFiled: April 8, 1985Date of Patent: August 19, 1986Assignee: The Dow Chemical CompanyInventor: Kwok K. Sun
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Patent number: 4604450Abstract: Novel polyamide block copolymers are provided which comprise a central block of a soft segment derived from the residue of a polymeric polyol or polyamine joined to terminal hard segment polyamide blocks. The linkages which join the blocks are of a novel type and are the opened form of certain bis azetidine-2,4-dione rings.The block copolymers can be prepared very rapidly via anionically polymerizing lactams on to prepolymer soft segments containing terminal azetidine-2,4-dione rings.The speed with which the polymerizations can be carried out make the block copolymers particularly useful for the RIM preparation of molded parts.Type: GrantFiled: August 16, 1985Date of Patent: August 5, 1986Assignee: The Dow Chemical CompanyInventors: Shenghong A. Dai, Steven J. Grossman, Kemal Onder