Nitrogen-containing Polycarboxylic Acid Or Nitrogen-containing Polycarboxylic Acid Derivative Patents (Class 528/292)
  • Patent number: 4751281
    Abstract: Novel polymeric compounds of the repeating structural unit (I) ##STR1## in which R.sub.1 is hydrogen, 0.degree., CN, cyanomethyl, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.12 -alkenyl or C.sub.3 -C.sub.12 -alkynyl subject to the proviso that the carbon atom attached to the nitrogen atom is a primary carbon atom, C.sub.7 -C.sub.12 -aralkyl, C.sub.1 -C.sub.12 -acyl, 2,3-epoxypropyl or C.sub.2 -C.sub.6 -alkyl substituted by OH, R.sub.2 is C.sub.2 -C.sub.18 -alkylene, C.sub.4 -C.sub.18 -alkylene substituted by 1 or 2 oxygen or nitrogen atoms in the chain, C.sub.5 -C.sub.18 -cycloalkylene, C.sub.6 -C.sub.18 -arylene or C.sub.8 -C.sub.18 -aralkylene, R.sub.3 is as defined for R.sub.2 or is a group of the formula (II) or (III) ##STR2## in which R.sub.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is C.sub.2 -C.sub.12 -alkylene, C.sub.4 -C.sub.12 -alkenylene subject to the proviso that the carbon atom attached to the nitrogen atom is a primary carbon atom, or is C.sub.8 -C.sub.
    Type: Grant
    Filed: February 18, 1987
    Date of Patent: June 14, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Giuseppe Cantatore, Valerio Borzatta
  • Patent number: 4749775
    Abstract: Polyester polymers consisting essentially of repeating units having the formula ##STR1## repeating units having the formula--O--Ar.sup.1 --CO-- [II],repeating units having the formula--O--Ar.sup.2 --O-- [III],and repeating units having the formula ##STR2## wherein Ar.sup.1 is selected from ##STR3## Ar.sup.2 is selected from ##STR4## halogen substituted radicals of these radicals, and ##STR5## wherein X is selected from --O--, --S--, --SO.sub.2 --, --CO--, --O(CH.sub.2).sub.n O--.--CH.sub.2).sub.n, and ##STR6## wherein each n independently represents a member having a value of from 1 to 10, and each R.sup.4 is independently selected from alkyl radicals of 1 to 5 carbon atoms, andR.sup.2 and R.sup.3 are independently selected from hydrogen atom, halogen radicals, alkyl radicals of 1 to 5 carbon atoms, and phenyl radical, and R.sup.2 and R.sup.3 may be identical or different from each other, andR.sup.
    Type: Grant
    Filed: July 7, 1987
    Date of Patent: June 7, 1988
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Tetsuro Takeya, Tatsuya Tomioka, Shigeru Murakami, Kenkichi Takahashi
  • Patent number: 4745173
    Abstract: A composition useful for molding into articles such as food containers, soft drink bottles, cured structural plastics and the like, comprising molding or fiber grade linear or unsaturated polyester or polycarbonate having copolymerized therein a total of from 1.0 to about 20,000 ppm, of the reactant residue moieties of one or a mixture of colorants of the formula ##STR1## wherein: each R when present as a substituent, is selected from alkyl, aralkyl, cycloaliphatic, aryl, or the like; and Y is hydroxyl, alkoxy, halogen or the like completing a condensable group.
    Type: Grant
    Filed: February 24, 1987
    Date of Patent: May 17, 1988
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Wayne P. Pruett, Samuel D. Hilbert
  • Patent number: 4740564
    Abstract: A polyetherimide ester composition comprising the reaction products of:(i) at least one diol;(ii) at least one dicarboxylic acid or an ester forming reactive derivative thereof; and(iii) a set of reactants selected from(A) (1) a diamine mixture of at least one high molecular weight poly(oxy alkylene) diamine and at least one low molecular weight hydrocarbylene diamine, and (2) at least one tricarboxylic acid or its derivative, or(B) a mixture of at least one high molecular weight polyoxyalkylene diimide diacid and at least one low molecular weight hydrocarbylene diimide diacid.These compositions are useful for the production of molded and extruded articles.
    Type: Grant
    Filed: December 2, 1986
    Date of Patent: April 26, 1988
    Assignee: General Electric Company
    Inventors: Russell J. McCready, John A. Tyrell
  • Patent number: 4740563
    Abstract: A crosslinked polyetherimide ester polymer comprised of the reaction products of:(i) at least one diol;(ii) at least one dicarboxylic acid or an ester forming derivative thereof;(iii) a set of reactants selected from(a) (1) at least one high molecular weight poly(oxy alkylene)diamine, and (2) at least one tricarboxylic acid or its derivative, or(b) at least one high molecular weight polyoxylene diimide diacid; and(iv) a crosslinking effective amount of at least one crosslinking agent.
    Type: Grant
    Filed: December 2, 1986
    Date of Patent: April 26, 1988
    Assignee: General Electric Company
    Inventors: Russell J. McCready, John A. Tyrell
  • Patent number: 4714753
    Abstract: Polyetherimide ester compositions exhibiting improved hydrolytic stability are provided. These polymers are comprised of the reaction products of:(i) at least one diol;(ii) at least one dicarboxylic acid or an ester forming reactive derivative thereof; and(iii) a set of reactants selected from either(a) (i) an amount at least effective to improve the hydrolytic stability of said composition of at least one high molecular weight bisaminoalkyl polytetrahydrofuran, and (ii) at least one tricarboxylic acid or derivative thereof, or(b) an amount at least effective to improve the hydrolytic stability of said composition of at least one polyoxytetramethylene dialkylenediimide diacid, said polyoxytetramethylene dialkylenediimide diacid being the reaction product of (iii)(a)(i) and (iii)(a)(ii).The polymers of the instant invention are useful for production of extruded and molded parts requiring improved hydrolytic stability.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: December 22, 1987
    Assignee: General Electric Company
    Inventors: Russell J. McCready, John A. Tyrell
  • Patent number: 4711933
    Abstract: Polyetherimide ester compositions comprising the reaction products of:(i) a mixture of at least one low molecular weight diol and at least one high molecular weight hydroxy terminated polylactone; and(ii) a set of reactants selected from(a) (i) at least one high molecular weight poly(oxy alkylene)diamine, and (ii) at least one tricarboxylic acid or a derivative thereof, or(b) at least one high molecular weight polyoxyalkylene diimide diacid.Also polyetherimide ester compositions comprising the reaction products of:(i) at least one high molecular weight hydroxy terminated polylactone; and(ii) a set of reactants selected from(a) (i) at least one high molecular weight poly(oxy alkylene)diamine, and (ii) at least one tricarboxylic acid or a derivative thereof, or(b) at least one high molecular weight polyoxyalkylene diimide diacid.
    Type: Grant
    Filed: November 10, 1986
    Date of Patent: December 8, 1987
    Assignee: General Electric Company
    Inventors: Russell J. McCready, John A. Tyrell
  • Patent number: 4711948
    Abstract: Polyetherimide esters exhibiting improved tensile elongation comprised of the reaction products of (i) a diol mixture consisting essentially of butanediol and less than 70 mole percent of butenediol; (ii) at least one dicarboxylic acid or an ester forming reactive derivative thereof, and (iii) either at least one poly(oxy alkylene)diamine and at least one tricarboxylic acid or its derivative, or at least one polyoxyalkylene diimide diacid.The instant polymers are suitable for extrusion and molding applications.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: December 8, 1987
    Assignee: General Electric Company
    Inventors: Russell J. McCready, John A. Tyrell
  • Patent number: 4687834
    Abstract: The invention relates to a method of producing polyester imides of the formula ##STR1## by reacting tetracarboxylic acid dianhydrides of the formula ##STR2## with N,N'-bis(.OMEGA.-hydroxyalkyl)dicarboxylic acid diamides of the formula, HO--Z--NH--CO--B--CO--NH--Z--OH, whereA represents a quadrivalent aromatic group with 6-32 C atoms, wherein up to 40% of A may be replaced by a quadrivalent aliphatic group with up to 16 C atoms,B represents a divalent aliphatic or aromatic group with up to 14 C atoms,Z represents an alkylene group with 2-3 C atoms, andn is a number from 3 to 500.
    Type: Grant
    Filed: July 22, 1986
    Date of Patent: August 18, 1987
    Assignee: Huls Aktiengesellschaft
    Inventors: Martin Bartmann, Wolfgang Seeliger
  • Patent number: 4684717
    Abstract: A process for the preparation of a diazocyano acid, which comprises reacting a keto-acid or its sodium salt with a cyanogen compound such as sodium cyanide or hydrogen cyanide and a hydrazine in water to form a concentrated aqueous solution of a hydrazo compound, adding acetone or acetone and water to the concentrated aqueous solution to form an acetone-water solution of the hydrazo compound, adding an oxidant such as chlorine gas to the solution to oxidize the hydrazo compound and form a diazocyano acid, forming at least two transparent liquid layers by adding acetone and/or water to the obtained reaction mixture during or after oxidation if necessary, and further adding sodium chloride to the reaction mixture if necessary, and separating and recovering the upper layer of the acetone-water solution containing the diazocyano acid from the mixture.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: August 4, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Hidetomo Ashitaka, Kazuya Jinda, Yoshiyuki Miwa
  • Patent number: 4684718
    Abstract: A process for the preparation of a diazocyano acid, which comprises reacting a keto-acid or its sodium salt with a cyanogen compound such as sodium cyanide or hydrogen cyanide and a hydrazine in water to form a concentrated aqueous solution of a hydrazo compound, adding acetone and/water to the concentrated aqueous solution to form a solution of the hydrazo compounds, adding chlorine gas to the solution to oxidize the hydrazo compound and form a diazocyano acid, adding acetone to the obtained reaction mixture during or after the oxidation if necessary, and separating and recovering the supernatant layer of the acetone-water solution containing the diazocyano acid from the mixture.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: August 4, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Hidetomo Ashitaka, Kazuya Jinda, Yoshiyuki Miwa
  • Patent number: 4663428
    Abstract: A polyesteramide is prepared by reacting(1) at least one polyamide-forming compound selected from the group consisting of amino carboxylic acids having 6 to 12 carbon atoms, lactams having 6 to 12 carbon atoms and nylon salts comprising dicarboxylic acids having 4 to 12 carbon atoms and diamines having 4 to 12 carbon atoms,(2) a dicarboxylic acid having 4 to 54 carbon atoms, and(3) a polycaprolactonediol having an average molecular weight of 200 to 2,500 or 4,500 to 10,000; and is good at heat stability.
    Type: Grant
    Filed: August 20, 1985
    Date of Patent: May 5, 1987
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kiyoshi Okitu, Shiogi Watanabe
  • Patent number: 4661582
    Abstract: Novel diimide diacids and modified polyetherimide esters are prepared therefrom by reacting diols, dicarboxylic acids and a combination of the novel diimide diacid and dimer acid. These compositions have many excellent properties which make them particularly useful for extrusion and molding applications.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: April 28, 1987
    Assignee: General Electric Company
    Inventor: Russell J. McCready
  • Patent number: 4649177
    Abstract: 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: Grant
    Filed: September 11, 1985
    Date of Patent: March 10, 1987
    Assignee: DM Rim Nylon Vof
    Inventors: James D. Gabbert, Albert Y. Garner, Ross M. Hedrick
  • Patent number: 4644051
    Abstract: The invention concerns a simple process for preparing an ester acyllactam and/or esteramide acyllactam by the catalytic condensation of imide and alcohol, characterized in that a polyol and an acyllactam compound are reacted in the liquid state in the presencce of a halide, carboxylate or acetylacetonate from beryllium, magnesium, calcium, strontium, barium, boron, aluminium, zinc or cadmium.The invention is important for the preparation of compounds which may be used in the preparation of nylon block copolymers, more in particular in RIM-nylon systems (Reaction Injection Moulding), since when the compounds obtained according to the present invention are used in a RIM system, a very fast lactam polymerization takes place, and it therefore also relates to the preparation of nylon block copolymers.
    Type: Grant
    Filed: December 26, 1984
    Date of Patent: February 17, 1987
    Assignee: Stamicarbon B.V.
    Inventor: Albert A. Van Geenen
  • Patent number: 4617374
    Abstract: Polyester compositions useful in formed articles such as beverage bottles and having condensation reacted therein at least one UV-absorbing compound of the formula ##STR1## wherein: R is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, cycloalkyl, substituted cycloalkyl, or alkenyl;R.sup.1 is hydrogen, or alkyl, aryl, or cycloalkyl, all of which may be substituted;R.sup.2 is hydrogen, or alkyl, cycloalkyl or aryl, all of which may be substituted;R.sup.3 is hydrogen or 1-3 substituents; andP is cyano or a group such as carbamoyl, aryl, alkylsulfonyl, arylsulfonyl, alkanoyl or aroyl, all of which groups may be substituted;whereby the polyester composition has maximum light radiation absorbance within the range of from about 320 nm to about 380 nm.
    Type: Grant
    Filed: January 28, 1986
    Date of Patent: October 14, 1986
    Assignee: Eastman Kodak Company
    Inventors: Wayne P. Pruett, Richard H. S. Wang, Samuel D. Hilbert, Max A. Weaver
  • Patent number: 4617373
    Abstract: Molding or fiber grade condensation polymer having copolymerized therein a total of from 1.0 to about 5,000 ppm of at least one methine moiety having one or more methine units defined as "the group >C.dbd.C< conjoined with a conjugated aromatic system," said moiety absorbing in the range of from about 350 nm to about 650 nm, and being nonextractable from said polymer and stable under the polymer processing conditions. The moieties preferably have molecular weights of from about 200 to about 600 although lower and higher molecular weights are also operable and are derived from reactants (monomers) having one or more groups such as hydroxyl, carboxyl, carboxylic ester, acid halide, amino and the like which condense during condensation or polycondensation to enter the moiety into the polymer chain.
    Type: Grant
    Filed: January 28, 1986
    Date of Patent: October 14, 1986
    Assignee: Eastman Kodak Company
    Inventors: Wayne P. Pruett, Richard H. S. Wang, Samuel D. Hilbert, Max A. Weaver
  • Patent number: 4614815
    Abstract: Process for preparing diesterdiamides, consisting of reacting a diester with a diamine under wet conditions in the presence of suitable solvents and catalysts, to give the diester diamide, together with an ester salt derivative as impurity. The reaction product is then filtered to give a diesterdiamide cake and a mother solution of the reagents which also contains the solvent, the catalyst and the ester salt product. The cake is washed with a solvent of the ester salt, which also dissolves the reagents and catalysts. The mother solution and wash solution are then distilled, the two fractions obtained being recycled to the synthesis and to the wash.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: September 30, 1986
    Assignee: Anic S.p.A.
    Inventors: Franco Cognigni, Armando Mariano
  • Patent number: 4588785
    Abstract: Block copolyester amides having improved properties are applied as thermoplastic adhesives to textiles. Their melting points are between 80.degree. and 135.degree. C. and the block copolyester amides are prepared by polycondensing:(A) 60 to 95% by weight of a block polyester having terminal hydroxy groups and consisting of at least 50 molar % of the acid proportion of terephthalic acid and 40 to 90 molar percent of an alcohol proportion of 1.4-butanediol and 60 to 10 molar percent of 1.6-hexanediol, wherein up to 10 molar percent referred to 1,6-hexanediol can be replaced by aliphatic diols with longer chains; and(B) 40 to 5% by weight of a block polyamide dicarboxylic acid having a mean molecular weight M.sub.n between 1,000 and 8,000 and obtained from omega-amino-carboxylic acids or lactams having 6 to 12 carbon atoms or their mixtures with aromatic or aliphatic dicarboxylic acids.
    Type: Grant
    Filed: July 3, 1985
    Date of Patent: May 13, 1986
    Assignee: Chemische Werke Huls Aktiengesellschaft
    Inventors: Hanns-Jorg Bax, Gernot Horlbeck, Rainer Feldmann, Salih Mumcu
  • Patent number: 4578451
    Abstract: Surgical filaments such as sutures and ligatures are produced from block copolyetheramides. The filaments combine high strength with high compliance.
    Type: Grant
    Filed: July 15, 1983
    Date of Patent: March 25, 1986
    Assignee: Ethicon, Inc.
    Inventors: Gregory A. Weaver, Lester F. Price, Crawford R. Britt, W. Shalaby Shalaby
  • Patent number: 4556705
    Abstract: Novel polyetherimide esters are prepared from diols, dicarboxylic acids and polyoxyalkylene diimide diacids. These compositions have many excellent properties which make them particularly useful for extrusion and molding applications.
    Type: Grant
    Filed: October 26, 1984
    Date of Patent: December 3, 1985
    Assignee: General Electric Company
    Inventor: Russell J. McCready
  • Patent number: 4555566
    Abstract: A new copolymer polyamide resin having very low water absorption which comprises copolymerized therein 99 to 5 parts by weight of polyamide polymeric component having at least one kind of repeating unit represented by the formula (1) or (2) below and 1 to 95 parts by weight of polyolefin component having an average molecular weight of 500 to 10,000, both terminals of said polyolefin being carboxylic acid groups, amino groups, or hydroxyl groups.--NH(CH.sub.2).sub.n CO-- (1)(where n is an integer from 5 to 11.)--NHXNHCOYCO-- (2)(where X is C.sub.m H.sub.2m (m is an integer from 6 to 12), isophorone group, phenylene group, or cyclohexylene group; and Y is C.sub.1 H.sub.2l (l is an integer from 4 to 10), phenylene group, or cyclohexylene group.) The resin can be used to make moldings, adhesives and coatings.
    Type: Grant
    Filed: September 14, 1984
    Date of Patent: November 26, 1985
    Assignee: Daicel Chemical Industries, Co., Ltd.
    Inventors: Koichiro Arita, Hajime Suzuki
  • Patent number: 4552950
    Abstract: Polyetherimide esters are prepared from low molecular weight diols and polyoxyalkylene diimide diacids or the reactants therefore. These compositions are suitable for use in hot melt adhesives.
    Type: Grant
    Filed: January 11, 1985
    Date of Patent: November 12, 1985
    Assignee: General Electric Company
    Inventor: Russell J. McCready
  • Patent number: 4550157
    Abstract: 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: Grant
    Filed: May 7, 1984
    Date of Patent: October 29, 1985
    Assignee: The Dow Chemical Company
    Inventors: Shenghong A. Dai, Steven J. Grossman, Kemal Onder
  • Patent number: 4544734
    Abstract: Novel modified polyetherimide esters are prepared from diols, dicarboxylic acids and a combination of polyoxyalkylene diimide diacids and dimer acid. These compositions have many excellent properties which make them particularly useful for extrusion and molding applications.
    Type: Grant
    Filed: October 26, 1984
    Date of Patent: October 1, 1985
    Assignee: General Electric Company
    Inventor: Russell J. McCready
  • Patent number: 4536563
    Abstract: A process for manufacturing a colorless polyetheresteramide, which comprises the step of reacting (A) a polyamide-forming compound selected from aminocarboxylic acids and lactams each having at least 10 carbon atoms, (B) a dicarboxylic acid having from 4 to 20 carbon atoms and (D) a polyoxyalkylene glycol having an average molecular weight of from 300 to 6,000, in the molten state, in the presence of 0.0001 to 0.00999 percent by weight, based on the total weight of the above mentioned reactants, of a tetraalkyl titanate having a straight or branched alkyl having 1 to 24 carbon atoms, at a pressure of at the highest 5 mmHg at a temperature of 200.degree. to 300.degree. C.
    Type: Grant
    Filed: November 5, 1984
    Date of Patent: August 20, 1985
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kiyoshi Okitsu, Hiroyouki Go
  • Patent number: 4518763
    Abstract: Disclosed are polyesters prepared from hetero-atom-containing dicarboxylic acids and hetero-atom-containing diols. These polyesters have low permeability to oxygen and carbon dioxide and are useful in packaging applications such as for food and beverages.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: May 21, 1985
    Assignee: Eastman Kodak Company
    Inventors: Robert B. Barbee, Burns Davis
  • Patent number: 4513113
    Abstract: A coating composition contains partially or completely neutralized carboxyl groups and selected from the group consisting of polyesters, polyesteramides, polyesterimides, and mixtures and combinations thereof, and at least part of the free carboxyl groups in the polyester moiety of the composition is neutralized with a material selected from the group consisting of ammonia, ammonium hydroxide, a primary amine, a secondary amine and a tertiary amine.A process is also disclosed.
    Type: Grant
    Filed: November 19, 1981
    Date of Patent: April 23, 1985
    Assignee: General Electric Company
    Inventor: Marvin A. Peterson
  • Patent number: 4503197
    Abstract: This invention relates to water soluble derivatives of polyethylene terephthalate. In another aspect, this invention relates to the conversion of solid, water insoluble polyethylene terephthalates to liquid polymeric water soluble derivatives.
    Type: Grant
    Filed: March 23, 1984
    Date of Patent: March 5, 1985
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Robert A. Grigsby, Jr.
  • Patent number: 4501879
    Abstract: The present invention provides novel polyesteramides and containers having improved gas barrier properties formed therefrom. The novel polyesteramides comprise the reaction product of a diamine having 2 to about 20 carbon atoms, a diol containing up to about 24 carbon atoms, and a dicarboxylic acid component. The dicarboxylic acid component consists essentially of about 5 to 100 mole % of a specified first, heteroatom-containing dicarboxylic acid, and 0 to about 95 mole % of a second dicarboxylic acid containing up to about 24 carbon atoms. In the polyesteramide, the diamine component comprises about 10 to 90 mole % of the total diamine and diol components. The present invention further provides containers, such as molded containers, films, coextruded articles, laminated articles, etc., formed from the polyesteramides of the present invention.
    Type: Grant
    Filed: March 26, 1984
    Date of Patent: February 26, 1985
    Assignee: Eastman Kodak Company
    Inventors: Robert B. Barbee, Roy K. Bass, Burns Davis, Larry A. Minnick
  • Patent number: 4495343
    Abstract: A photocrosslinkable substantially linear polyester polymer having sensitivity to visible light is provided which contains at least 10 mole %, based on the entire polymer, of units derived from a phenylenebis(.alpha.-cyanobutadienecarboxylic acid) and has a reduced viscosity of at least 0.2 dl/g. A typical use of the polymer is in making printing plates.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: January 22, 1985
    Assignee: Teijin Limited
    Inventors: Kaoru Iwata, Tsuneo Hagiwara, Hiroshi Matsuzawa
  • Patent number: 4481314
    Abstract: Disclosed are novel anthraquinone compounds containing tetra-p-phenylenediamine substituents, particularly useful in molding type polyester compositions and possessing strong infrared absorptivity. This property renders these compounds attractive as additives for increasing the infrared energy absorptivity of polyesters either from high intensity quartz lamps or from certain laser systems. These compounds are particularly useful in bottle polyester material for increasing the blow-mold parison reheat rate, and in the printing of plastic articles with lasers.
    Type: Grant
    Filed: June 29, 1983
    Date of Patent: November 6, 1984
    Assignee: Eastman Kodak Company
    Inventor: Mark Rule
  • Patent number: 4473688
    Abstract: A high-toughness thermoplastic polyamide composition resistant to impact even at low temperature, formed from polyamides of type 6 or 66 in mixture with alternating elastomer copolyesteramides in a quantity of between 3 and 10% and preferably between 5 and 7% by weight.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: September 25, 1984
    Assignee: ANIC S.p.A.
    Inventors: Alessandro Zappa, Nicola Di Donato
  • Patent number: 4459391
    Abstract: This invention is a method of making and polymer of heat resistant polyester, being characterized by the reaction product of a polyester which consists of the aromatic dicarboxylic acid and a glycol with 2-6 carbons reacted with 0.2-5 weight % of a bifunctional epoxy compound which is expressed by the general formula ##STR1## wherein R is benzene ring, naphthalene ring, cyclohexane ring, cyclohexene ring or pyridine ring; and R may have a substitution group to keep the amount of the end carboxyl groups below 15 gram equivalents per 10.sup.6 grams of polymer.
    Type: Grant
    Filed: October 11, 1983
    Date of Patent: July 10, 1984
    Assignee: Unitika Limited
    Inventor: Yoshihiro Arai
  • Patent number: 4455417
    Abstract: A method of forming an amorphous crystallizable thermoplastic polymer composition. The polymer composition has a modulus of rigidity which decreases to a minimum value with increasing temperature and then begins to increase. The process includes heating polymer to below a temperature at which crystal formation occurs and form the polymer. The polymer composition is then heated to a temperature at which crystal formation can occur and be annealed. This process is useful to make articles having a thickness of from 0.127 cm (0.050 inches) to 1.27 cm (0.50 inches) such as sheets and tubes of the amorphous polymer and then reforming and annealing them.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: June 19, 1984
    Assignee: Allied Corporation
    Inventors: Nicholas Vanderkooi, Jr., Philip E. Stevenson, Robert J. Welgos
  • Patent number: 4438240
    Abstract: Provided is a polyether-ester-amide consisting essentially of about 5 to 50 weight percent of polaymide segment (A) and about 95 to 50 weight percent of polyether ester segment (B), and having a melting point not lower than 160.degree. C., a Shore hardness in the range of 80A to 45D, a tensile modulus in the range of 100 to 1,000 kg/cm.sup.2 and an elastic recovery at 50% elongation of not less than 70%,said polyamide segment (A) having been obtained from:a C.sub.6 -C.sub.20 aliphatic diamine (A-1); andat least one dicarboxylic acid (A-2) selected from the group consisting of C.sub.6 -C.sub.15 aliphatic dicarboxylic acids, terephthalic acid and hexahydroterephthalic acid, provided the total number of carbon atoms of said diamine and said dicarboxylic acid is not less than 16,said polyether ester segment (B) having been obtained from:a poly(alkylene oxide) glycol (B-1) having a ratio of carbon atom number to oxygen atom number of not smaller than 2.
    Type: Grant
    Filed: May 25, 1983
    Date of Patent: March 20, 1984
    Assignee: Toray Industries, Incorporated
    Inventors: Chiaki Tanaka, Shinobu Nakashima, Makoto Kondow
  • Patent number: 4433130
    Abstract: A novel compound having the formula: ##STR1## wherein: R is alkyl containing from 1 to 10 carbon atoms; andM is a monovalent cation, selected from the group consisting of alkali metal and ammonium, has been synthesized in high yield by hydrogenating the corresponding arylsulfonate in a solvent which simultaneously prevents hydration of the sulfonate group and hydrolysis of the ester functions. The compound is useful in preparing condensation polymers having ionic groups. In particular, these condensation polymers comprise additional polymerized copolymerizable dicarboxylic acids and diols, diamines or hydroxyamines, to yield polyesterionomers useful in dye imbibition photohardenable imaging materials for forming positive dye images.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: February 21, 1984
    Assignee: Eastman Kodak Company
    Inventors: Susan E. Hartman, Michael E. Allen, William E. Pascoe
  • Patent number: 4424313
    Abstract: The reaction of polymers containing carboxyl groups with organic nitrogen bases which have certain structural features leads to highly reactive products which are eminently suitable as binder components for powder lacquers which may be hardened with polyepoxides.
    Type: Grant
    Filed: January 12, 1983
    Date of Patent: January 3, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf-Volker Meyer, Hans-Joachim Kreuder, Peter Ho/ hlein
  • Patent number: 4417043
    Abstract: A polymer capable of forming an anisotropic melt characterized in that the polymer chain includes residues of cross-linking reactants at a concentration sufficient to give a polymer with a melt viscosity of not greater than 10.sup.7 Nsec/m.sup.2 measured by capillary rheometry at a shear rate of 10.sup.4 N/m.sup.2. The polymers exhibit favorable shear dependent viscosity characteristics in that the viscosity is high under low shear conditions and is low under high shear conditions, as judged by the viscosity characteristics of polymers of the same composition but not containing the residues of cross-linking reactants.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: November 22, 1983
    Assignee: Imperial Chemical Industries PLC
    Inventors: Frederic N. Cogswell, Brian P. Griffin, Clive P. Smith
  • Patent number: 4412059
    Abstract: A polymeric material which is capable of forming high modulus, biaxially orientable structures of a cholesteric mesophase, wherein said polymeric material comprises an optically active monomer which is condensation co-polymerized with at least one p-phenylene containing monomer which is itself capable of forming a polymer exhibiting a nematic mesophase, or which is capable of being copolymerized with a second monomer to form a nematic mesophase, or which is capable of being copolymerized with racemic mixture of said optically active monomers to form a nematic mesophase, wherein the resulting copolymer is characterized by a degree of inflexibility sufficient to form a mesophase and wherein said optically active monomer is present in said polymer after copolymerization in an amount sufficient to impart optical activity to said polymer sufficient to form a cholesteric mesophase.
    Type: Grant
    Filed: August 20, 1980
    Date of Patent: October 25, 1983
    Assignee: Duke University
    Inventors: William R. Krigbaum, Alberto Ciferri, Jack Preston
  • Patent number: 4393192
    Abstract: Novel water insoluble polyamide esters are prepared from dicarboxylic acid diamide derivatives of terephthalic acid and a glycol. In one embodiment, nearly perfectly alternating polyamide esters are prepared in the presence of antimony (III) acetate.
    Type: Grant
    Filed: December 21, 1982
    Date of Patent: July 12, 1983
    Assignee: The Standard Oil Company
    Inventors: Benedict S. Curatolo, Gerald P. Coffey
  • Patent number: 4390686
    Abstract: A method of insulating an electrical conductor by applying thereto a coating of a polyesterimide resin which can be hardened through its free OH groups from a resin melt at above 100.degree. C., wherein the resin used is solvent-free and has been prepared by esterification or ester-exchange of starting materials for the polyesterimide in the presence of an excess of one or more short-chain diols and subsequent removal of the diol or diols in such a way that the condensation is only effected to an extent such that the Durrans softening point of the unhardened resin is not above 150.degree. C. (preferably not above 100.degree. C.) and the viscosity of the molten resin at 180.degree. C. is not above 5000 (preferably not above 1000) mPa s (cP). This process avoids the disadvantages encountered when a solvent is present in the insulating bath.
    Type: Grant
    Filed: April 12, 1982
    Date of Patent: June 28, 1983
    Assignee: Dr. Beck & Co. AG
    Inventors: Harald Janssen, Ferdinand Hansch
  • Patent number: 4387210
    Abstract: An aromatic polyester amide is produced by reacting hydroxyphenyl-aminophenyl-propane with aromatic dicarboxylic acid dihalide in the presence of an inert organic solvent, and bringing the organic solvent phase containing the mixture of the reaction products of the above reaction into contact with an aqueous phase containing an acid-acceptor, whereby completing polycondensation reaction. In order to control the dissolution of water into the organic solvent phase while maintaining an adequate level of miscibility between the organic solvent phase and the aqueous phase, a neutral salt of inorganic electrolyte, such as sodium chloride, is added to the aqueous phase containing the acid-acceptor.
    Type: Grant
    Filed: December 22, 1981
    Date of Patent: June 7, 1983
    Assignee: Mitsui Toatsu Chemical, Inc.
    Inventors: Nobukatsu Katoh, Yoshio Morimoto, Takashi Kataoka, Teruo Yuasa
  • Patent number: 4382137
    Abstract: Novel resin products produced by reacting unique polycyclic, aromatic, polycarboxylic acid products with low molecular weight polyols display satisfactory toughness properties and good Barcol hardness values. The process for preparing these novel resin products first involves preparing an intimate, finely divided mixture comprising the acid product derived from the nitric acid oxidation of naturally occurring solid carbonaceous material, a roughly equivalent amount of a liquid polyol, and a suitable acid catalyst. The mixture is then subjected to a precure step which involves heating at temperatures between 80.degree. and 150.degree. C. for from about fifteen minutes to about four hours. The precured mixture may thereafter be subjected to suitable molding conditions at a temperature below about 220.degree. C.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: May 3, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Johann G. Schulz, Walter P. Barie, Jr., James T. Eurich
  • Patent number: 4380622
    Abstract: The aliphatic copolyesteramide having high degree of polymerization, is prepared by heating a mixture of (A) ester-forming components comprising (a) aliphatic diols and (b) aliphatic dicarboxylic acids and (B) amide-forming components comprising at least one component selected from the group consisting of (a) aliphatic .omega.-aminocarboxylic acids and (b) equimolar salt of (.alpha.) aliphatic diamines and (.beta.) aliphatic dicarboxylic acids, at temperatures of about 150.degree. to 260.degree. C., substantially under an atmospheric pressure, in the presence of catalyst and in the substantially absence of water, and subsequently heating the resulting esterified product at temperatures of about 200.degree. to 300.degree. C. under a reduced pressure. The obtained copolyesteramide can be formed into various molded articles, such as tubing, having excellent flexibility, toughness, shapability, chemical resistance, heat resistance, hydrolysis resistance and fatigue resistance.
    Type: Grant
    Filed: June 11, 1982
    Date of Patent: April 19, 1983
    Assignee: Toray Industries, Inc.
    Inventors: Kazumasa Chiba, Kazuhiko Kobayashi, Toshio Muraki
  • Patent number: 4376856
    Abstract: An improved polyether-ester amide is prepared by mixing (A) an aminocarboxylic acid, (B) a poly(alkylene oxide)glycol having a number-average molecular weight of 300 to 6,000 and (C) a dicarboxylic acid at such a mixing ratio that the amount of the component (B) is 5 to 90% by weight based on the total amount and the amino, carboxyl and hydroxyl groups in the mixture satisfy the following requirement:0.95.ltoreq.[COOH]/([NH.sub.2 ]+[OH]).ltoreq.1.05heating the mixture at 150.degree. to 260.degree. C. and then polymerizing the mixture at 220.degree. to 300.degree. C. under high vacuum. This polyether-ester amide is excellent in the impact resistance and rubbery elasticity.
    Type: Grant
    Filed: November 16, 1981
    Date of Patent: March 15, 1983
    Assignee: Toray Industries, Inc.
    Inventors: Chiaki Tanaka, Shinobu Nakashima
  • Patent number: 4376194
    Abstract: A polyester amide having excellent mechanical strength, transparency, resistance to oil, adhesive property and heat-sensitivity, comprises (A) an ester unit derived mainly from a benzenedicarboxylic acid and 1,4-butanediol and (B) an amide unit consisting of dodecaneamide and/or undecaneamide, the weight ratio of the ester unit to the amide unit being from 5:95 to 95:5.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: March 8, 1983
    Assignee: Toray Industries, Inc.
    Inventors: Chiaki Tanaka, Shinobu Nakashima, Nagayoshi Naito
  • Patent number: 4374960
    Abstract: There is provided by this invention a process for the production of high molecular weight linear polyethylene terephthalate condensation polyesters which are useful especially for preparing specialty fibers which have excellent resistance to degradation so that they can be used in such commercial articles as paper making machine fabric, industrial belting, etc. The improved high molecular weight linear polyethylene terephthalate condensation polyester specialty fibers are characterized by improved hydrolytic stability and by reduction in the free carboxyl content so as to have a carboxyl concentration of less than about 6 gram equivalents per 10.sup.6 grams of the polyester.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: February 22, 1983
    Assignee: Allied Corporation
    Inventors: Ronald E. Rothwell, Hugh H. Rowan, James J. Dunbar
  • Patent number: 4371693
    Abstract: Thermoplastic elastomeric polyetheresterimides comprising a multiplicity of long chain ester imide units represented by the formula ##STR1## and short chain esterimide units represented by the formula ##STR2## where G is a divalent radical remaining after the removal of terminal hydroxyl groups from a poly(alkylene oxide) glycol having a number average molecular weight of about 400-4000; D is a divalent radical remaining after removal of hydroxyl groups from a diol having a molecular weight less than about 300, and Q is a divalent radical remaining after removal of an amino group and a carboxyl group from a aliphatic primary amino acid having a molecular weight of less than 250; with the proviso that from about 2 to 10 of said short chain esterimide units are present for each of said long chain esterimide units.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: February 1, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James R. Wolfe, Jr.
  • Patent number: 4371692
    Abstract: Thermoplastic elastomeric polyetheresterimidescomprising a multiplicity of long chain esterimide units being represented by the formula ##STR1## and short chain esterimide units being represented by the formula ##STR2## where G is a divalent radical remaining after the removal of terminal hydroxyl groups from a poly(alkylene oxide) glycol having a number average molecular weight of about 400-4000; D is a divalent radical remaining after the removal of hydroxyl groups from a diol having a molecular weight less than about 300 and Q is a divalent radical remaining after removal of amino groups from an aliphatic primary diamine having a molecular weight less than 350; with the provisos that from about 0.5 to 5 of said short chain esterimide units are present for each of said long chain esterimide units and that said polyetheresterimide has a softening point of at least 160.degree. C.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: February 1, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: James R. Wolfe, Jr.