Material Contains A Group Iva Metal Atom (ge, Sn, Pb) Patents (Class 528/283)
  • Patent number: 5407772
    Abstract: Unsaturated linear polymers have repeating units of a reaction product of a first monomer, a second monomer, a third monomer and optionally a fourth monomer. The linear polymers have a glass transition temperature ranging from about 52.degree. C. to about 61.degree. C. The first monomer should have a weight average molecular weight less than 200. The second monomer may be a dicarboxylic acid or diester which is different than the third monomer. A concentration of second residues of the polymer, derived from the second monomer, ranges from about 3 wt. % to about 15 wt. %, based on the total weight of the polymer. The third monomer is an aromatic dicarboxylic acid or an ester thereof. In the polymer, a concentration of third residues, derived from the third monomer, ranges from about 40 wt. % to about 55 wt. %, based on the total weight of the polymer. The fourth monomer is a diol having a higher molecular weight than the first monomer.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: April 18, 1995
    Assignee: Xerox Corporation
    Inventors: Robert D. Bayley, Carol A. Fox, Thomas R. Hoffend, Hadi K. Mahabadi, Enno E. Agur, Guerino Sacripante, Michael S. Hawkins
  • Patent number: 5397827
    Abstract: The thermoplastic polyester compositions of the present invention are characterized by containing special colloidal silica particles having a straight-chain or branched shape, so when formed into film, particularly film for magnetic tape, there are attained superior abrasion resistance, scratch resistance and sliding property.
    Type: Grant
    Filed: July 21, 1992
    Date of Patent: March 14, 1995
    Assignee: Toray Industries, Inc.
    Inventors: Masahiro Kimura, Tomoji Saeki, Masaru Suzuki, Minoru Yoshida, Toshihiro Sasaki
  • Patent number: 5389719
    Abstract: Cyclic tin catalysts are employed for the preparation of branched polyesters from macrocyclic polyester oligomers.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: February 14, 1995
    Assignee: General Electric Company
    Inventors: Tohru Takekoshi, Eric J. Pearce
  • Patent number: 5387666
    Abstract: Cyclic tin catalysts are employed for the preparation of branched polyesters from macrocyclic polyester oligomers. They are less susceptible than previously known catalysts to the presence of acidic impurities in the oligomer compositions.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: February 7, 1995
    Assignee: General Electric Company
    Inventors: Tohru Takekoshi, Eric J. Pearce
  • Patent number: 5385773
    Abstract: Disclosed is a process for producing copolyesters having repeat units from a dicarboxylic acid component comprising at least 90 mol % terephthalic acid and a glycol component comprising about 10-95 mol % 1,4-cyclo-hexanedimethanol and from about 90-5 mol % ethylene glycol comprising reacting the dicarboxylic acid component and the glycol component at temperatures sufficient to effect esterification or transesterification and polycondensing the reaction product in the presence of a catalyst and inhibitor system consisting essentially of Mn, Zn, Ti, Ge and P, all parts by weight based on the weight of the copolyester.
    Type: Grant
    Filed: April 27, 1993
    Date of Patent: January 31, 1995
    Assignee: Eastman Chemical Company
    Inventors: Cheuk C. Yau, Clinton Cherry
  • Patent number: 5382651
    Abstract: A method for the production of polyester suitable to be molded into a film with excellent surface properties.The method comprises passing dispersion-in-water type silica sol with pH 8 to 11 including sodium oxide as a stabilizer and silica particles with average diameters 0.01 to 0.3 .mu.m through a column of cation exchange resin having the following formula 1 and the strong basic anion exchange having the following formula 2, in sequence to adjust the pH value to 2 to 4, adding an hydrogen bonding agent and ethylene glycol thereto, heating the resultant silica sol under a reduced pressure to remove water, so as to obtain dispersion-in-ethylene glycol type silica sol, and adding 0.01 to 5% by weight of the dispersion-in-ethylene glycol type silica sol, as based on the weight of polyester to be produced, at any step during the ester interchange reaction.
    Type: Grant
    Filed: August 17, 1993
    Date of Patent: January 17, 1995
    Assignee: Cheil Synthetics, Inc.
    Inventors: Kwang T. Kim, Tae H. Kim, Seung B. Jun
  • Patent number: 5382474
    Abstract: Disclosed is a process for producing polyethylene terephthalate fibers with reduced flammability which comprises the following steps:(a) condensating terephthalic acid and ethylene glycol in a mole ratio of from 1:1.1-1.5 at a temperature of from 180.degree.to 240.degree. C. in the presence of a catalyst;(b) adding a polyalkylene glycol phosphate ester;(c) polycondensating at a temperature of from 265.degree.-280.degree. C. under a pressure decreasing from 760 torr to less than 2 torr to form the polyethylene terepthalate; and(d) melt spinning fibers.
    Type: Grant
    Filed: September 24, 1992
    Date of Patent: January 17, 1995
    Assignee: BASF Corporation
    Inventors: Atish Adhya, Thomas F. Corbin, Robert L. Lilly
  • Patent number: 5378796
    Abstract: The present invention relates to a process for preparing copolyesters which involves two steps. The first step is a diol interchange step, and the second step is a polycondensation step. More specifically, the process involves (I) reacting in the presence of a polycondensation catalyst a dihydroxy terephthalate-containing compound having the formula: ##STR1## wherein n is 1 to 10 and at least 99% of the endgroups are ethylene glycol moieties; and 0.01 to 10 moles, based on moles of the dihydroxy terephthalate-containing compound, of a diol, and (II) polycondensing the reaction product of Step (I) to form a copolyester while excess diol is removed until desired molecular weight is obtained. This process does not include a transesterification of a dialkyl ester reaction or an esterification reaction which are usually used to produce copolyesters. Moreover, this process allows for polyethylene terephthalate and copolyesters prepared therefrom to be produced on an integrated production line.
    Type: Grant
    Filed: February 9, 1994
    Date of Patent: January 3, 1995
    Assignee: Eastman Chemical Company
    Inventors: Scott E. George, Douglas C. Hoffman
  • Patent number: 5378797
    Abstract: Aliphatic polyesters are produced by the acylative ether cleavage of aliphatic monomers having at least one arylmethoxy group and at least one hydrocarbyl group. Alternatively, monomeric systems of aliphatic compounds having at least two arylmethoxy groups together with aromatic or aliphatic compounds having at least two halocarbonyl groups are used. Lewis acids are used to catalyze the reaction.
    Type: Grant
    Filed: October 4, 1993
    Date of Patent: January 3, 1995
    Assignee: Shell Oil Company
    Inventors: Jan H. H. Meurs, Feike De Jong
  • Patent number: 5374707
    Abstract: New compounds including bis-.beta.-hydroxy ethyl bibenzoate containing less than 2.5%, and preferably less than 1%, diethylene glycol and a process for the production of the bis-.beta.-hydroxy ethyl bibenzoate by the condensation of 4,4'-biphenyl dicarboxylic acid and ethylene glycol at low temperature and pressure in the presence of a catalyst are disclosed. Use of the compounds to produce polyesters is also disclosed.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: December 20, 1994
    Assignee: Monsanto Company
    Inventors: Jawed Asrar, David J. Weinkauff, A. Hameed Bhombal
  • Patent number: 5350829
    Abstract: There is disclosed a method for producing a polyethylene naphthalate from a naphthalenedicarboxylic acid represented by the following formula (I) and a glycol, in the presence of one or more compounds of glycol-soluble magnesium compounds, glycol-soluble manganese compounds, and glycol-soluble zinc compounds; a nitrogen-containing basic compound; and a phosphorous compound; which method comprises adding a glycol-soluble germanium compound of a limited amount, as a polymerization catalyst, at a limited relationship between amounts of said metal compound, the said nitrogen-containing basic compound, and the said phosphorous compound.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: September 27, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Fumio Kawamoto
  • Patent number: 5348985
    Abstract: A process for making thermoplastic polyester foams comprises the steps of subjecting macrocyclic polyester oligomer precursors to initiators and blowing agents at a constant operating temperature in order to produce foams which unexpectedly display low foam densities.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: September 20, 1994
    Assignee: General Electric Company
    Inventors: Eric J. Pearce, John W. Carbone
  • Patent number: 5342902
    Abstract: The present invention relates to poly(ester-ether) compositions and to a process for their preparation. In particular, the invention relates to poly(ester-ether) compositions obtained by reacting a polyester which is prepared from a dicarboxylic acid and an aliphatic diol with a dihydroxy aromatic compound in the presence of a metal catalyst. Incorporation of the dihydroxy aromatic compound into the polyester chain causes an increase in the Tg value and increases the thermal stability of the polyester. These poly(ester-ether) compositions are useful in molded articles of all types.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: August 30, 1994
    Assignee: Eastman Chemical Company
    Inventors: W. Ronald Darnell, W. J. Jackson, Jr.
  • Patent number: 5340909
    Abstract: A process for producing poly(1,3-propylene terephthalate) from the reaction of either terephthalic acid or a lower dialkyl ester of terephthalic acid and 1,3-propanediol and polymerization of the monomer produced therefrom using a novel catalyst system. The novel catalyst composition includes employing an effective catalytic amount tin in the polycondensation reaction. Using the catalyst system and Hostaperm.RTM. pigments allows for the production of poly(1,3-propylene terephthalate) having yellowness of less than 4 and an IV of at least 0.80 dl/g.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: August 23, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Marvin L. Doerr, Joseph J. Hammer, J. R. Dees
  • Patent number: 5340908
    Abstract: This invention relates to a process for the preparation of aromatic polyester(s) having an intrinsic viscosity greater than 0.4 dL/g in chloroform at 30.degree. C. which comprises (a) reacting diarylesters of tere and isophthalic acid(s) and dihydric phenol(s) in the melt phase in an inert atmosphere in the presence of a catalyst selected from alkoxides of Group IV B metals and derivatives of Group IV A metals and in the presence of an organic solvent at a temperature in the range of 100.degree.-300.degree. C. to form a prepolymer having intrinsic viscosity in the range of 0.1 to 0.3 dL/g in chloroform at 30.degree. C. (b) purifying the prepolymer using conventional solvent extraction methods and (c) Polycondensing the purified prepolymer at a temperature in the range of 300.degree.-350.degree. C. in presence of a catalyst selected from alkoxides of Group IVB metals and derivatives of Group IVA metals under reduced pressure.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: August 23, 1994
    Assignee: Council of Scientific & Industrial Research
    Inventors: Bhaskar B. Idage, Nayaku N. Chavan, Sudhakar S. Mahajan, Swaminathan Sivaram
  • Patent number: 5321117
    Abstract: Macrocyclic poly(alkylene dicarboxylate) oligomers are prepared by the reaction of a dicarboxylic acid chloride such as terephthaloyl chloride with at least one bis(hydroxyalkyl) ester such as bis(4-hydroxybutyl) terephthalate, in the presence of a Lewis acid as catalyst. Illustrative Lewis acids are ferric chloride, zinc chloride, zinc bromide, stannous bromide and antimony pentachloride.
    Type: Grant
    Filed: November 19, 1992
    Date of Patent: June 14, 1994
    Assignee: General Electric Company
    Inventor: Daniel J. Brunelle
  • Patent number: 5310848
    Abstract: a resin composition for a powder coating comprising a polyester A, which does not substantially set to gel and has a hydroxyl value of at least 1,200 g eq/10.sup.6 g, a polyester B, which does not substantially set to gel and has a hydroxyl value of from 200 to 1,000 g eq/10.sup.6 g, and an inner blocked isocyanate hardener, wherein the weight ratio of polyester A to polyester B is from 70:30 to 10:90 and the difference (absolute value) in gel time between these polyesters A and B is at least 3 minutes.
    Type: Grant
    Filed: January 29, 1993
    Date of Patent: May 10, 1994
    Assignee: Nippon Ester Co., Ltd.
    Inventors: Tokuzo Nozaki, Katsuyoshi Atsumi, Makiko Sakai
  • Patent number: 5302686
    Abstract: A hollow article or sheet of a copolyester which comprises, as main components, terephthalic acid as a dicarboxylic acid component and ethylene glycol as a diol component and which is characterized by:(1) isophthalic acid as a dicarboxylic acid component being from 0.5 to 3.0 mol %,(2) diethylene glycol as a diol component being from 1.0 to 2.5 mol %,(3) the intrinsic viscosity being from 0.60 to 1.50 dl/g,(4) the concentration of terminal carboxyl groups being at most 18 eq/ton, and(5) the content of a cyclic trimer being at most 0.40% by weight.
    Type: Grant
    Filed: July 15, 1993
    Date of Patent: April 12, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Katsuji Tanaka, Hitoshi Matsumoto, Takuji Hirahara, Osamu Kishiro
  • Patent number: 5298593
    Abstract: A thermotropic liquid crystalline polyester is produced by carrying out polycondensation of ester monomer [I-2], an aromatic dicarboxylic acid [II] and an aromatic carboxylic acid [III-2]. The amounts of the compounds [I-2] and [II] are substantially equivalent and the amount of the compound [III-2] is not more than 20 times that of [I-2] by mole. A thermotropic liquid crystalline polyester having good heat resistance, fluidity and uniformity can be produced.
    Type: Grant
    Filed: June 24, 1992
    Date of Patent: March 29, 1994
    Assignee: Mitsubishi Petrochemical Company, Ltd.
    Inventors: Eisuke Fujiwara, Haruyo Kozaki
  • Patent number: 5296587
    Abstract: The present invention relates to a process for copolymerizing a dicarboxylic acid, a dialkyl ester, and a diol in the presence of a transesterification catalyst. The process involves heating a mixture containing carboxylic acids and esters in excess diol at elevated temperatures in the presence of a transesterification catalyst and returning any vaporized diol to the reaction vessel until the theoretical amount of alcohol and/or water have been evolved. The alcohol and/or water of reaction is not allowed to return to the vessel. When the theoretical weight of alcohol and/or water is collected, the excess diol is removed and the polymerization is allowed to proceed.
    Type: Grant
    Filed: March 22, 1993
    Date of Patent: March 22, 1994
    Assignee: Eastman Chemical Company
    Inventors: Charles E. Sumner, Jr., Gary D. Boone
  • Patent number: 5294695
    Abstract: The present invention relates to a process for preparing a polyethylene naphthalate possessed with high viscosity, characterized by sloving of various problems of the prior art by controlling the rate of the polycondensation reaction.Particularly, the present invention provides a process for preparing polyethylene naphthalate from an esterification reaction product of naphtalene dicarboxylic acid or an alkyl ester thereof and a diol, which comprises polycondensing the esterification reaction product in the presence of a polycondensation catalyst in two steps wherein the first step is carried out at a pressure ranging from 500 to 30 torr and the second step is carried out at a pressure ranging from 10 to 0.1 torr with controlling the reaction rate such that the differential increase of the intrinsic viscosity of the resultant polymer can satisfy the following equations:IV(t.sub.1)-IV(t.sub.0)<0.4 dl/g (1)IV(t.sub.2)-IV(t.sub.0)>0.3 dl/g (2)wherein: IV(t.sub.
    Type: Grant
    Filed: March 15, 1993
    Date of Patent: March 15, 1994
    Assignee: SKC Limited
    Inventors: Kwan-Kyung Lee, Byeong-Ho Cho, Yong-Won Kim
  • Patent number: 5292855
    Abstract: Provided are water-dissipatable, sulfo-containing polyesters and polyester-amides having copolymerized therein thermally stable near infrared flourophoric compounds. The polymers are useful in coating or ink compositions, which are in turn useful for marking articles for identification/authentication purposes. Also provided is a method for invisibly marking such articles and a method for detecting and sorting articles by utilizing the near infrared flourophoric ink or coating compositions.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: March 8, 1994
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, Michael R. Cushman, William W. Parham, Clarence A. Coates, Max A. Weaver, Gabor Patonay
  • Patent number: 5290631
    Abstract: Hydrosoluble/hydrodispersible polyester copolycondensates, well suited for the sizing of textile threads, comprise terephthalate, isophthalate, sulfoaryl dicarboxylate, ethylene glycol and polyoxyethylene glycol recurring structural units, have a glass transition temperature ranging from 15.degree. to 40.degree. C. at 85% relative humidity and the turbidity of aqueous formulations thereof are storage-stable over time; such polyester copolycondensates are conveniently prepared by (i) transesterifying admixture of dimethyl terephthalate, dimethyl sulfoaryl dicarboxylate and ethylene glycol, (ii) introducing isophthalic acid and an additional amount of ethylene glycol into the medium of transesterification and therein directly esterifying same, and (iii) polycondensing the resulting product of transesterification/direct esterification.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: March 1, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Etienne Fleury, Yvette Girardeau
  • Patent number: 5264477
    Abstract: In situ formation of a melt processable liquid crystalline polyester composition capable of forming an anisotropic melt phase at a temperature of below approximately 400.degree. C. having an improved heat distortion temperature under a load, the composition being formed in the presence of from approximately 0.05 to approximately 1.0 weight percent of a divalent metal salt of terephthalic acid as a nucleating agent. Films, fibers and molded articles produced from the composition exhibit improved thermal properties.
    Type: Grant
    Filed: July 28, 1992
    Date of Patent: November 23, 1993
    Assignee: Hoechst Celanese Corp.
    Inventors: Kurt F. Wissbrun, James P. Shepherd
  • Patent number: 5262513
    Abstract: A copolyester which comprises, as main components, terephthalic acid as a dicarboxylic acid component and ethylene glycol as a diol component and which is characterized by:(1) isophthalic acid as a dicarboxylic acid component being from 0.5 to 3.0 mol %,(2) diethylene glycol as a diol component being from 1.0 to 2.5 mol %,(3) the intrinsic viscosity being from 0.60 to 1.50 dl/g,(4) the concentration of terminal carboxyl groups being at most 18 eq/ton, and(5) the content of a cyclic trimer being at most 0.40% by weight.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: November 16, 1993
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Katsuji Tanaka, Hitoshi Matsumoto, Takuji Hirahara, Osamu Kishiro
  • Patent number: 5256363
    Abstract: Polyethylene terephthalates of the present invention are excellent in mechanical strength, heat resistance and transparency, and therefore blow molded containers molded from the present polyethylene terephthalate are excellent in high temperature filling properties when they are filled with juice, refrigerant beverage, carbonated beverage, seasonings, etc. Furthermore, the blow molded containers prepared from the present polyethylene terephthalates have such characteristic features that they are free from thermal deformation at the time when they are subjected to high temperature filling, they are readily subjected to sterilization treatment and hence excellent in high speed filling properties.
    Type: Grant
    Filed: December 4, 1992
    Date of Patent: October 26, 1993
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Mikio Hashimoto, Hiroji Niimi, Tadao Yatsu, Shigemi Shiraki
  • Patent number: 5242645
    Abstract: A rubber-reinforcing polyester fiber composed of a polyester prepared by using 30 to 150 ppm as antimony of an antimony compound and 5 to 60 ppm as germanium of a germanium compound as the polymerization catalyst. The fiber is characterized in that the terminal carboxyl group content is not larger than 25 eq/ton, diethylene glycol content (DEG) is not larger than 1.3% by weight, the intrinsic viscosity (IV) is at least 0.85, the sum (S) of the intermediate elongation and the dry heat shrinkage is lower than 8%, the product between strength and elongation (T.sqroot.E) is at least (2S+5), and the terminal modulus (TM) is not higher than 40 g/d. The polyester fiber is used as a rubber reinforcement.
    Type: Grant
    Filed: September 13, 1991
    Date of Patent: September 7, 1993
    Assignee: Toray Industries, Inc.
    Inventors: Tai Sasamoto, Takehiko Miyoshi, Takuji Sato
  • Patent number: 5218042
    Abstract: Disclosed is a water-dissipatable or dispersible polyester containing sulfonate groups that has improved stability having a substantial number of capped carboxyl groups attached to the sulfomonomer moieties. This polyester can be prepared by capping the carboxyl end groups of the polyester with oxirane compounds or by polymerizing the reactants wherein one reactant is a diol that is a diester adduct of a glycol and a dicarboxylic acid sulfomonomer.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: June 8, 1993
    Inventors: Thauming Kuo, Keith M. Moody
  • Patent number: 5187216
    Abstract: Disclosed is a process for the preparation of crystalline copolyesters from substantially amorphous, diethylene glycol-containing copolyesters wherein the a zeolite is incorporated in the substantially amorphous copolyester to promote crystallization upon heating a particulate form of the resulting copolyester at crystallizing effective temperatures.
    Type: Grant
    Filed: April 18, 1991
    Date of Patent: February 16, 1993
    Assignee: Eastman Kodak Company
    Inventors: Michael L. Cassell, Waylon L. Jenkins, Gerry F. Rhodes
  • Patent number: 5180793
    Abstract: The invention is a polyester and a method for producing a polyester filament which has a combination of flame resistance and low pilling properties. The method comprises forming a polyester polymer from a mixture of two polymers, the first compound being the reaction product of terephthalic acid or dimethyl terephthalate, ethylene glycol, and an oxysilicon compound and the second compound being the reaction product of terephthalic acid or dimethyl terephthalate, ethylene glycol and a phosphinic acid in the amount between 0.5 and 20 mole percent of the terephthalate acid and monomer. In particular, the invention also comprises the enhanced fiber formed by the process, as well as the fabrics having a pilling of about 3 to less than 5 as measured in accordance with ASTM D-3512-82.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: January 19, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Richard E. Vigneault, William S. Wagner, Klaus Weisskopf, R. Edward Williamson, A. John Woodward
  • Patent number: 5166310
    Abstract: Polyesters are prepared from dihydroxyl-containing compounds and di-carboxylic acids or anhydrides or lower alkyl esters thereof in the presence of a combination of tin catalysts comprising (1) at least one organotin salt of a carboxylic acid, and (2) either (a) at least one organotin oxide, or (b) at least one organostannoic acid, or (c) a combination of (a) and (b). The polyesters prepared by this process are useful in coating, adhesive, fiber and molding applications.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: November 24, 1992
    Assignee: The Dow Chemical Company
    Inventor: Peter C. Rooney
  • Patent number: 5143984
    Abstract: A process for preparing a polyester having an inherent viscosity of at least 0.5 comprising(A) preparing an admixture of a molten polyester having an inherent viscosity of less than 0.5, a titanium alkoxide and a 13X zeolite, and(B) subjecting the admixture to a time and temperature sufficient to increase the inherent viscosity of the polyester to at least 0.5.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventors: Waylon L. Jenkins, Gerry Rhodes, Mark Rule
  • Patent number: 5138024
    Abstract: A copolyester is synthesized by reacting a dialkyl ester of an aromatic dicarboxylic acid (e.g., dimethyl terephthalate) with ethylene glycol, low molecular weight poly(ethylene glycol) and a salt of a sulfonic acid-substituted aromatic dicarboxylate (e.g., sodium sulfoisophthalic acid) simultaneously in a first stage reaction in the presence of a phosphite or phosphate stabilizer. The intermediate product of the first stage is further reacted in a second stage in the presence of a polycondensation catalyst to obtain a random copolyester of the desired molecular weight. The copolyester is extruded to form a film which, after orientation and heat setting, has excellent clarity and is useful as a photographic film support. Aqueous processing of the film relaxes any core set or curl.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: August 11, 1992
    Assignee: Eastman Kodak Company
    Inventors: Carl T. Brozek, Robert C. Daly, Robert H. Fehnel, Constantine C. Petropoulos
  • Patent number: 5132392
    Abstract: Hydrophilic polyester resin is provided by the method comprising reacting an aromatic dicarboxylic acid or diester thereof, a diol and a polysiloxane-polyether copolymer wherein the polysiloxane backbone is endblocked with a hydroxyl-substituted organic group and the polyether portion of the copolymer comprises polyoxyethylene. The resulting silicone-modified polyester is especially suited for making hydrophilic fiber and film.
    Type: Grant
    Filed: December 24, 1991
    Date of Patent: July 21, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Douglas J. DeYoung, Gerald J. Murphy
  • Patent number: 5115086
    Abstract: In one aspect, this invention is a primer which comprises a solution of: (a) a polyester resin of a carboxylic acid and a glycol; and (b) a polymethylene poly(phenyl isocyanate), diphenylmethane diisocyanate, or mixture thereof; in a volatile solvent, wherein the weight ratio of (a):(b) is in the range of from about 0.25:1.0 to 2.0:1.0. In a second aspect, this invention is a primer which comprises a solution of: (a) 5-18 weight percent of a polyester resin of a carboxylic acid and a glycol; and (b) 6-17 weight percent of a polymethylene poly(phenyl isocyanate), diphenylmethane diisocyanate, or mixture thereof; in a volatile solvent. It has been discovered that the primer of the invention advantageously provides improved adhesion characteristics of metal-to-glass bonding when used to prime paint-coated metal substrates before the application of a urethane adhesive, particularly when used with a "fast cure" adhesive comprised of an isocyanate-functional prepolymer and dimorpholinediethyl ether.
    Type: Grant
    Filed: February 6, 1990
    Date of Patent: May 19, 1992
    Assignee: Essex Specialty Products, Inc.
    Inventor: Harry W. S. Hsieh
  • Patent number: 5106941
    Abstract: A process for preparing a crystalline poly(cyclohexanedimethylene terephthalate) comprising(A) preparing an admixture of molten poly(cyclohexanedimethylene terephthalate) and a 4A zeolite, and(b) cooling the admixture at a rate less than about 1000.degree. C. per minute to a temperature less than about 80.degree. C.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: April 21, 1992
    Inventors: Waylon L. Jenkins, Gerry F. Rhodes, Mark Rule
  • Patent number: 5104965
    Abstract: A process for preparing a crystalline poly(ethylene terephthalate) having an inherent viscosity of at least 0.5 comprising(A) preparing an admixture of molten poly(ethylene terephthalate) and a zeolite, and(B) cooling the admixture at a rate less than about 300 degrees C. per minute to a temperature less than about 80 degrees C.
    Type: Grant
    Filed: February 22, 1991
    Date of Patent: April 14, 1992
    Assignee: Eastman Kodak Company
    Inventors: Waylon L. Jenkins, Gerry F. Rhodes, Mark Rule
  • Patent number: 5089598
    Abstract: Silane esters are transesterified with hydroxyl-terminated polyester resins to obtain end-capped, extended or branched polyester molding compositions.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: February 18, 1992
    Assignee: General Electric Company
    Inventors: Christopher M. Hawkins, Edgar E. Bostick, James L. Derudder
  • Patent number: 5015759
    Abstract: A process for increasing the direct esterification reaction rate between a diacid and 1,4-butanediol and for directly esterifying greater than 95% of the acid ends of the diacid by mixing in any order the diacid, the 1,4-butanediol and a catalyst compound selected from organo-titanium, organo-tin, and organo-zirconium compounds, to form a reaction mixture wherein the ratio of diol:diacid is at least 2:1 and then reacting the reaction mixture at an average temperature ranging between 190.degree. C. to 200.degree. C. for a period of time no longer than sixty minutes. The same process may be followed substituting ethylene glycol for 1,4-butanediol, provided the catalyst compound is added neat, further provided that the average reaction temperature ranges from 190.degree. C. to 200.degree. C., and also provided that the reaction mixture be reacted for a period of time no longer than seventy minutes.
    Type: Grant
    Filed: December 8, 1989
    Date of Patent: May 14, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: David J. Lowe
  • Patent number: 5008366
    Abstract: A process is disclosed for preparing adhesives from polyethylene terephthalate which comprises reacting a trimellitic acid polyester ether with polyethylene terephthalate to prepare a nonlinear copolymer with crosslinking characteristics suitable for use as an adhesive either as a hot-melt adhesive or as a pressure-sensitive adhesive.
    Type: Grant
    Filed: April 25, 1990
    Date of Patent: April 16, 1991
    Assignee: Amoco Corporation
    Inventor: Oscar M. Bathe
  • Patent number: 4988793
    Abstract: Disclosed are thermosetting, powder coating compositions comprised of certain novel polyesters comprised of residues of terephthalic acid and 1,3-bis(2-hydroxyethoxy)benzene in combination with a blocked polyisocyanate which, when applied to a substrate and heated, provide cross-linked coatings having a combination of desirable properties including good gloss, impact strength and flexibility.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: January 29, 1991
    Assignee: Eastman Kodak Company
    Inventors: Robert B. Barbee, Brian S. Phillips
  • Patent number: 4978741
    Abstract: A method of producing essentially haze-free isophthalic acid and polymethylolalkanoic acid-containing resins comprising reacting isophthalic acid, a polymethylolalkanoic acid, and a polyol in the presence of a catalytically effective amount of a catalyst selected from the group consisting of stannous oxalate, dibutyltin oxide, and tetrabutyl titanate at a temperature of between about 150.degree. C. and 230.degree. C. to produce haze-free resin.
    Type: Grant
    Filed: December 15, 1989
    Date of Patent: December 18, 1990
    Assignee: Questra Chemicals Corp.
    Inventor: Paul E. Eckler
  • Patent number: 4973646
    Abstract: Disclosed are thermosetting, powder coating compositions comprised of semi-crystalline polyesters and .epsilon.-caprolactam-blocked bis(1-cyanato-1-methylethyl) benzene compounds which are readily curable at relatively-mild temperatures and using cure times commonly used to cure (cross-link) powder coatings. When using equivalent curing conditions, the disclosed coating compositions exhibit a higher degree of cross-linking than do combinations of amorphous polyesters and the .epsilon.-caprolactam-blocked bis(1-cyanato-1-methylethyl)-benzene compounds.
    Type: Grant
    Filed: April 9, 1990
    Date of Patent: November 27, 1990
    Assignee: Eastman Kodak Company
    Inventors: Jonathan S. Witzeman, Yeong-Ho Chang
  • Patent number: 4970288
    Abstract: Non-toxic organotin catalysts containing at least one direct oxygen-to-tin bond and one direct carbon-to-tin bond are provided for use as esterification catalysts in the production of non-toxic polyester and polyester-containing compositions. Articles made from such polyester and polyester-containing compositions are suitable for use in regulated food, beverage, pharmaceutical, and medical-device applications.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: November 13, 1990
    Assignee: Atochem North America, Inc.
    Inventors: William A. Larkin, Emily C. Bossert, Edmund M. Gibbons
  • Patent number: 4968776
    Abstract: The sizing agent according to the present invention contains as the essential component a high molecular compound having an weight-average molecular weight of not less than 20,000 prepared by reacting(A) a polyhydroxy compound having an weight-average molecular weight of not less than 1,000, which is prepared by an addition polymerization of ethylene oxide or alkylene oxides comprising ethylene oxide to an organic compound having two active hydrogens, with(B) a polycarboxylic acid, a polycarboxylic acid anhydride or a lower ester of a polycarboxylic acid.
    Type: Grant
    Filed: October 24, 1989
    Date of Patent: November 6, 1990
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Takeshi Fujita, Tadayuki Sugimoto, Kazuyo Aketa
  • Patent number: 4921929
    Abstract: Isophthalic acid is commonly utilized as a comonomer in the preparation of copolyester resins which are utilized as solution adhesives. Unfortunately, solutions of such resins frequently become hazy due to the presence of cyclic oligomers. This invention is based upon the unexpected discovery that the presence of protonic acids during the synthesis of the copolyester resins containing isophthalic acid utilizing conventional metallic catalysts results in solutions of the resins in organic solvents being virtually haze free.
    Type: Grant
    Filed: March 28, 1989
    Date of Patent: May 1, 1990
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: John R. Wilson, Marian M. Rousek, Fred L. Massey
  • Patent number: 4818808
    Abstract: A process for producing a linear polyester comprising a main structural unit of an aromatic dicarboxylic acid ester of an alkylene glycol, particularly, comprising a polyethylene terephthalate or polytetramethylene terephthalate unit, is provided. In the process of the invention, the polycondensation reaction is conducted in the presence of a niobic acid catalyst that is obtained by heat-treating a hydrated niobium compound at the temperature range between 80.degree. C. and 400.degree. C. The process of the invention is also effecitvely applied to the manufacture of an elastomeric polyester comprising a polyalkylene terephthalate as a hard segment and a polyalkylene glycol as a soft segment.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: April 4, 1989
    Assignees: Kanebo, Ltd., Research Association for Synthetic Fiber Technology
    Inventors: Toshihiro Kushimoto, Yoshimichi Ozawa, Nobuo Izawa
  • Patent number: 4804730
    Abstract: Condensation polymers of high molecular weight, such as polyesters, polyureas, and polyamides, are usually prepared at temperatures of 200.degree. C. or greater. However, by utilizing the catalyst systems of the present invention, condensation polymers can be synthesized at much lower temperatures. The polycondensation catalyst systems of the present invention are particularly useful for synthesizing aliphatic polyesters, such as polyethylene terephthalate, from dicarboxylic acids and aliphatic glycols. The present invention more specifically discloses a process for the synthesis of an aliphatic polyester comprising polymerizing at least one dicarboxylic acid with at least one aliphatic glycol in the presence of (1) at least one phosphorus containing compound which contains at least one trivalent or pentavalent phosphorus atom which is bonded directly to at least one phenyl group, (2) an acid acceptor, and (3) at least one halogenated oganic compound.
    Type: Grant
    Filed: February 5, 1987
    Date of Patent: February 14, 1989
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Naoya Ogata
  • Patent number: 4780527
    Abstract: Poly(butylene terephthalate) is prepared in a two-stage process wherein terephthalic acid and 1,4-butanediol are esterified in the presence of a catalytic amount of a catalyst having an organo-metallic component which is an organo-titanate compound, an organo-tin compound or a combination thereof and a salt component which is an organic acid salt or an inorganic salt. In a second step, the esterification product is subject to polycondensation. By following the foregoing procedure, the formation of tetrahydrofuran is significantly suppressed and the percent conversion of esterification products increased.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: October 25, 1988
    Assignee: Industrial Technology Research Institute
    Inventors: Shen-Nan Tong, Mei-Sui Chen, Wu-Bin Yuo, Nien-Hsi Chang
  • Patent number: 4727133
    Abstract: Hydrolysis-stable, thermoplastic block polyetheresteramides are produced by a catalyzed polycondensation of linear, aliphatic polyamides having carboxyl end groups with .alpha.,.omega.-dihydroxypolyethers and additionally, a linear or branched, aliphatic or cycloaliphatic diol having 2-8 carbon atoms in an amount of 3-30 mol %, relative to the sum of the moles of both other starting materials. The ratio of the moles of the polyamide components to the sum of the moles of the dihydroxypolyether and diol components is 0.81 to 0.985.
    Type: Grant
    Filed: February 5, 1986
    Date of Patent: February 23, 1988
    Assignee: Inventa AG Fur Forschung und Patentverwertung
    Inventor: Hanns-Jorg Liedloff