Reactant Contains Three Carbon Atoms Directly Bonded To A Single Carbon Atom Patents (Class 528/349)
  • Patent number: 4465822
    Abstract: Polyamides, prepared from aralkylenediamines such as 5-phenyl-5-methyl-1,9-nonanediamine and dicarboxylic acids such as adipic or azelaic acid, optionally with a tricarboxylic acid for branching such as benzene tricarboxylic acid, are tough, clear resins useful for molding and fibers.
    Type: Grant
    Filed: June 3, 1983
    Date of Patent: August 14, 1984
    Assignee: Phillips Petroleum Company
    Inventors: Stanley D. Turk, Charles A. Drake
  • Patent number: 4465821
    Abstract: A process for the production of polyamides by the polycondensation of aqueous solutions of salts of diamines and dicarboxylic acids by continuously introducing the aqueous salt solution into a precondensate melt under atmospheric pressure and simultaneously distilling off the water and maintaining the temperature of the melt at a minimum temperature of 180.degree. C.
    Type: Grant
    Filed: June 15, 1983
    Date of Patent: August 14, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Nielinger, Wolfgang Alewelt, Karl H. Hermann
  • Patent number: 4451642
    Abstract: Aromatic-aliphatic diamines of the formula ##STR1## in which Ar is an arylene or substituted arylene are useful in preparing thermally stable, rigid, polyamides, polyureas and polyurethanes having a repeating unit of the formula ##STR2## in which Ar is arylene or substituted arylene, X is --NH-- or --O--, n is 0 or 1, and R is a divalent organic radical. Polymers of this invention can be melt-spun into thermally stable fibers.
    Type: Grant
    Filed: September 20, 1982
    Date of Patent: May 29, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: August H. Frazer, John F. Harris, Jr.
  • Patent number: 4433137
    Abstract: New transparent polyamides consisting of recurring structural elements of formula I ##STR1## wherein the carbonyl groups are linked to the benzene ring in 1,3- and/or 1,4-position are described. The novel polyamides are suitable for the manufacture of transparent shaped articles, and are distinguished by good thermoplastic processing characteristics, low water absorption, high stability to hydrolysis and good dimensional stability under the action of moisture.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: February 21, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4429110
    Abstract: New transparent polyamides consisting of recurring structural elements of formula I or II ##STR1## in which the carbonyl groups are linked to the benzene ring in 1,3- and/or 1,4-position are described. The novel polyamides are suitable for the manufacture of transparent shaped articles, and are distinguished by good thermoplastic processing characteristics, low water absorption, high stability to hydrolysis and good dimensional stability under the action of moisture.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: January 31, 1984
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4408037
    Abstract: Aralkylenediamines such as 5-phenyl-5-methyl-1,9-nonanediamine, or cycloalkylalkylenediamines such as 5-cyclohexyl-5-methyl-1,9-nonanediamine, are polymerized with dicarboxylic acids such as adipic or azelaic acid, optionally with a tricarboxylic acid such as benzene tricarboxylic acid, to produce tough clear colorless polyamide resins useful for molding and fibers.
    Type: Grant
    Filed: November 30, 1981
    Date of Patent: October 4, 1983
    Assignee: Phillips Petroleum Company
    Inventors: Charles A. Drake, Stanley D. Turk
  • Patent number: 4384112
    Abstract: Novel polyamides and copolyamides prepared from 2,2'4,4'6,6'-hexamethyl 3,3'-diaminobiphenyl (3,3'-M.sub.2 DAM) and aliphatic or aromatic diacids. 3,3'-M.sub.2 DAM and a mixture of other aliphatic or aromatic diamines may also be suitably used to react with the diacids. These novel polyamides and copolyamides are useful in preparing molded articles, fibers, films, laminates and coatings.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: May 17, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventors: Edward E. Paschke, J. A. Donohue
  • Patent number: 4382138
    Abstract: Novel copolyamides and polyamides and molding compositions are prepared from 4,4'-diamino-2,2', 6,6'-tetramethylbiphenyl and aliphatic or aromatic diacids, dianhydride and mixtures of diamines. The polyamides and copolyamides are useful as engineering plastics.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: May 3, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventors: Edward E. Paschke, J. A. Donohue
  • Patent number: 4377683
    Abstract: Transparent copolyamides are obtained by reacting a mixture (A) of isophoronediamine and isophthalic acid, terephthalic acid or a mixture of isophthalic acid and terephthalic acid with a mixture (B) of a diamine ##STR1## and terephthalic acid or a mixture of terephthalic acid and isophthalic acid or with a mixture (C) of a diamine ##STR2## and terephthalic acid or isophthalic acid or mixtures thereof, R', R" and R.sub.1 to R.sub.6 being as defined in the patent claim.The reaction can also be carried out with an excess of diamine and with addition of H.sub.3 PO.sub.2 or salts thereof or white phosphorus.The novel copolyamides are distinguished by good thermoplastic processability, low water absorption and good resistance to hydrolysis, and are useful for the production of transparent mouldings.
    Type: Grant
    Filed: June 12, 1981
    Date of Patent: March 22, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Josef Pfeifer, Dieter Reinehr
  • Patent number: 4373088
    Abstract: Transparent polyamides have repeating structural units of the formula--HN--R--NH--OC--R'--CO--wherein R' is the hydrocarbon radical of terephthalic acid or isophthalic acid and R comprises 60-95 mole percent of a divalent hydrocarbon radical including 5-methylnonamethylene, 2,4-dimethyloctamethylene and 2,4,6-trimethylheptamethylene and 40-5 mole percent of a cyclic divalent hydrocarbon radical of the formula ##STR1## The polyamides so prepared can be used for building components and for fibers and sheets.
    Type: Grant
    Filed: May 9, 1980
    Date of Patent: February 8, 1983
    Inventors: Josef Disteldorf, Werner Hubel, Siegfried Brandt, Hans-Jurgen Haage
  • Patent number: 4369305
    Abstract: Novel tetrapolymers are described consisting of equimolar amounts of (1) isophthalic and terephthalic acids, and (2) hexamethylene diamine and PACM in specific amounts, which produce transparent molded articles.
    Type: Grant
    Filed: April 20, 1981
    Date of Patent: January 18, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Rolando U. Pagilagan
  • Patent number: 4356297
    Abstract: Reactions involving diprimary amines, e.g., methylenedianiline, particularly those forming polyesterimides are carried out using, in place of the diamine, a urethane compound capable of yielding the diamine at reaction temperatures. The preparation of wire enamels from polyesterimides thus prepared is particularly described.
    Type: Grant
    Filed: January 14, 1981
    Date of Patent: October 26, 1982
    Assignee: General Electric Company
    Inventors: Yue G. L. Lee, Charles D. Dudgeon
  • Patent number: 4297480
    Abstract: There are described transparent polyamides, and processes for producing them, which polyamides consist of recurring structural elements of the formula I ##STR1## or of recurring structural elements of the formula II ##STR2## [carbonyl groups in the structural elements (II) bound in the 1,3- and/or 1,4-position to the benzene nucleus, R.sub.1 =C.sub.1-12 -alkyl, R.sub.2 =H, C.sub.1-12 -alkyl, R.sub.3 =C.sub.1-12 -alkyl, C.sub.4-12 -cycloalkyl, C.sub.7-8 -aralkyl, unsubstituted or substituted aryl, R.sub.4 =H, C.sub.1-12 -alkyl, C.sub.4-12 -cycloalkyl, C.sub.7-8 -aralkyl, or unsubstituted or substituted aryl, or R.sub.3 /R.sub.4 together=C.sub.3-11 -alkylene, R.sub.5 /R.sub.6 independently of one another=hydrogen or methyl, and R.sub.7 /R.sub.8 together=C.sub.3-11 -alkylene].
    Type: Grant
    Filed: October 9, 1979
    Date of Patent: October 27, 1981
    Assignee: Giba-Geigy Corporation
    Inventors: Josef Pfeifer, Dieter Reinehr
  • Patent number: 4293688
    Abstract: A new polyamide composed at least primarily of 1,4-cyclohexane dicarboxylic acid and 5-methyl-1,9-nonanediamine, the polyamide having less than 5 olefinic double bonds per 100 diamine units, an inherent viscosity of at least about 0.6, a polymer melt temperature of at least about 200.degree. C., a T.sub.g in the range of about 90.degree. to about 130.degree. C., and a T.sub.m in the range of about 260.degree. C. to about 310.degree. C. can be formed into fibers without the use of plasticizers. Such fibers can be produced with a boiling water shrinkage of less than 30 percent.
    Type: Grant
    Filed: August 31, 1973
    Date of Patent: October 6, 1981
    Assignee: Phillips Petroleum Co.
    Inventors: Robert W. Campbell, H. Wayne Hill, Jr.
  • Patent number: 4268661
    Abstract: Polyamides are described which are useful for injection molding and which are produced by the polycondensation of (a) a diaminodicyclohexane or a diaminodicyclohexylalkane, (b) a polyamide-forming aromatic dicarboxylic acid, and (c) an aliphatic dicarboxylic acid-diamine mixture or salt thereof.
    Type: Grant
    Filed: February 19, 1980
    Date of Patent: May 19, 1981
    Assignee: Inventa AG fur Forschung und Patentverwertung, Zurich
    Inventors: Eduard Schmid, Wolfgang Griehl
  • Patent number: 4264762
    Abstract: A glass-clear nylon based on aromatic dicarboxylic acids and dialicyclic diamines is prepared by polycondensing isophthalic acid with a mixture of 3,3'-dimethyl-4,4'-diamino-dicyclohexylmethane and hexamethylenediamine.The nylons may be used for the production of moldings, especially by injection-molding.
    Type: Grant
    Filed: October 18, 1979
    Date of Patent: April 28, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Cordes, Richard Pflueger, Franz Schmidt, Georg N. Simon
  • Patent number: 4258177
    Abstract: There are described transparent copolyamides which consist of recurring structural elements of the formula I ##STR1## wherein R.sub.1 to R.sub.4 independently of one another are each hydrogen or alkyl having 1-4 C atoms, R.sub.5 and R.sub.6 independently of one another are each ethyl, n-propyl, isobutyl, --CH(R.sub.7)(R.sub.8) or --CH.sub.2 CH(R.sub.9)(R.sub.10), R.sub.7 is alkyl having 1-8 C atoms, R.sub.8 is alkyl having 1-4 C atoms, R.sub.9 is hydrogen or alkyl having 1-4 C atoms, and R.sub.10 is alkyl having 2-8 C atoms, and wherein the proportion of structural elements (I) where R.sub.5 /R.sub.6 .noteq.--CH.sub.2 CH(R.sub.9)(R.sub.10) is 10-40 percent by weight, and where R.sub.5 /R.sub.6 =--CH.sub.2 CH(R.sub.9)(R.sub.10) it is 35-55 percent by weight, relative to the total weight of the polymer.
    Type: Grant
    Filed: October 9, 1979
    Date of Patent: March 24, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4258176
    Abstract: There are described transparent copolyamides which are obtained by reaction of a mixture (A) consisting of essentially stoichiometric amounts of a diamine ##STR1## and isophthalic acid or terephthalic acid, or a mixture of isophthalic acid and terephthalic acid, with a mixture (B) consisting of essentially stoichiometric amounts of a diamine ##STR2## and terephthalic acid or a mixture of terephthalic acid and isophthalic acid, or with a mixture (C) consisting of essentially stoichiometric amounts of a diamine ##STR3## and terephthalic acid or isophthalic acid or mixtures thereof, wherein R', R" and R.sub.1 to R.sub.11 have the meanings given in claim 1.The novel copolyamides are distinguished by good thermoplastic processing characteristics, by low water absorption and by good stability to hydrolysis, and are suitable for producing transparent moulded articles.
    Type: Grant
    Filed: October 9, 1979
    Date of Patent: March 24, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Josef Pfeifer, Dieter Reinehr
  • Patent number: 4255559
    Abstract: There are described transparent copolyamides which are obtained by reaction of a mixture A) consisting of essentially stoichiometric amounts of a diamine of the formula ##STR1## and isophthalic acid, a mixture of isophthalic acid and terephthalic acid, or amide-forming derivatives thereof, in a molar ratio isophthatic acid(derivative) : terephthalic acid(derivative) of 5:5 to 10:0, with a mixture B) consisting of essentially stoichiometric amounts of a diamine of the formula ##STR2## and a dicarboxylic acid of the formulaHOOC--Z--COOH (III),or an amide-forming derivative thereof [R.sub.1 to R.sub.4 independently of each other are each H or C.sub.1-4 -alkyl, the proportion of mixture A) is 40-60 percent by weight, and R.sub.5 and R.sub.6 independently of one another are each cycloalkyl which has 5-12 ring C atoms and which is unsubstituted or is substituted by C.sub.1-4 -alkyl, or they are each isopropyl, sec-butyl or isobutyl; or the proportion of mixture A) is 50-70 percent by weight, R.sub.5 /R.sub.
    Type: Grant
    Filed: October 9, 1979
    Date of Patent: March 10, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4255560
    Abstract: Copolyamides with improved properties are obtained by polycondensing aliphatic and/or aromatic dicarboxylic acids with an amine mixture of diaminodicyclohexyl methanes and optionally homologous polycyclohexyl polyamines and one or more aliphatic diamines, said copolyamide being useful for the production of shaped articles such as films, sheets and injection moldings.
    Type: Grant
    Filed: December 12, 1979
    Date of Patent: March 10, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf-Volker Meyer, Rolf Dhein, Friedrich Fahnler, Dietrich Michael, Hans Rudolph, Werner Nielinger
  • Patent number: 4250297
    Abstract: Transparent copolyamides consisting essentially of isophthalic acid, hexamethylene diamine and trimethylhexamethylene diamine.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: February 10, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Nielinger, Bert Brassat, Hugo Vernaleken
  • Patent number: 4250291
    Abstract: A polyamide copolymer, useful as a melt adhesive especially for textiles, produced from the following monomers1. An unbranched aliphatic dicarboxylic acid with 6-20 C-atoms;2. A diamine mixture consisting of(a) 20-80 mol percent, unbranched aliphatic diamines with 6-20 C-atoms; and(b) 80-20 mol percent branched aliphatic and/or cycloaliphatic diamines;said copolymer having a molecular weight of 2000-40000.
    Type: Grant
    Filed: June 9, 1978
    Date of Patent: February 10, 1981
    Assignee: Veba Chemie Aktiengesellschaft
    Inventors: Fritz Gude, Siegfried Brandt
  • Patent number: 4248654
    Abstract: A polyamide copolymer, useful as a melt adhesive especially for textiles, produced from the following monomers1. An unbranched aliphatic dicarboxylic acid with 6-20 C-atoms;2. A diamine mixture consisting of(a) 20-80 mol percent, unbranched aliphatic diamines with 6-20 C-atoms; and(b) 80-20 mol percent branched aliphatic and/or cycloaliphatic diamines;said copolymer having a molecular weight of 2000-40000.
    Type: Grant
    Filed: February 4, 1976
    Date of Patent: February 3, 1981
    Assignee: Veba-Chemie Aktiengesellschaft
    Inventors: Fritz Gude, Siegfried Brandt
  • Patent number: 4245066
    Abstract: A wholly aromatic polyamide composition which is suitable for producing filaments or fibers having not only an excellent heat-resisting property but also, a superior dyeing property, which comprises:(A) 50 to 95% by weight of poly-m-phenylene isophthalamide, and;(B) 5 to 50% by weight of at least one other aromatic polyamide comprising:(1) an amine moiety consisting of essentially of (a) 35 to 100 molar % of at least one phenylene diamine in which the phenylene group has 1 to 4 substituents respectively selected, independently from each other, from the group consisting of halogen atoms and alkyl radicals having 1 to 4 carbon atoms, and (b) 0 to 65 molar % of at least one other aromatic diamine, and;(2) an acid moiety consisting essentially of at least one aromatic dicarboxylic acid.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: January 13, 1981
    Assignee: Teijin Limited
    Inventors: Yasuo Nakagawa, Keizo Shimada, Tsutomu Nakamura
  • Patent number: 4232131
    Abstract: Condensation polymers or addition polymers which contain sterically hindered polyalkylpiperidine groups are proposed as light stabilizers for plastics. The polymers concerned are relatively low-molecular polymers and a difunctional derivative of a polyalkylpiperidine is additionally used for the manufacture of these. The piperidine radical can be present in the main chain or as a side group or the polymeric stabilizer. Polymeric stabilizers of this type do not tend to migrate out of the plastic or to be removed by extraction; they are therefore very permanent in use.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: November 4, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean Rody, Michael Rasberger
  • Patent number: 4232145
    Abstract: Polyamides are described which are useful for injection molding and which are produced by the polycondensation of (a) a diaminodicyclohexane or a diaminodicyclohexylalkane, (b) a polyamide-forming aromatic dicarboxylic acid of more than 9 carbon atoms, and (c) an .omega.-amino-acid, a lactam of more than 9 carbon atoms, or an aliphatic dicarboxylic acid-diamine mixture or salt thereof.
    Type: Grant
    Filed: December 18, 1978
    Date of Patent: November 4, 1980
    Assignee: Inventa AG fur Forschung und Patentverwertung, Zurich
    Inventors: Eduard Schmid, Wolfgang Griehl
  • Patent number: 4229567
    Abstract: Copolyamides derived from a mixture of short-chain and long-chain saturated aliphatic dicarboxylic acids, piperazine and a polyoxyalkylene diamine are excellent hot melt adhesives useful with a variety of substrates. These thermoplastic copolyamide resins are particularly useful adhesives for vinyl materials and are resistant to creep.
    Type: Grant
    Filed: February 8, 1979
    Date of Patent: October 21, 1980
    Assignee: Emery Industries, Inc.
    Inventor: Hubert J. Sharkey
  • Patent number: 4225701
    Abstract: The partially crystalline polyamides according to the invention are obtained by reacting terephthalic acid, or an amide-forming derivative thereof, with a diamine of the formula ##STR1## in which R.sub.1 and R.sub.2 singly or together are organic radicals. The reaction mixture can also contain up to 30% by weight of other amide-forming substances (aminocarboxylic acids or lactams, or mixtures of dicarboxylic acids and diamines), provided the formation of the partial crystallinity of the resulting polyamides is retained. The polyamides are suitable for producing moulded products of the most varied types. They are particularly applicable for producing filaments and fibres.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: September 30, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Josef Pfeifer, Heinz Peter
  • Patent number: 4223127
    Abstract: Transparent copolyamides obtained by polycondensing a lactam or a corresponding amino acid, an aliphatic and/or aromatic dicarboxylic acid and a mixture of hydrogenated condensation products of aniline and formaldehyde.
    Type: Grant
    Filed: July 18, 1978
    Date of Patent: September 16, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf-Volker Meyer, Rolf Dhein, Hans Rudolph
  • Patent number: 4219636
    Abstract: Processes for the production of polyamides wherein a salt of isophthalic acid and hexamethylene diamine are polycondensed in the presence of formic acid.
    Type: Grant
    Filed: September 22, 1978
    Date of Patent: August 26, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Nielinger, Dieter Neuray, Bert Brassat
  • Patent number: 4213884
    Abstract: A process for the manufacture of a highly concentrated aqueous solution of a salt of a dicarboxylic acid and a diamine, as well as of a nylon precondensate, by reacting an alkanedicarboxylic acid of 6 to 12 carbon atoms and a diamine of the formula NH.sub.2 RNH.sub.2, where R is alkylene of 6 to 12 carbon atoms or is ##STR1## An aqueous solution, of lower concentration, of a salt of a dicarboxylic acid and a diamine, containing an appropriate dissolved excess of the particular dicarboxylic acid, is reacted with the particular diamine in the molten state, in an equivalent amount to the dissolved dicarboxylic acid, the reaction being carried out under superatmospheric pressure and the final reaction temperature being kept at from 140.degree. to 210.degree. C. The solution obtained is used for the manufacture of a nylon.
    Type: Grant
    Filed: June 8, 1978
    Date of Patent: July 22, 1980
    Assignee: BASF Aktiengesellschaft
    Inventors: Albrecht Eckell, Paul Matthies, Georg Pilz, Rudi-Heinz Rotzoll
  • Patent number: 4212964
    Abstract: Normally solid, moldable polyamides having diamine-derived structural units of the formula ##STR1## wherein each A is individually selected from the group consisting of 5-methylnonamethylene, 2,4-dimethyloctamethylene, 2,4,6-trimethylheptamethylene, and 4-isopropylheptamethylene; and diacid-derived structural units of the formula ##STR2## wherein each n is an integer individually selected from the group consisting of 4, 6, 8, and 10. Minor amounts of other polyamide forming materials can be included in the polyamide to provide up to 30 percent of the nitrogen atoms and up to 30 percent of the carbonyl groups. When used as adhesives, these polyamides possess good peel strength, good lap shear strength, and good boiling water resistance.
    Type: Grant
    Filed: November 25, 1975
    Date of Patent: July 15, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Robert W. Campbell
  • Patent number: 4212965
    Abstract: Normally solid, moldable polyamides, with elastomeric character, having diamine-derived structural units of the formula ##STR1## wherein each A is individually selected from the group consisting of 5-methylnonamethylene, 2,4-dimethyloctamethylene, 2,4,6-trimethylheptamethylene, and 4-isopropylheptamethylene; and diacid-derived structural units of the formula ##STR2## wherein each n is an integer individually selected from the group consisting of 5, 7, 9, and 11. Minor amounts of other polyamide-forming materials can be included in the polyamide to provide up to 30 percent of the nitrogen atoms and up to 30 percent of the carbonyl groups. These polyamides possess elastomeric or energy-absorbing character, as evidenced by their high impact strength, low flexural modulus, and high elongation.
    Type: Grant
    Filed: November 25, 1975
    Date of Patent: July 15, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Robert W. Campbell
  • Patent number: 4210743
    Abstract: The invention provides transparent polyamides which have a specific viscosity of at least 0.4 dl/g (0.5% in m-cresol at 25.degree. C.). They consist of recurring structural units of the formula I ##STR1## and, as the case may be, of recurring structural units of the formula II ##STR2## wherein X.sub.1 represents ##STR3## X.sub.2 represents ##STR4## R.sub.1 and R.sub.8 represent in general alkyl radicals. R.sub.1 to R.sub.3 can also represent hydrogen, and R.sub.5 and R.sub.6 and R.sub.7 and R.sub.8, together with the carbon atom to which they are attached, also represent cycloalkyl. The polyamides are derived in their structure from 100 to 25 mol % of terephthalic acid and from isophthalic acid. The polyamides may contain only up to 75 mol % of structural elements of the formula II. They are suitable for the manufacture of transparent moulded articles.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: July 1, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Josef Pfeifer, Heinz Peter
  • Patent number: 4210742
    Abstract: The transparent polyamides of the invention have a reduced specific viscosity of at least 0.4 dl/g (0.5% solution of the polyamide in m-cresol at 25.degree. C.) and consist either of(a) recurring structural units of the formula (I) ##STR1## wherein the carbonyl groups are in the 1,3- or 1,4-position to one another (the proportion of carbonyl groups in the 1,3-position being 30 to 100%) and each of R.sub.1 and R.sub.2 is methyl or R.sub.1 and R.sub.2 together with the carbon atom to which they are attached are cycloalkyl of 4 to 6 carbon atoms, or of(b) recurring structural units of the formula (II) ##STR2## wherein the carbonyl groups are in the 1,3- or 1,4-position to one another (the proportion of carbonyl groups in the 1,3-position being 30 to 50%) and R.sub.3 and R.sub.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: July 1, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Josef Pfeifer, Heinz Peter
  • Patent number: 4207411
    Abstract: A normally solid, transparent, amorphous polyamide having:first diamine-derived primary structural units of the formula ##STR1## wherein each A is individually selected from the group consisting of 5-methylnonamethylene, 2,4-dimethyloctamethylene, 2,4,6-trimethylheptamethylene and 4-isopropylheptamethylene;second diamine-derived primary structural units of the formula ##STR2## wherein each R is individually selected from the group consisting of hydrogen and methyl;first diacid-derived primary structural units of the formula ##STR3## and second diacid-derived primary structural units of the formula ##STR4## and process of preparation thereof. Other diamine-derived structural units and/or diacid-derived structural units can be present in small amounts.
    Type: Grant
    Filed: December 22, 1975
    Date of Patent: June 10, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Robert S. Shue
  • Patent number: 4202961
    Abstract: The transparent polyamides according to the invention are obtained by polycondensation of mixtures of terephthalic acid, or of an amide-forming derivative thereof, and a diamine of the formula I ##STR1## in which R.sub.1 and R.sub.2 are each cycloalkyl which has 4-12 C atoms and which can be substituted by alkyl,(a) with for example 10 to 20% by weight of .epsilon.-aminocaproic acid or caprolactam, or(b) with for example 10 to 20% by weight of an essentially stoichiometric mixture of adipic acid and hexamethylenediamine or of the AH salt.The polycondensation reaction is performed by known methods, preferably by melt condensation. The resulting polyamides are transparent and are resistant to boiling. They show only a slight absorption of water and are stable to hydrolysis. They can be processed for example by the injection-moulding process and by extrusion into the form of moulded articles.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: May 13, 1980
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4195164
    Abstract: Transparent copolyamides obtained by polycondensation of mixtures of positional isomeric diaminodicyclohexyl methanes and optionally further diamines and azelaic acid and optionally isophthalic and/or adipic acid. The copolyamides are valuable moulding compounds for the manufacture of various products such as sheets, films, plates, tubes, rods and containers.
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: March 25, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf-Volker Meyer, Rolf Dhein, Friedrich Fahnler
  • Patent number: 4195165
    Abstract: The polyamides according to the invention are mainly transparent (amorphous), but in some cases also partially crystalline. They have a reduced specific viscosity (0.5% in m-cresol at 25.degree. C.) of at least 0.3 dl/g, and consist of recurring structural elements of the formula I ##STR1## in which R.sub.1 and R.sub.2 are monovalent aliphatic or cycloaliphatic radicals, and Z is a bivalent aliphatic radical. The dicarboxylic acid structural radicals are derived in particular from adipic acid. The polyamides have high glass transition temperatures, and have a low water absorption and also good stability to hydrolysis. They can be processed into moulded articles (for example by the injection moulding process and extrusion process).
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: March 25, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Josef Pfeifer, Heinz Peter
  • Patent number: 4187371
    Abstract: Terephthalic acid and either 5-methyl-1,9-nonanediamine or an isomeric mixture of 5-methyl-1,9-nonanediamine with 2,4-dimethyl-1,8-octanediamine and/or 2,4,6-trimethyl-1,7-heptanediamine are admixed in a methanol/water medium, wherein the volume ratio of methanol to water is in the range of about 99:1 to about 80:20, and the weight ratio of terephthalic acid and diamine to the methanol/water medium is in the range of about 1:1 to about 1:3. The resulting slurry can be cooled to promote precipitation of the salt. The precipitated salt can be recovered by filtration and employed for the production of a polyamide.
    Type: Grant
    Filed: August 8, 1975
    Date of Patent: February 5, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Robert W. Campbell
  • Patent number: 4182845
    Abstract: Novel thermoplastic adhesive components, prepared from inexpensive and readily available synthetic materials, having melting points between about 20.degree. C. to about 180.degree. C. and broad ranges of hardness, flexibility and compatibility are disclosed. The novel thermoplastic compounds useful in adhesive formulations are comprised of a resinous polyamide reaction product of a polyoxypropylene polyamine having an average molecular weight of from about 190 to about 3,000 and being selected from diamines, triamines, or mixtures thereof, piperazine and an aliphatic or aromatic dicarboxylic acid, ester or anhydride having from about 4 to about 20 carbon atoms per molecule. The resinous polyamide reaction product is prepared by mixing and reacting the polyoxypropylene polyamine, piperazine, and dicarboxylic acid materials in a total amine:acid molar ratio within the range of from about 0.25:1.0 to about 4.0:1.0 at a temperature of from about 175.degree. C. to about 270.degree. C.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: January 8, 1980
    Assignee: Texaco Development Corporation
    Inventors: Ernest L. Yeakey, Harold G. Waddill
  • Patent number: 4178432
    Abstract: Novel copolyoxalamides having the recurring unit ##STR1## are disclosed wherein R is a divalent aromatic radical and R.sub.1 is a divalent radical selected from the group consisting of 2,2,4- and 2,4,4-trimethylhexylene, ##STR2## and mixtures thereof. The novel copolyoxalamides are injection-moldable, thermoplastic materials which are characterized by good high temperature resistance and excellent resistance to oxidative degradation.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: December 11, 1979
    Assignee: The Upjohn Company
    Inventors: Augustin T. Chen, Kemal B. Onder
  • Patent number: 4172194
    Abstract: Terephthalic acid and a diamine, always including 5-methyl-1,9-nonanediamine, and a lower fatty acid, e.g., acetic acid, are admixed with water, the water is evaporated, the concentrated mixture is heated (100.degree.-200.degree. C., 1/2-2 hrs.); then heated further (125.degree.-295.degree. C., 1/2-3 hrs., autogenous pressure up to 150-600 psig) with venting as needed; decompressed to atmospheric pressure (1/4-2 hrs., 245.degree.-295.degree. C.); and heated (270.degree.-295.degree. C., 1/2-2 hrs.) to produce a polyamide having good acid and basic dye receptivity, inherent viscosity, melt spinning and drawing characteristics. An isomeric mixture of diamines containing 5-methyl-1,9-nonanediamine, and 2,4-dimethyl-1,8-octanediamine, 2,4,6-trimethyl-1,7-heptanediamine and/or 4-isopropyl-1,7-heptanediamine can be the starting 5-methyl-1,9-nonanediamine-furnishing material. The diamine-furnishing material contains at least one principal diamine component having the formula H.sub.2 NRNH.sub.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: October 23, 1979
    Assignee: Phillips Petroleum Company
    Inventors: Lacey E. Scoggins, Robert W. Campbell
  • Patent number: 4163101
    Abstract: A process for preparing a poly-(alkylpentamethyleneterephthalamide) which comprises heating an aqueous solution of the corresponding nylon salt and still water soluble low molecular weight oligomer, the mixture of nylon salt and oligomer having 20 to 50 mole percent carbonamide groups and 50 to 80 mole percent salt groups, from a temperature at least as low as 150.degree. C. at atmospheric pressure up to a polycondensation temperature of at least 250.degree. C.
    Type: Grant
    Filed: June 3, 1977
    Date of Patent: July 31, 1979
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Gerhard Schade, Norbert Vollkommer, Helmut Wemheuer
  • Patent number: 4153784
    Abstract: Nylon copolymer containing piperazine and a process for finishing leather and imitation leather, having a surface of polyurethane or plasticized PVC, by applying a solution of this nylon copolymer and drying it. The overall properties of the finish are better then those of conventional finishes.
    Type: Grant
    Filed: June 27, 1977
    Date of Patent: May 8, 1979
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Horn, Franz Leppmeier, Guenter Eckert, Karl Fischer
  • Patent number: 4130579
    Abstract: Aromatic-aliphatic dinitriles of the formula ##STR1## in which Ar is an arylene or substituted arylene are useful in the preparation of the corresponding amines which are intermediates for the preparation of thermally stable, rigid, polyamides.
    Type: Grant
    Filed: June 8, 1977
    Date of Patent: December 19, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: August H. Frazer, John F. Harris, Jr., Elmore L. Martin