From At Least Two Dicarboxylic Acids Or Derivatives Or Mixtures Thereof And At Least Two Organic Polyamines Patents (Class 528/338)
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Patent number: 4297480Abstract: 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: GrantFiled: October 9, 1979Date of Patent: October 27, 1981Assignee: Giba-Geigy CorporationInventors: Josef Pfeifer, Dieter Reinehr
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Patent number: 4297479Abstract: A continuous process is disclosed for the production of poly-(para-phenylene terephthalamide) and its copolymers, having an inherent viscosity of at least 3. Molten terephthaloyl chloride, and optionally adipoyl chloride, are reacted in stoichiometric amounts with a solution of para-phenylenediamine and/or of 4,4'-diaminoadipanilide, and optionally of a prepolymer formed from at least one chloride and at least one diamine from amongst those mentioned above, in a mixture of N-methylpyrrolidone-2 and calcium chloride which is homogeneous and substantially anhydrous, with a molar ratio of CaCl.sub.2 /unit: ##STR1## of at least 1, and preferably at least 1.15, and under conditions such that the final composition contains at least 5% by weight of polymer, relative to the N-methylpyrrolidone-2, where R represents p-phenylene or p-phenylene and up to 50% of n-butylene of the total polymer units.Type: GrantFiled: April 18, 1978Date of Patent: October 27, 1981Assignee: Rhone-Poulenc-TextileInventors: Vincent Rochina, Jean Sacco
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Patent number: 4293688Abstract: 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: GrantFiled: August 31, 1973Date of Patent: October 6, 1981Assignee: Phillips Petroleum Co.Inventors: Robert W. Campbell, H. Wayne Hill, Jr.
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Patent number: 4282346Abstract: 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: GrantFiled: October 26, 1979Date of Patent: August 4, 1981Assignee: Emery Industries, Inc.Inventor: Hubert J. Sharkey
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Patent number: 4281106Abstract: High molecular weight processible polymers derived from 2,6- and 2,7-diacids, diols and diamines of 9,10-dihydro-9,10-ethanoanthracenes and various complementary comonomers are prepared. These are converted into rigid, thermally-stable anthraceno polyesters and polyamides by thermal removal of the 9,10-ethano bridge.Type: GrantFiled: July 12, 1979Date of Patent: July 28, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventors: Burton C. Anderson, August H. Frazer
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Patent number: 4275239Abstract: 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: GrantFiled: February 4, 1980Date of Patent: June 23, 1981Assignee: Ciba-Geigy CorporationInventors: Josef Pfeifer, Heinz Peter
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Patent number: 4268661Abstract: 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: GrantFiled: February 19, 1980Date of Patent: May 19, 1981Assignee: Inventa AG fur Forschung und Patentverwertung, ZurichInventors: Eduard Schmid, Wolfgang Griehl
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Patent number: 4264762Abstract: 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: GrantFiled: October 18, 1979Date of Patent: April 28, 1981Assignee: BASF AktiengesellschaftInventors: Claus Cordes, Richard Pflueger, Franz Schmidt, Georg N. Simon
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Patent number: 4258177Abstract: 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: GrantFiled: October 9, 1979Date of Patent: March 24, 1981Assignee: Ciba-Geigy CorporationInventor: Josef Pfeifer
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Patent number: 4258176Abstract: 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: GrantFiled: October 9, 1979Date of Patent: March 24, 1981Assignee: Ciba-Geigy CorporationInventors: Josef Pfeifer, Dieter Reinehr
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Patent number: 4255560Abstract: 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: GrantFiled: December 12, 1979Date of Patent: March 10, 1981Assignee: Bayer AktiengesellschaftInventors: Rolf-Volker Meyer, Rolf Dhein, Friedrich Fahnler, Dietrich Michael, Hans Rudolph, Werner Nielinger
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Patent number: 4255559Abstract: 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: GrantFiled: October 9, 1979Date of Patent: March 10, 1981Assignee: Ciba-Geigy CorporationInventor: Josef Pfeifer
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Patent number: 4250291Abstract: 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: GrantFiled: June 9, 1978Date of Patent: February 10, 1981Assignee: Veba Chemie AktiengesellschaftInventors: Fritz Gude, Siegfried Brandt
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Patent number: 4246395Abstract: Fiber-forming 6T/6I terpolyamides having melting points below 320.degree. C., glass transition temperatures above 115.degree. C. and good thermal stablities are provided. The terpolyamides may be prepared by melt polymerization and melt spun into useful fibers.Type: GrantFiled: July 25, 1979Date of Patent: January 20, 1981Assignee: Monsanto CompanyInventor: George A. Mortimer
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Patent number: 4232145Abstract: 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: GrantFiled: December 18, 1978Date of Patent: November 4, 1980Assignee: Inventa AG fur Forschung und Patentverwertung, ZurichInventors: Eduard Schmid, Wolfgang Griehl
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Patent number: 4229567Abstract: 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: GrantFiled: February 8, 1979Date of Patent: October 21, 1980Assignee: Emery Industries, Inc.Inventor: Hubert J. Sharkey
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Patent number: 4225701Abstract: 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: GrantFiled: October 26, 1978Date of Patent: September 30, 1980Assignee: Ciba-Geigy CorporationInventors: Josef Pfeifer, Heinz Peter
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Patent number: 4225699Abstract: Filaments of a copolyamide which is derived from at least three polyamide-forming, unbranched, saturated, randomly distributed monomer components, having an average amide group frequency of one --CONH-- to 6.4 to 7.4 --CH.sub.2 -- and in which each of said monomer components is present in an amount of 10 to 60 mol %, based on the number of moles of all said components, and the sum of the mole % amounts of all monomer components is 100, said copolyamide having a melting point of less than 155.degree. C. A method of making such filaments is also disclosed.Type: GrantFiled: January 6, 1978Date of Patent: September 30, 1980Assignee: Inventa AG fur Forschung und Patentverwertung, ZurichInventors: Eduard Schmid, Wolfgang Griehl
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Patent number: 4223105Abstract: A method for preparing heterochain polymers, viz. polyamides or polyarylates which comprises an interphase polycondensation of diamines or bisphenols with dihaloanhydrides of dicarboxylic acids; said interphase polycondensation is performed by atomization of dihaloanhydrides of dicarboxylic acids in the form of an aerosol by means of a compressed gas into an aqueous solution of said diamines or bisphenols; concentration of said dihaloanhydrides of dicarboxylic acids in the aerosol is maintained within the range of from 0.4.times.10.sup.-4 to 2.times.10.sup.Type: GrantFiled: July 29, 1977Date of Patent: September 16, 1980Inventors: Vadim B. Igonin, Vladimir Z. Nikonov, Lev B. Sokolov, Valentin M. Savinov, Vitaly A. Vasiliev, Vladimir M. Ivanov, Vladimir A. Nikiforov, Savely A. Zhizhilev, Tatyana I. Nikitina, Lidia A. Klimenko, Olga I. Mischenko
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Patent number: 4210743Abstract: 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: GrantFiled: October 26, 1978Date of Patent: July 1, 1980Assignee: Ciba-Geigy CorporationInventors: Josef Pfeifer, Heinz Peter
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Patent number: 4207411Abstract: 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: GrantFiled: December 22, 1975Date of Patent: June 10, 1980Assignee: Phillips Petroleum CompanyInventor: Robert S. Shue
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Patent number: 4205159Abstract: A transparent polyamide which is the polycondensation product of bis-(4-aminocyclohexyl)-methane and a mixture of azelaic acid and at least one acid selected from group consisting of isophthalic acid and adipic acid. Up to 30 mol % of said bis-(4-aminocyclohexyl)-methane may also be replaced with hexamethylene diamine or another C.sub.8 -C.sub.15 cycloaliphatic diamine. Said transparent polyamide is useful for the production of sheets, films, plates, tubes, rods and containers of various types by extruding or molding.Type: GrantFiled: July 17, 1978Date of Patent: May 27, 1980Assignee: Bayer AktiengesellschaftInventors: Rolf-Volker Meyer, Rolf Dhein, Friedrich Fahnler
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Patent number: 4202961Abstract: 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: GrantFiled: October 26, 1978Date of Patent: May 13, 1980Assignee: Ciba-Geigy CorporationInventor: Josef Pfeifer
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Patent number: 4195164Abstract: 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: GrantFiled: July 17, 1978Date of Patent: March 25, 1980Assignee: Bayer AktiengesellschaftInventors: Rolf-Volker Meyer, Rolf Dhein, Friedrich Fahnler
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Patent number: 4172194Abstract: 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: GrantFiled: November 14, 1977Date of Patent: October 23, 1979Assignee: Phillips Petroleum CompanyInventors: Lacey E. Scoggins, Robert W. Campbell
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Patent number: 4159262Abstract: Triazine compounds and cross-linked polymer compositions are made by heating aromatic nitriles to a temperature in the range of from about 100.degree. C. to about 700.degree. C., and preferably in the range of from about 200.degree. C. to about 350.degree. C. in the presence of a catalyst or mixture of catalysts selected from one or more of the following groups: (A) organic sulfonic and sulfinic acids, (B) organic phosphonic and phosphinic acids, and (C) metallic acetylacetonates, at a pressure in the range of from about atmospheric pressure to about 10,000 p.s.i., and preferably in the range of from about 200 p.s.i. to about 750 p.s.i.Type: GrantFiled: May 12, 1977Date of Patent: June 26, 1979Assignee: The United States of America as represented by the Administrator, National Aeronautics and Space AdministrationInventor: Li-Chen Hsu
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Patent number: 4153784Abstract: 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: GrantFiled: June 27, 1977Date of Patent: May 8, 1979Assignee: BASF AktiengesellschaftInventors: Peter Horn, Franz Leppmeier, Guenter Eckert, Karl Fischer
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Patent number: 4124651Abstract: A process for producing polyamide-polyamide-acid copolymers having an inherent viscosity of from 0.1 to 2.5 and cyclized derivatives thereof is disclosed, which process comprises reacting a polyamide-acid block having an average molecular weight of from 750 to 20,000 with a dicarboxylic acid dichloride and a diamine. The resultant polyamide-polyamide-acid copolymers are distinguished by good processing characteristics as well as good electrical, thermal and/or mechanical properties.Type: GrantFiled: August 17, 1977Date of Patent: November 7, 1978Assignee: Ciba-Geigy CorporationInventors: Dieter Lohmann, Peter Furrer, Roland Darms, Gerd Greber
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Patent number: 4113708Abstract: An improvement in the process for preparing random copolyamides by the melt polymerization of a mixture of hexamethylenediammonium terephthalate and hexamethylenediammonium isophthalate is described. The improvement comprises accomplishing the melt polymerization in the presence of a small amount of a certain phosphorus compound, such as benzene phosphinic acid, whereby ammonia formation during polymerization is reduced.Type: GrantFiled: January 14, 1977Date of Patent: September 12, 1978Assignee: Monsanto CompanyInventors: Richard D. Chapman, Donald A. Holmer, George A. Mortimer
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Patent number: 4111921Abstract: A polyamide composition, useful in the preparation of transparent sheets, having improved resistivity toward solvents containing moieties of terephthalic acid and 2-methylpentamethylenediamine, said polyamide characterized by a content of moieties of 2-ethyltetramethyldiamine and/or of isophthalic acid in a concentration totalling 15 to 30 mole percent, with respect to the sum of all diamine moieties or all dicarboxylic acid moieties, as the case may be.Type: GrantFiled: September 21, 1976Date of Patent: September 5, 1978Assignee: Dynamit Nobel AktiengesellschaftInventors: Gerhard Bier, Franz Blaschke, Helmut AUS DER Funten, Gerhard Schade