Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
  • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
  • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
  • C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids

Definitions

• Terpolyamides having high boiling water shrinkage are composed of (A) 1 to 98 mole percent of hexarnethylene adipamide, (B) 1 to 98 mole percent of hexamethylene S-t-butylisophthalamide and (C) 1 to 50 mole percent of hexamethylene terephthalamide. These terpolyarnides are useful in the production of yarns, fabrics, films, textile fibers and reinforcing cords.
• Polyamides such as polyhexamethylene adipamide (nylon 66) and polycaproarnide (nylon 6) are well known in the art and have found significant commercial success both as textile fibers and as reinforcing fibers, such as tire cord.
• nylon 66 polyhexamethylene adipamide
• nylon 6 polycaproarnide
• these previously known polyamides all possess a relatively low shrinkage value, that is, the amount of shrinkage that occurs in fibers made from these polyamides when they are treated with boiling water is relatively small.
• conjugate fibers that is, a fiber having two or more components
• the terpolyamides of the present invention are useful in the production of shaped articles by extrusion, molding or casting in the nature of yarns, fabrics, films, pellicles, bearings, ornaments or the like. They are particularly useful in the production of textile fibers and as reinforcing cords produced therefrom.
• the present invention provides a novel linear fiberforming terpolyamide composed of (A) l to 98 mole percent, based on the molecular weight of the polyamide, of units represented by the structure H I (OH2)BI I( J(CI-IQ)i-C J (B) 1 to 98 mole percent, based on the molecular weight of the terpolyamide, of units represented by the structure II rt 0 0 II II o IIO
• the terpolyamide is formed by interpolymerizing (A) substantially equimolecular proportions of adipic acid and hexamethylene diamine, (B) substantially equimolecular proportions of S-t-butylisophthalic acid and hexamethylene diamine and (C) substantially equimolecular proportions of terephthalic acid and hexamethylene diamine wherein component (A) is present in an amount sufficient to provide 1 to 98, preferably 30 to 60 mole percent of the final terpoly
• the terpolyamides of this invention are prepared by procedures well known in the art and commonly employed in the manufacture of simple polyamides. That is, the reactants are heated at a temperature of from C. to 300 C. and preferably from 200 C. to 295 C. until the product has a sufficiently high molecular weight to exhibit fiber-forming properties, which properties are reached when the terpolyamide has an intrinsic viscosity of at least 0.4.
• the reaction can be conducted at super atmospheric, atmospheric or subatmospheric pressure. Often is is desirable, especially in the last stage of the reaction, to employ conditions, e.g. reduced pressure, which will aid in the removal of the reaction by-products.
• the reaction is carried out in the absence of oxygen, for example, in an atmosphere of nitrogen.
• Intrinsic viscosity as employed herein is defined as Lim 10 c r N in which N is the relative viscosity of a dilute solution of the polymer in m-cresol in the same units at the same temperature and C is the concentration of grams of polymer per 100 cc. of solution.
• the amount of component (A) present in the terpolymers of the present invention ranges from 1 to 98, preferably 30 to 60 mole percent, based on the molecular weight of the terpolymer.
• Component (B) is present in the terpolymer in an amount of from 1 to 98, preferably to 50 mole percent, based on the weight of the terpolymer and component (C) is present in an amount of between 1 to 50, preferably to 50 mole percent based on the molecular weight of the final terpolymer. It has been found that the terpolymer compositions thus prepared have a substantially increased boiling water shrinkage and show a great decrease in their tendency to flatspot when they are used as reinforcing fibers for vehicle tires.
• Example I A solution was prepared containing 85.5 parts (60 mole percent) of hexamethylenediammonium adipate, 18.36 parts (10 mole percent) of the hexamethylenediammonium salt of S-t-butylisophthalic acid, and 46.0 parts (30 mole percent) of hexamethylenediamrnonium ter ephthalate dissolved in 80 parts of water.
• This solution was added to a stainless-steel high pressure autoclave which had been previously purged of air by the use of purified nitrogen. The temperature and pressure Were slowly raised to 243 C. and 250 p.s.i.g.
• This finished polymer was melt spun directly from the autoclave through a single-hole spinneret yielding a monofilament transparent yarn possessing good textile properties.
• the tenacity of the yarn after being drawn over a hot pin (90 C.) was determined to be 4.91 grams per denier.
• Example II A solution of 53.3 parts mole percent) of hexamethylenediammonium adipate, 43.1 parts (30 mole percent) of hexamethylenediammonium terephthalate and 51.7 parts (30 mole percent) of hexamethylenediammonium S-t-butylisophthalate dissolved in 80 parts of water was added to an autoclave and polymerized by the procedure set forth in Example I, The resulting transparent polymer had a melting point of approximately 240 C. Yarn spun from this polymer exhibited good textile properties.
• a linear fiber-forming terpolyamide composed of (A) 1 to 98 mole percent, based on the molecular weight of the terpolyamide of units represented by the structure t i i H N-(OH2) NO(CHr)4C (B) 1 to 98 mole percent based on the molecular weight of the terpolyamide of units represented by the structure and (C) 1 to 50 mole percent, based on the molecular weight of the terpolyamide of units represented by the n H o 0 II II I T(CI'I2)e-1L C and (C) 20 to 50 mole percent, based on the molecular weight of the terpolyamide of units represented by the structure IIO 3.
• a textile fiber composed of the terpolyamide as defined in claim 1.

Landscapes

• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Polyamides (AREA)
• Artificial Filaments (AREA)

Priority Applications (10)

Applications Claiming Priority (1)

Publications (1)

Family

ID=23820751

Family Applications (1)

Country Status (8)

Cited By (8)

Citations (4)

• 0
  • NL NL128397D patent/NL128397C/xx active
• 1965
  • 1965-05-24 US US458430A patent/US3383369A/en not_active Expired - Lifetime
• 1966
  • 1966-05-16 IL IL25790A patent/IL25790A/en unknown
  • 1966-05-17 GB GB21808/66A patent/GB1129639A/en not_active Expired
  • 1966-05-17 LU LU51132A patent/LU51132A1/xx unknown
  • 1966-05-21 DE DE19661620997 patent/DE1620997A1/de active Pending
  • 1966-05-24 NL NL6607114A patent/NL6607114A/xx unknown
  • 1966-05-24 BE BE681499D patent/BE681499A/xx unknown
  • 1966-05-24 CH CH745566A patent/CH463116A/fr unknown

Patent Citations (4)

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