Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate
Patent
1990-06-04
1992-02-18
Anderson, Harold D.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From phenol, phenol ether, or inorganic phenolate
524 35, 524601, 528176, 528191, 528193, C08G 6302, C08G 6318, C08J 100
Patent
active
050895940
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
Aromatic polyesters based on isophthalic acid, terephthalic acid, p-hydroxybenzoic acid, hydroquinone and an arylene diol are described. The five monomers are used in well-specified proportions and yield polymers that display an excellent overall combination of mechanical and thermal properties. The subject copolyesters have melting points of at least about 260.degree. C.; their heat distortion temperatures are at least about 200.degree. C. They have fiber ratings of up to 3. The novel polymers can be melt-fabricated using standard injection molding, extrusion and melt-spinning techniques.
BACKGROUND OF THE INVENTION
Wholly aromatic polyester resins have long been known. For instance, 4-hydroxybenzoic acid homopolymer and copolymers have been provided in the past and are commercially available. Such polymers are commonly crystalline in nature, relatively high-melting or possess a decomposition temperature which is below the melting point, and when molten frequently exhibit orientation in the melt.
The homopolymer of p-hydroxybenzoic acid is a very high-melting, insoluble material and, hence, very difficult to fabricate. Melting points as high as 610.degree. C. were quoted--see W. J. Jackson, The British Polymer Journal, December 1980, p. 155. In order to depress the high melting point of the homopolymer so as to make it melt-fabricable, a variety of materials incorporating different types of comonomers were prepared over the years.
One such material is, for example, the resin made from p-hydroxybenzoic acid (PHBA), isophthalic (IA) and/or terephthalic acids (TA), and 4,4'-biphenol (BP) as described in, for example, Cottis et al., U.S. Pat. Nos. 3,637,595 and 3,975,487. The polymer has outstanding high-temperature properties; it can be molded to give articles of high modulus and strength. It is offered commercially by Amoco Performance Products, Inc. under the tradename of XYDAR.RTM. Due to the use of PHBA and BP, these polymers can be expensive.
A related class of wholly aromatic polyesters based on p-hydroxybenzoic acid, isophthalic and terephthalic acids, and hydroquinone (HQ) is claimed in commonly assigned U.S. patent application entitled "Hydroquinone Poly (Iso-Terephthalates) Containing Residues of p-Hydroxybenzoic Acid," Ser. No. 07/255,670, filed in the names of R. Layton et al., on Oct. 11, 1988, which is hereby incorporated by reference. The polymers described in the latter application display high modulus and high strength; they have melting points in the range of from 340.degree. C. to 400.degree. C., are melt-processible, and show orientation in the molten state. Compositions filled with about 30 weight percent of glass fibers display heat distortion temperatures (HDT's) of about 240.degree. C. to about 280.degree. C., when measured under a load of 264 psi.
While the overall combination of properties of the above resins is outstanding compared to prior art wholly aromatic polyesters based on p-hydroxybenzoic acid, benzene dicarboxylic acids and hydroquinone, they are preferably used in blends with polyesters made from p-hydroxybenzoic acid, isophthalic and terephthalic acids and 4,4'-biphenol to facilitate moldability and minimize blistering of large molded parts. In addition, these novel blends display improved mechanical properties; composites containing 30 weight percent of glass fibers show heat distortion temperatures (under a load of 264 psi) of at least 240.degree. C. The subject blends are claimed in commonly assigned U.S. patent application of P. Huspeni et al., entitled "Polymer Compositions Having Improved Molding Characteristics," Ser. No. 07/255,632, filed on Oct. 11, 1988. These cases are hereby incorporated by reference.
Also, we filed concurrently herewith two applications to heat resistant and high-strength polymers and blends of hydroquinone poly (Iso-Terephthalates) containing residues of p-hydroybenzoic acid by R. Layton et al. which are a continuation-in-part of U.S. Ser. Nos. 255,670 and 255,632 filed Oct. 11, 1988, our case Nos. 29723 and 29724
Layton Richard
Matzner Markus
Stern Brian A.
Amoco Corporation
Anderson Harold D.
Hooper Matthew R.
Magidson William H.
Medhurst Ralph C.
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