Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate
Reexamination Certificate
2002-09-23
2003-11-18
Acquah, Samuel A. (Department: 1711)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From phenol, phenol ether, or inorganic phenolate
C528S176000, C528S185000, C528S189000, C528S193000, C524S401000
Reexamination Certificate
active
06649730
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to an aromatic polyester amide.
BACKGROUND OF THE INVENTION
Thermotropic liquid crystalline polymers (LCPs) are used in various electric/electronic parts used in IT-related technology, including connectors, relays and coil bobbins, and IT-related market has been expanded. Since electric/electronic devices have been downsized, it is required to develop LCPs which have excellent mechanical properties (e.g., elastic modulus) so that molded products have enough strength even when the products are molded into thin wall articles. Although conventional LCPs (including various aromatic polyester and derivatives thereof) had high heat stability and moldability, they could not exhibit enough mechanical strength or elastic modulus after being molded into thin wall articles.
For example, Japanese Unexamined Patent Publication No. 2-86623 (of which U.S. application counterpart is U.S. Pat. No. 4,966,956) discloses an aromatic polyester amide obtained by reacting p-aminophenol, 4-hydroxybenzoic acid, 4,4′-dihydroxybiphenyl and terephthalic acid. However, the aromatic polyester amide had disadvantages that a thin wall article thereof could not exhibit sufficient mechanical strength or elastic modulus, and its heat stability is sometimes deteriorated.
SUMMARY OF THE INVENTION
An object of the present invention is to provide an aromatic polyester amide which has improved mechanical strength and elastic modulus even after being molded into a thin wall article while retaining its excellent properties such as high heat stability and moldability.
After intense studies to find an aromatic polyester amide which can overcome the aforementioned disadvantages, the present inventors developed the present invention based on the findings that an aromatic polyester amide comprising an aminobenzoic acid repeating unit, hydroxybenzoic acid repeating unit, dihydroxybiphenyl or hydroquinone repeating unit, and phthalic acid repeating unit may have improved mechanical strength and elastic modulus after being molded into a thin wall article while retaining its excellent properties such as high heat stability and moldability.
That is, the present invention is an aromatic polyester amide comprising the following repeating units (a)-(d):
[wherein n in (c) represents 0 or 1]
wherein (a) is from 2 to 20% by mole, (b) is from 30 to 65% by mole, (c) is from15 to 35% by mole and (d) is from 15 to 30% by mole provided that the sum of (a) to (d) is 100% by mole.
DETAILED DESCRIPTION OF THE INVENTION
An aromatic polyester amide according to the present invention exhibits an optical anisotropy when melted and comprises the following repeating units (a)-(d): (a) a repeating unit derived from an aminobenzoic acid; (b) a repeating unit derived from an hydroxybenzoic acid; (c) a repeating unit derived from a dihydroxybiphenyl or hydroquinone; and (d) a repeating unit derived from a phthalic acid.
Repeating unit (a) may be a repeating unit derived from, for example, p-aminobenzoic acid, m-aminobenzoic acid, carboxylate ester or carboxylic halide. Repeating unit (a) may be derived from one or more of the above compounds. Repeating unit (a) may preferably be derived from p-aminobenzoic acid.
Repeating unit (a) is present at an amount of 2-20% by mole, and preferably 5-15% by mole in the aromatic polyester amide of the present invention.
An aromatic polyester amide containing repeating unit (a) of less than 2% by mole may exhibit reduced elastic modulus. On the other hand, one containing repeating unit (a) of more than 20% by mole may not be polymerized enough to have a high molecular weight since it sometimes hard to stir polymerization reaction solution due to drastic increase in its melt viscosity.
Repeating unit (b) may be a repeating unit derived from, for example, p-hydroxybenzoic acid, carboxylate ester, carboxylic halide or p-acetoxybenzoic acid. Repeating unit (b) may be derived from one or more of the above compounds. Repeating unit (b) may preferably be derived from p-hydroxybenzoic acid alone.
Repeating unit (b) is present at an amount of 30-65% by mole, and preferably 40-60% by mole in the aromatic polyester amide. An aromatic polyester amide contains repeating unit (b) of less than 30% by mole or of more than 65% by mole, the article obtained from the polymer may have a reduced bending modulus.
Repeating unit (c) may be a repeating unit derived from, for example, 4,4′-dihydroxybiphenyl, 4,4′-diacetoxybiphenyl, hydroquinone, or diacetoxy hydroquinone. Repeating unit (c) may be derived from one or more of the above compounds. Repeating unit (c) may preferably be derived from a 4,4′-dihydroxybiphenyl or hydroquinone, or from 4,4′-dihydroxybiphenyl and hydroquinone. Particularly, repeating unit (c) may preferably be derived from 4,4′-dihydroxybiphenyl alone.
Repeating unit (c) is present at an amount of 15-35% by mole, and preferably 20-30% by mole in the aromatic polyester amide. When an aromatic polyester amide contains a repeating unit (c) of less than 15% by mole or of more than 35% by mole, the article obtained from the polymer may have a reduced bending modulus.
Repeating unit (d) may be a repeating unit derived from, for example, terephthalic acid or isophthalic acid, dicarboxylate ester or dicarboxylic halide. Repeating unit (d) may be derived from one or more of the above compounds. Repeating unit (d) may preferably be derived from terephthalic acid or isophthalic acid, or from terephthalic acid and isophthalic acid. Particularly, repeating unit (d) may preferably be derived from terephthalic acid and isophthalic acid. In this case, the ratio of terephthalic acid to the total amount of terephthalic acid and isophtalic acid may preferably be present at an amount of 70% by mole or more.
Repeating unit (d) is typically present at an amount of 15-30% by mole, and preferably 20-25% by mole in the aromatic polyester amide. When an aromatic polyester amide contains repeating unit (c) of less than 15% by mole or of more than 30% by mole, the article obtained from the polymer may have a reduced bending modulus and fluidity.
The amounts of repeating units (a)-(d) may be appropriately selected within the respective ranges described above and the sum of them is equal to 100% by mole.
Aromatic polyester amides according to the present invention are produced by any conventionally known method involving polyester or polyester amide polycondensation reaction. Such polycondensation reaction may be performed in the presence or absence of catalyst.
Initial flowing temperature for an aromatic polyester amide according to the present invention may be 250-420° C., and preferably 300-400° C.
The term “initial flowing temperature” means a temperature at which the molten polymer exhibits a viscosity of 4800 Pa when it is extruded through the nozzle of a capillary rheometer equipped with a die (inner diameter=1 mm, length=10 mm) at a heating rate of 4° C./minute under a load of 100 kg/cm
2
(9.807 MPa).
Aromatic polyester amides according to the present invention may be mixed with an inorganic filler to produce aromatic polyester amide compositions.
Examples of inorganic filler include: inorganic fillers such as glass fibers (e.g., milled glass fiber or chopped glass fiber), glass beads, hollow glass spheres, glass powder, mica, talc, clay, silica, alumina, potassium titanate, wollastonite, calcium carbonate, magnesium carbonate, sodium sulfate, calcium sulfate, barium sulfate, calcium sulfite, aluminum hydroxide, magnesium hydroxide, calcium hydroxide, calcium silicate, silica sand, silica brick, quartz, titanium oxide, zinc oxide, iron oxide graphite, molybdenum, asbestos, silica alumina fiber, alumina fiber, plaster fiber, carbon fiber, carbon black, white carbon, diatomaceous earth, bentonite, sericite, sillas or graphite; metal whiskers (e.g., potassium titanate whisker, alumina whisker, aluminum borate whisker, silicon carbide whisker or silicon nitride whisker); and non-metal whiskers.
Inorganic fillers may be used alo
Hirakawa Manabu
Okamoto Satoshi
Sato Tomohiro
Acquah Samuel A.
Akin Gump Strauss Hauer & Feld L.L.P.
Sumitomo Chemical Company Limited
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