US4404333A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Thermoplastic polyester resin, production of same, and orthopedic cast material produced therefrom
Assignee: Daicel Corp
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Filing: 1982-11-03
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Granted: 1983-09-13
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Expires: 2002-11-03
Abstract
Abstract New thermoplastic polyester resins having a low melting point which are useful as a molding material, especially as an orthopedic cast material; said resin having the formula (I): [A].sub.1 [B].sub.m [C].sub.n (I) where A denotes a residue of a straight or branched aliphatic dicarboxylic acid having 4 to 12 or 36 carbon atoms; B denotes a residue of a straight or branched aliphatic diol having 2 to 18 carbon atoms; C denotes a residue of 6-hydroxycaproic acid; these residues are linked through the ester bond and distributed randomly and/or in block in the molecule; 1, m, and n each has a value greater than 0; the residue of the 6-hydroxycaproic acid is 60 to 98 wt % and the sum of the residues of the aliphatic dicarboxylic acid and aliphatic diol is 40 to 2 wt %; the residue of the aliphatic dicarboxylic acid and the residue of the aliphatic diol are present in equimolar amount; and having a number-average molecular weight of 5,000 to 200,000.
Inventors
- 👤 Shoji Watanabe
- 👤 Michio Nakanishi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 13:17
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/66; A; A61; A61L; A61L15/00; A61L15/07; A61L15/12; C08G63/02; C08G63/60; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
147 words
A thermoplastic polyester resin having the formula (I): [A].sub.1 [B].sub.m [C].sub.n . . . (I) where A denotes a residue of straight or branched aliphatic dicarboxylic acid of carbon number 4 to 12 or 36; B denotes a residue of straight or branched aliphatic diol of carbon number 2 to 18; C denotes a residue of 6-hydroxycaproic acid; these residues are linked through the ester bond and distributed randomly and/or in block in the molecule; l, m, and n each has a value greater than 0; the residue of the 6-hydroxycaproic acid is 60 to 98 wt% and the sum of the residues of the aliphatic dicarboxylic acid and aliphatic diol is 40 to 2 wt%; and the residue of the aliphatic dicarboxylic acid and the residue of the aliphatic diol are contained in the equimolar amount; and having a number-average molecular weight of 5,000 to 200,000.
Claim 2
Dependent Claim
147 words
A thermoplastic polyester resin having the formula (I): [A].sub.1 [B].sub.m [C].sub.n . . . (I) where A denotes a residue of straight or branched aliphatic dicarboxylic acid of carbon number 4 to 12 or 36; B denotes a residue of straight or branched aliphatic diol of carbon number 2 to 18; C denotes a residue of 6-hydroxycaproic acid; these residues are linked through the ester bond and distributed randomly and/or in block in the molecule; l, m, and n each has a value greater than 0; the residue of the 6-hydroxycaproic acid is 60 to 98 wt% and the sum of the residues of the aliphatic dicarboxylic acid and aliphatic diol is 40 to 2 wt%; and the residue of the aliphatic dicarboxylic acid and the residue of the aliphatic diol are contained in the equimolar amount; and having a number-average molecular weight of 5,000 to 200,000.
Claim 3
Dependent Claim
13 words
A resin of claim 1 in which the number-average molecular weight is 10,000-150,000.
Claim 4
Dependent Claim
13 words
A resin of claim 1 in which the number-average molecular weight is 20,000-80,000.
Claim 5
Dependent Claim
33 words
A resin of claim 1 in which the residue of the hydroxycaproic acid is 70-95 wt% and the sum of the residues of the aliphatic dicarboxylic acid and aliphatic diol is 30-5 wt%.
Claim 6
Dependent Claim
33 words
A resin of claim 1 in which the residue of the hydroxycaproic acid is 80-95 wt% and the sum of the residues of the aliphatic dicarboxylic acid and aliphatic diol is 20-5 wt%.
Claim 7
Dependent Claim
38 words
A resin of claim 1 in which A in the formula (I) is a residue of succinic acid, maleic anhydride, gultaric acid, adipic acid, sebacic acid, azelaic acid, dodecane-2 acid or dimer acid, or residues of their mixtures.
Claim 8
Dependent Claim
14 words
A resin of claim 6 in which A is a residue of adipic acid.
Claim 9
Dependent Claim
46 words
A resin of claim 1 in which B in the formula (I) is a residue of ethylene glycol, propylene glycol, 1,4-butanediol, 2-methylpropanediol, 1,3-butylene glycol, diethylene glycol, neopentyl glycol, 1,6-hexane glycol, neopenthyl glycol hydroxypivalic ester, 1,4-cyclohexane dimethanol, hydrogenated bisphenol A or 1,2-dodecanediol, or residues of their mixtures.
Claim 10
Dependent Claim
19 words
A resin of claim 8 in which B is diethylene glycol, propylene glycol, 2-methylpropanediol, 1,3-buthylene glycol or neopentyl glycol.
Claim 11
Dependent Claim
16 words
The use of a thermoplastic polyester resin according to claim 1 as an orthopedic cast material.
Claim 12
Dependent Claim
33 words
An use of claim 10, in which the thermoplastic polyester resin is impregnated into or applied to and/or fusion bonded to a backing substrate such as gauze, nonwoven fabric or reticulate woven cloth.
Claim 13
Dependent Claim
68 words
A process for the production of a thermoplastic polyester resin which comprises mixing (i) ε-caprolactone or 6-hydroxy-caproic acid, (ii) a straight or branched aliphatic diol having 2-18 carbon atoms and (iii) a straight or branched aliphatic dicarboxylic acid having 4-12 or 36 carbon atoms, or anhydride or lower alkyl ester thereof; and subjecting the mixture in the presence of a catalyst for esterification to an esterification and condensation.
Claim 14
Dependent Claim
68 words
A process for the production of a thermoplastic polyester resin which comprises mixing (i) ε-caprolactone or 6-hydroxy-caproic acid, (ii) a straight or branched aliphatic diol having 2-18 carbon atoms and (iii) a straight or branched aliphatic dicarboxylic acid having 4-12 or 36 carbon atoms, or anhydride or lower alkyl ester thereof; and subjecting the mixture in the presence of a catalyst for esterification to an esterification and condensation.
Claim 15
Dependent Claim
54 words
A process of claim 12 in which the catalyst for esterification is an organotitanium compound such as tetramethoxytitanium, tetraethoxytitanium, tetra-n-propoxytitanium, tetraisopropoxytitanium, or tetrabutoxytitanium; an organotin compound such as di-n-butyltin dilaurate, di-n-butyltin oxide or dibutyltin diacetate; and a combination of magnesium, calcium, or zinc acetate and antimony oxide or an organotitanium compound as mentioned above.
Claim 16
Dependent Claim
19 words
A process of claim 12 in which the esterification and condensation is conducted at a temperature of 150°-230° C.
Claim 17
Dependent Claim
99 words
A process for the production of a thermoplastic polyester resin which comprises mixing (ii) a straight or branched aliphatic diol having 2-18 carbon atoms and (iii) a straight or branched aliphatic dicarboxylic acid having 4-12 or 36 carbon atoms, or anhydride or lower alkyl ester thereof; and subjecting the mixture in the presence of a catalyst for esterification to an esterification and condensation, to give a linear polyester resin having a number-average molecular weight of 2,000-100,000; and then reacting said polyester resin with (i) ε-caprolactone or 6-hydroxy-caproic acid in the presence of a catalyst for polymerization and ring opening.
Claim 18
Dependent Claim
99 words
A process for the production of a thermoplastic polyester resin which comprises mixing (ii) a straight or branched aliphatic diol having 2-18 carbon atoms and (iii) a straight or branched aliphatic dicarboxylic acid having 4-12 or 36 carbon atoms, or anhydride or lower alkyl ester thereof; and subjecting the mixture in the presence of a catalyst for esterification to an esterification and condensation, to give a linear polyester resin having a number-average molecular weight of 2,000-100,000; and then reacting said polyester resin with (i) ε-caprolactone or 6-hydroxy-caproic acid in the presence of a catalyst for polymerization and ring opening.
Claim 19
Dependent Claim
25 words
A process of claim 15 in which the catalyst for ring opening polymerization is stannous halide such as stannous chloride, stannous bromide or stannous iodide.
References Cited (Backward Citations)
US3773595A
Cited
US3692023A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-09-12 | 1987-03-14 | 1987-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-12 | 1991-03-14 | 1991-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-12 | 1995-03-14 | 1995-09-13 | $7700.00 | Window Closed / Lapsed |