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US4130532A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyester plasticizers

Assignee: FMC Corp
•
Filing: 1977-03-07
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Granted: 1978-12-19
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Expires: 1997-03-07
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Abstract

Abstract Caprolactone modified polyesters derived from an aliphatic dihydroxy compound and a mixture of aliphatic dicarboxylic acids and a proportion above 10 mol % of the total acids used, of an aromatic dicarboxylic acid and terminated with an alcohol or monocarboxylic acid such that the molecular weight ranges from 500 to 1400 are good plasticizers for polymers, especially polyvinyl chloride.

Inventors

  • 👤 Frank Lamb

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 15:14
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/60; C08L; C08L27/00; C08L27/02; C08L27/04; C08L27/06; C08L67/00; C08L67/02; C08L67/04

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 379 words
A polyester having the formula M(P).sub.a (D).sub.b (L).sub.c M I in which M is the residue of one or more aliphatic monocarboxylic acids containing from 4 to 12 carbon atoms or one or more saturated straight or branched chain monohydric alcohols containing from 4 to 12 carbon atoms, P is the residue of one or more saturated straight or branched chain aliphatic diols containing from 2 to 4 carbon atoms, D is the residue of a mixture of one or more aliphatic dicarboxylic acids containing from 4 to 6 carbon atoms and a proportion above 10 mole % of the total acids used, of one or more aromatic dicarboxylic acids or anhydrides selected from the group consisting of o-phthalic acid, phthalic anhydride and isophthalic acid, L is the residue of 6-hydroxy caproic acid, each of the residues being joined together by ester linkage, residues P, D and L being distributed at random throughout the molecule, a, b and c each having a value greater than 0, the amount of residue of hydroxy acid being from 10 mole % to 90 mole % based on the total number of moles of reactants and the molar ratios of the remaining reactants being chosen so that the average molecular weight of the product is from 500 to 1400, which is prepared by reacting in one-step a mixture of the following components (a) from 10 to 90 mole % of epsilon caprolactone or the corresponding hydroxy acid, (b) a hydroxylic component which comprises one or more saturated straight or branched chain aliphatic diols containing from 2 to 4 carbon atoms, (c) an acidic component which comprises a mixture of one or more aliphatic dicarboxylic acids containing from 4 to 6 carbon atoms and a proportion above 10 mole % of the total acids used of one or more aromatic dicarboxylic acids or anhydrides selected from the group consisting of o-phthalic acid, phthalic anhydride and isophthalic acid, and, (d) one or more aliphatic monocarboxylic acids containing from 4 to 12 carbon atoms or one or more saturated straight or branched chain monohydric alcohols containing from 4 to 12 carbon atoms such that the hydroxylic components are used in stoichiometric amounts or up to 20% excess over the stoichiometric amounts related to the acidic components.
Claim 2
Dependent Claim 379 words
A polyester having the formula M(P).sub.a (D).sub.b (L).sub.c M I in which M is the residue of one or more aliphatic monocarboxylic acids containing from 4 to 12 carbon atoms or one or more saturated straight or branched chain monohydric alcohols containing from 4 to 12 carbon atoms, P is the residue of one or more saturated straight or branched chain aliphatic diols containing from 2 to 4 carbon atoms, D is the residue of a mixture of one or more aliphatic dicarboxylic acids containing from 4 to 6 carbon atoms and a proportion above 10 mole % of the total acids used, of one or more aromatic dicarboxylic acids or anhydrides selected from the group consisting of o-phthalic acid, phthalic anhydride and isophthalic acid, L is the residue of 6-hydroxy caproic acid, each of the residues being joined together by ester linkage, residues P, D and L being distributed at random throughout the molecule, a, b and c each having a value greater than 0, the amount of residue of hydroxy acid being from 10 mole % to 90 mole % based on the total number of moles of reactants and the molar ratios of the remaining reactants being chosen so that the average molecular weight of the product is from 500 to 1400, which is prepared by reacting in one-step a mixture of the following components (a) from 10 to 90 mole % of epsilon caprolactone or the corresponding hydroxy acid, (b) a hydroxylic component which comprises one or more saturated straight or branched chain aliphatic diols containing from 2 to 4 carbon atoms, (c) an acidic component which comprises a mixture of one or more aliphatic dicarboxylic acids containing from 4 to 6 carbon atoms and a proportion above 10 mole % of the total acids used of one or more aromatic dicarboxylic acids or anhydrides selected from the group consisting of o-phthalic acid, phthalic anhydride and isophthalic acid, and, (d) one or more aliphatic monocarboxylic acids containing from 4 to 12 carbon atoms or one or more saturated straight or branched chain monohydric alcohols containing from 4 to 12 carbon atoms such that the hydroxylic components are used in stoichiometric amounts or up to 20% excess over the stoichiometric amounts related to the acidic components.
Claim 3
Dependent Claim 19 words
A polyester as claimed in claim 1 in which the residue of 6-hydroxy-caproic acid is derived from epsilon caprolactone.
Claim 4
Dependent Claim 24 words
A polyester as claimed in claim 1 in which M is the residue of a monocarboxylic acid containing from 8 to 10 carbon atoms.
Claim 5
Dependent Claim 16 words
A polyester as claimed in claim 3 in which M is the residue of isooctanoic acid.
Claim 6
Dependent Claim 24 words
A polyester as claimed in claim 1 in which M is the residue of a monohydric alcohol containing from 8 to 11 carbon atoms.
Claim 7
Dependent Claim 16 words
A polyester as claimed in claim 5 in which M is the residue of isooctyl alcohol.
Claim 8
Dependent Claim 18 words
A polyester as claimed in claim 1 in which the diol corresponding to residue P is ethylene glycol.
Claim 9
Dependent Claim 32 words
A polyester as claimed in claim 1 in which the residue of the aliphatic dicarboxylic acid or anhydride corresponding to residue D is derived from succinic, glutaric or adipic acid or anhydride.
Claim 10
Dependent Claim 30 words
A polyester as claimed in claim 1 in which the residue of the aromatic dicarboxylic acid or anhydride corresponding to residue D is derived from o-phthalic acid or phthalic anhydride.
Claim 11
Dependent Claim 30 words
A polyester as claimed in claim 1 in which the amount of epsilon caprolactone is from 20 to 70 mole % based on the total number of moles of reactants.
Claim 12
Dependent Claim 40 words
A composition comprising (a) a thermoplastic polymer selected from the group consisting of poly(vinyl chloride) and poly(vinyl chloride) copolymers and (b) a plasticizing amount up to 60% by weight of the plasticized composition of a polyester according to claim 1.
Claim 13
Dependent Claim 16 words
A composition according to claim 11 containing from 35 to 60% by weight of polyester plasticizer.

References Cited (Backward Citations)

GB732913A Cited
GB734115A Cited
US2914556A Cited
GB859642A Cited
US2977385A Cited
US3169945A Cited
GB1076877A Cited
GB1137882A Cited
US3786011A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-12-18 1982-06-19 1982-12-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-12-18 1986-06-19 1986-12-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-12-18 1990-06-19 1990-12-19 $7700.00 Window Closed / Lapsed

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