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US4135009A Expired / Lapsed US ⏱️ 0.0 years remaining

Benzoic acid terminated oligoesters as melt flow modifiers of thermoplastic coatings and powders

Assignee: Rohm and Haas Co
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Filing: 1975-11-26
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Granted: 1979-01-16
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Expires: 1995-11-26
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Abstract

Abstract The application discloses a mixture of high molecular weight hard resins, such as polymethyl methacrylate, cellulose acetate butyrate and cellulose nitrate with low molecular weight benzoic acid terminated polyesters having a glass transition temperature in the range of -30° C. to 40° C. and a molecular weight in the range of 500 to 1500. The hard polyesters of this invention are obtained by the use of small diols and hard dibasic acids in addition to termination of the chain by the hardening component benzoic acid. Saturated linear dicarboxylic acids are used for less than half of the acid monomer content, on a molar basis, since these are softening components. The polyesters are used to lower the melting point and improve the flow of the high molecular weight polymers without excessively plasticizing these high molecular weight polymers to the point where they are noticeably softened at use temperatures. In contrast, the usual polyesters contain high amounts of saturated dicarboxylic acids and are terminated with saturated fatty acids. The mixture is useful for coatings applied in the form of a powder, a solution or a dispersion. Molded and cast articles can also be made from this mixture. As used herein, "thermoplastic" includes thermosetting resins which go through a thermoplastic flowable stage before becoming thermoset.

Inventors

  • 👤 Andrew Mercurio

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 23:39
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/16; C08G63/20; C08L; C08L33/00; C08L33/04; C08L33/06; C08L33/10; C08L33/12; C08L67/00; C08L67/02; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 130 words
In a composition comprising a mixture of: A. a low molecular weight polyester resin and B. a hard high molecular weight resin or blend of such resins, A being present in lesser amount than B, the improvement wherein the polyester resin is (1) benzoic acid or saturated isocyclic monocarboxylic acid terminated, (2) a melt flow modifying polyester resin having as its dibasic acid component a minimum of 50 mole percent of an isocyclic dicarboxylic acid having 8-10 carbon atoms and (3) a polyester having a glass transition temperature between -30° C. and +40° C., and a number average molecular weight between 500 and 1500; thus modifying the high molecular weight resin to be more flowable at an elevated processing temperature and little changed in hardness at the temperature of use.
Claim 2
Dependent Claim 130 words
In a composition comprising a mixture of: A. a low molecular weight polyester resin and B. a hard high molecular weight resin or blend of such resins, A being present in lesser amount than B, the improvement wherein the polyester resin is (1) benzoic acid or saturated isocyclic monocarboxylic acid terminated, (2) a melt flow modifying polyester resin having as its dibasic acid component a minimum of 50 mole percent of an isocyclic dicarboxylic acid having 8-10 carbon atoms and (3) a polyester having a glass transition temperature between -30° C. and +40° C., and a number average molecular weight between 500 and 1500; thus modifying the high molecular weight resin to be more flowable at an elevated processing temperature and little changed in hardness at the temperature of use.
Claim 3
Dependent Claim 20 words
The composition of claim 1 in which B is a high molecular weight thermoplastic resin or blend of such resins.
Claim 4
Dependent Claim 57 words
The mixture of claim 2 wherein B is a high molecular weight thermoplastic resin or blend of such resins selected from the group consisting of cellulose esters, nylons, epoxies, silicones, polysulfides, vinyl resins, acetal polymers, polycarbonates, polysulfones, polyphenylene oxide, polyimides, polyxylylenes, polyolefins, polyvinylhalides, acrylics, polyhaloolefins, alkyds, and polyesters, and A is a benzoic acid terminated polyester resin.
Claim 5
Dependent Claim 24 words
The composition of claim 3 in which the benzoic acid terminated polyester resin has a glass transition temperature between -20° C. and 0° C.
Claim 6
Dependent Claim 57 words
The composition of claim 3 in which the benzoic acid terminated polyester resin has a diol component selected from the group consisting of ethylene glycol, 1-2 and 1-3 propane diol, all of the dihydroxy isomers of butane and the cyclohexane diol isomers in which the hydroxyl groups are on different carbon atoms, neopentyl glycol, and cyclohexane dimethanol.
Claim 7
Dependent Claim 15 words
The composition of claim 3 in which the isocyclic dicarboxylic acid is an aromatic acid.
Claim 8
Dependent Claim 32 words
The composition of claim 3 in which 0 to 50 mole percent of the dibasic acid is selected from the group consisting of malonic acid, succinic acid, glutaric acid and adipic acid.
Claim 9
Dependent Claim 30 words
The composition of claim 7 in which the resin is a cellulose ester, a polyacrylic resin having a weight average molecular weight of from 50,000 to 2,000,000 or blends thereof.
Claim 10
Dependent Claim 57 words
The composition of claim 8 in which the glass transition temperature of the acrylic polymer is between 50° C. and 110° C., the cellulose ester component of the resin is present in the amount between 0 and 30% of the resin content and the polyester is from 5 to 40% of the total weight of the mix.
Claim 11
Dependent Claim 38 words
The composition of claim 3 in which the benzoic acid terminated polyester resin is based on the diol neopentyl glycol, and a minimum of 33 mole percent of an isocyclic dicarboxylic acid having 8 to 10 carbon atoms.
Claim 12
Dependent Claim 30 words
The composition of claim 3 in which the resin is a cellulose ester, a polyacrylic resin having a weight average molecular weight of from 50,000 to 2,000,000 or blends thereof.
Claim 13
Dependent Claim 57 words
The composition of claim 11 in which the glass transition temperature of the acrylic polymer is between 50° C. and 110° C., the cellulose ester component of the resin is present in the amount between 0 and 30% of the resin content and the polyester is from 5 to 40% of the total weight of the mix.
Claim 14
Dependent Claim 15 words
A lacquer containing an organic solvent and the composition of claim 12 in solution therein.
Claim 15
Dependent Claim 8 words
The composition of claim 13 in powder form.
Claim 16
Dependent Claim 16 words
A dispersion of particles of the composition of claim 12 in an aqueous or organic liquid.
Claim 17
Dependent Claim 19 words
The composition of claim 3 in which the melt flow modifying polyester resin is terminated by hydrogenated benzoic acid.
Claim 18
Dependent Claim 15 words
A lacquer containing an organic solvent and the composition of claim 3 in solution therein.
Claim 19
Dependent Claim 11 words
The composition of claim 3 in the form of a powder.
Claim 20
Dependent Claim 15 words
A dispersion of particles of the composition of claim 3 in aqueous or organic liquid.
Claim 21
Dependent Claim 26 words
In a method of coating an article, the steps of applying a film of the composition of claim 17 to an article and curing the same.
Claim 22
Dependent Claim 26 words
In a method of coating an article, the steps of applying a film of the composition of claim 18 to an article and curing the same.
Claim 23
Dependent Claim 25 words
In a method of coating an article, the steps of applying film of the composition of claim 13 to an article and curing the same.
Claim 24
Dependent Claim 26 words
In a method of coating an article, the steps of applying a film of the composition of claim 14 to an article and curing the same.
Claim 25
Dependent Claim 26 words
In a method of coating an article, the steps of applying a film of the composition of claim 19 to an article and curing the same.
Claim 26
Dependent Claim 26 words
In a method of coating an article, the steps of applying a film of the composition of claim 15 to an article and curing the same.

References Cited (Backward Citations)

US2689799A Cited
US3574789A Cited
US3668277A Cited
US3850871A Cited
US3867480A Cited
US3954901A Cited
US3953644A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-01-15 1982-07-17 1983-01-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-01-15 1986-07-17 1987-01-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-01-15 1990-07-17 1991-01-16 $7700.00 Window Closed / Lapsed

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