US 4,049,599 AGrant
High Solids Polyesters Capable of Dissolving in an Organic Solvent
Issue Date:1977-09-20
•7 Claims
Abstract
A composition of matter comprising a polyester capable of dissolving in an organic solvent, having a solids content of at least 75% by weight, at a viscosity of X-Z on the Garner scale, prepared by reacting an aromatic polycarboxylic acid, anhydride, or a functionally acid esterifiable derivative thereof, an aliphatic polycarboxylic acid, anhydride or a functionally acid esterifiable derivative thereof, an aliphatic polyol and a monofunctional fatty acid to an acid number less than about 10, and then reacting the product of that reaction with an aromatic or aliphatic polycarboxylic acid, anhydride or a functional acid esterifiable derivative thereof to an acid number greater than 10 and less than about 60, wherein the total reactants have a hydroxyl/carboxyl ratio of greater than 1; the amount of monofunctional fatty acid employed ranges from about 20 to about 50% of the total number of acid equivalents of the reactants and the amount of aromatic polycarboxylic acid reacted in the first step ranges from about 20% to about 50% of the total number of acid equivalents of the reactants. Also described is a coating composition employing the above described polyester in conjunction with a nitrogenous composition, preferably for coating metallic substrates.
Metadata
Assignee
- Grow Chemical Corporation
Inventor
- Joseph C. Lott
Application Information
Application Number:US 6476635
Filing Date:1976-01-09
Priority Date:1976-01-09
Art Unit:141
Classifications
IPC:
C09D 352C09D 364
Field of Search:
26022 M;22 R;21;22 CQ
Patent Drawings
This patent does not have any drawings.
Description
Examples
Example 1
242 g. of 2-ethyl hexoic acid (1.68 moles), 116 g. of isophthalic acid (0.70 moles), 102 g. of adipic acid (0.7 moles), 206 g. 1,4-cyclohexanedimethanol at 70% by weight in MeOH (1.0 moles), 201 g. of trimethylolpropane (1.5 moles), and 0.8 g. of triphenylphosphite are heated together under a carbon dioxide atmosphere, and as the temperature rises, the solvent methanol is removed through distillation. The remainder of the first stage of the preparation is conducted with a xylene reflux at a temperature of 460.degree. F. The solvent content of the reaction mixture is held to 5% or less and the water is continuously removed. When the polyester exhibits an acid number of 10.0 mg KOH/g. or less, the temperature is lowered to 350.degree. F. and 77 g. of phthalic anhydride (0.52 moles) is added. A temperature of 300.degree.-330.degree. F. is then maintained for 30 minutes, after which the completed polyester is reduced in a suitable solvent. The resulting polyester exhibits an acid number of 40-45 mg KOH/g. resin.
Example 2
324 g. of oleic acid (1.126 moles), 335 g. of trimethylolpropane (2.5 moles), 116 g. of isophthalic acid (0.7 moles), 102 g. of adipic acid (0.7 moles), and 0.8 g. of triphenylphosphite are heated together under a carbon dioxide atmosphere to a temperature of 450.degree.-475.degree. F. with a xylene reflux. The solvent content of the reaction mixture is held to 5% or less and the water is continuously removed. When the polyester exhibits an acid value of 10 mg. KOH/g. or less, phthalic anhydride (0.811 moles) is added. A temperature of 300.degree.-330.degree. F. is maintained for 30 minutes, at which time the completed polyester is cooled and reduced in a suitable solvent. The resulting polyester exhibits an acid number of 50-60 mg. KOH/g. resin.
Example 3
170 g. of 2-ethyl hexoic acid (1.18 moles), 116 g. of isophthalic acid (0.7 moles), 102 g. of adipic acid (0.7 moles), 206 g. of 1,4-cyclohexanedimethanol at 70% by weight in MeOH (1.0 moles), 201 g. of trimethylolpropane (1.5 moles), and 0.8 g. of triphenylphosphite are heated together under a carbon dioxide atmosphere. The solvent methanol is removed through distillation as the temperature rises. The remainder of the first stage is conducted with a xylene reflux at a temperature of 450.degree.-470.degree. F. The xylene solvent in the reaction mixture is held to 5% or less and the water is continuously removed. When the polyester exhibits an acid value of 10 mg. KOH/g., the temperature is lowered to 400.degree. F. and 148.5 g. of castor fatty acids (0.50 moles) is added. The temperature is once again raised to 450.degree.-470.degree. F. where it is held until the polyester exhibits an acid number of 5-7 mg. KOH/g. At this point, the temperature is cooled to 350.degree. F. and 77 g. (0.52 moles) of phthalic anhydride is added. A temperature of 300.degree.-330.degree. F. is held for 30 minutes, at which time the completed polyester is cooled and reduced in a suitable solvent. The resulting polyester exhibits an acid number of 36 mg. KOH/g. resin.
Example 4
Using the polyester prepared from Example 1, a coating composition was formulated as described below:
The coating composition was roll coated at room temperature on to tin-free steel panels and baked 10 minutes at 350.degree. F. The panels were then stored in a Studebaker press for 24 hours at 150.degree. F. and 3,000 lbs. gauge pressure. The coating had good adhesion and did not stick, pick or mar when other similar coated panels were placed adjacent each other. This test is a measurement of the tackiness of a coating. By "picking " is meant the tendency of the coated panel to have pieces of other similarly coated panels adhere to the coating as a result of being placed next to each other.
The coated panels were also subjected to the reverse impact test and they passed at the 30 lb. level and failed at the 50 lb. level.
The gloss qualities of the panels coated by the above described application, cure, cycle and thickness, were tested in a BYK-Mallinkrodt gloss meter which measures the light reflection at 60.degree.. The ratings of the coated panels for various substrates are reported below:
Claims
What is claimed is:
1. A composition of matter comprising a polyester capable of dissolving in an organic solvent, having a solids content of at least 75% by weight, (on a pigment, filler and catalyst-free basis), at a viscosity of X-Z on the Garner scale, prepared by reacting an aromatic polycarboxylic acid, anhydride, or a functionally acid esterifiable derivative thereof, an aliphatic polycarboxylic acid, anhydride or a functionally acid esterifiable derivative thereof, an aliphatic polyol and a monofunctional fatty acid to an acid number less than about 10, and then reacting the product of that reaction with an aromatic or aliphatic polycarboxylic acid, anhydride or a functional acid esterifiable derivative thereof to an acid number greater than 10 and less than about 60, wherein the total reactants have a hydroxyl/carboxyl ratio of greater than 1; the amount of monofunctional fatty acid employed ranges from about 20 to about 50% of the total number of acid equivalents of the reactants, and the amount of aromatic polycarboxylic acid reacted in the first step ranges from about 20% to about 50% of the total number of acid equivalents of the reactants.
2. The composition of claim 1 wherein the hydroxyl/carboxyl ratio in the first step of preparing the polyester ranges from about 1.3 to about 2.3.
3. The composition of claim 2 wherein the ratio of the number of acid equivalents in Step 1 of preparing the polyester for the aromatic polycarboxylic acid, anhydride or acid esterifiable derivative thereof and the aliphatic polycarboxylic acid, anhydride or acid esterifiable derivative thereof is one.
4. The composition of claim 1 wherein the aliphatic polyol is comprised of diols and triols present in a ratio of the number of hydroxyl equivalents of 1.5:1, triol:diol.
5. The composition of claim 1 further comprising an organic solvent soluble cross-linkable nitrogenous composition wherein the components are present on a weight basis as: 0.5 - 5:1 Polyester:Nitrogenous Composition
6. The composition of claim 5 wherein the nitrogenous composition is an amine-aldehyde condensate.
7. The composition of claim 6 wherein the nitrogenous composition is a melaminealdehyde condensate.
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