Amorphous polyester composition and method of making

Patent metadata

Field	Value
Publication number	US-11535744-B2
Application number	US-202016832168-A
Country	US
Kind code	B2
Filing date	Mar 27, 2020
Priority date	Mar 29, 2019
Publication date	Dec 27, 2022
Grant date	Dec 27, 2022

Abstract

An amorphous polyester or copolyester composition comprises the reaction product of a crystalline or semicrystalline polyester or copolyester, optionally derived from a recycled waste stream, at least one diol or aromatic diacid or an ester of a diacid or a hydroxycarboxylic acid or a lactone or a dianhydride, and a catalyst, wherein the amorphous composition has a weight average molecular weight of at least 10,000 g/mol (polystyrene equivalent molecular weight) as measured by gel permeation chromatography.

First claim

We claim:

1. A foamable composition comprising an amorphous polyester or copolyester composition comprising the reaction product of crystalline or semicrystalline polyester or copolyester, optionally derived from a recycled waste stream, at least one diol or aromatic diacid or an ester of a diacid or a hydroxycarboxylic acid or a lactone or a dianhydride, and
a catalyst,
wherein the amorphous composition has a weight average molecular weight of at least 10,000 g/mol, polystyrene equivalent molecular weight, as measured by gel permeation chromatography, and one or more blowing agents.

2. The foamable composition of claim 1 , wherein in the amorphous composition the polyester is polyethylene terephthalate, polyethylene terephthalate glycol, or a polyester where the main diol component is ethylene glycol, propylene glycol, 1,4-butane diol, spiroglycol or blends thereof.

3. The foamable composition of claim 1 , wherein in the amorphous composition the at least one aromatic diacid monomer is phthalic acid, terephthalic acid, isophthalic acid, or 2,5-furandicarboxylic acid, or combination thereof.

4. The foamable composition of claim 1 , wherein in the amorphous composition the at least one diol is ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, butylene glycol, 1,4-butane diol, spiroglycol, isosorbide, cyclohexane dimethanol, or cyclobutane diol, or combination thereof.

5. The foamable composition of claim 1 , wherein in the amorphous composition the catalyst is or comprises titanium tetrabutoxide, cerium(III) acetate, tetra isopropyl titanate, antimony trioxide or a tin-based organometallic complex.

6. The foamable composition of claim 1 , wherein the amorphous composition has a Tg of at least 75° C.

7. The foamable composition of claim 4 wherein the cyclohexane dimethanol is 1,4-cyclohexane dimethanol present in an amount of from 20 to 40 mol % of total diol content.

8. The foamable composition of claim 4 wherein the isosorbide is present in an amount of from 15 to 100 mol % of total diol content.

9. The foamable composition of claim 4 wherein the cyclobutanediol is 2-2-4-4-tetramethyl-1-3-cyclobutanediol, present in an amount of from 45 to 55 mol % of total diol content.

10. The foamable composition of claim 4 wherein the cyclohexane dimethanol is 1,3-cyclohexane dimethanol, 1,4-cyclohexane dimethanol, or blends thereof, present in an amount of from 20 to 30 mol % when combined with isophthalic acid or terephthalic acid, or blends thereof, present in an amount of from 20 to 30 mol %.

11. The foamable composition of claim 1 wherein the foamable composition is in the form of a solid bead.

12. The foamable composition of claim 1 , wherein the blowing agent is selected from one or more pentane hydrocarbon, one or more halogenated hydrocarbon, one or more hydrofluoroolefin, alcohols, ketones, ethers, olefins, carbon dioxide, water, or a combination thereof.

13. A foamed article made by extrusion foaming of the foamable composition of claim 11 , or expansion of the solid bead of claim 11 wherein the article has a density no greater than 96 kg/m 3 (6 pcf).

14. The foamed article of claim 13 wherein the density is no greater than 80 kg/m 3 (5pcf).

15. A method of making an amorphous polyester foamable resin composition comprising the steps of:
combining at room temperature in a reactor, a crystalline or semi-crystalline polyester, optionally derived from a recycled waste stream, with at least one diol or aromatic diacid or an ester of a diacid or a hydroxycarboxylic acid or a lactone or a dianhydride, and in the presence of a catalyst,
sealing and purging the reactor with an inert gas,
mixing the contents,
evacuating the reactor of volatile components,
flushing the reactor at least once with an inert gas,
increasing the temperature of the reactor to between 250-350 degrees C. over a period of from 30 to 90 minutes,
mixing the molten material combination
maintaining a temperature of between 250-350 degrees C. for between 20 to 150 minutes,
evacuating the reactor to minus 25 inches of mercury or lower,
continuing the reaction at a temperature of from 250-350 degrees C. for between 100 to 300 minutes, optionally while removing volatile species via a distillation column, and
stopping the reaction by ceasing mixing, purging the reactor with an inert gas, returning the reactor to atmospheric pressure and reducing the temperature to 100 degrees C. or lower,
wherein the resultant composition has a weight average molecular weight of at least 10,000 g/mol (polystyrene equivalent molecular weight) as measured by gel permeation chromatography) and a degree of crystallinity no greater than 5% as determined by differential scanning calorimetry.

Assignees

• Ddp Specialty Electronic Mat Llc
• Ddp Specialty Electronic Materials Us Llc

Inventors

• Barger Mark Alan
• Costeux Stephane
• Porter Michal Elizabeth
• Heider Patrick

Classifications

• C08G63/916

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08J9/122

  Hydrogen, oxygen, CO2, nitrogen or noble gases · CPC title

• C08G63/85

  Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof {(C08G63/823 takes precedence)} · CPC title

• C08J9/16

  Making expandable particles · CPC title

• C08G63/183 Primary

  Terephthalic acids · CPC title