# US 11,306,202 B2 · Composition based on at least one biodegradable polymer and use thereof as a binder for coating products

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- Number: US 11,306,202 B2
- Document ID: US11306202B2
- Status: Granted
- Kind: B2
- Application number: 16/762,379
- Filed: 2018-11-22
- Published: 2020-09-03
- Granted: 2022-04-19
- Earliest claimed: 2017-11-23
- Assignees: Bio-On S.P.A.
- Applicants: Bio-On S.P.A.
- Inventors: Olga Bortolini; Alessandro Massi; Dario Cristofaro; Simone Begotti
- Web page: https://patentgrep.com/patent/US11306202B2

## CPC

- C08L 67/04: Polyesters derived from hydroxycarboxylic acids, e.g. lactones (C08L67/06 takes precedence)
- C08J 3/092: {Hydrocarbons}
- C09D 167/04: Polyesters derived from hydroxycarboxylic acids, e.g. lactones (C09D167/06 takes precedence)
- C08J 2367/04: Polyesters derived from hydroxy carboxylic acids, e.g. lactones (C08J2367/06 takes precedence)
- C08L 2201/06: Biodegradable
- C08L 2205/02: containing two or more polymers of the same C08L -group
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

A composition including at least one polyhydroxyalkanoate (PHA) having saturated side chains dissolved in at least one aromatic solvent between 50 g/1 and 200 g/l and preferably between 80 g/l and 180 g/l. The at least one PHA has a weight-average molecular weight (Mw) not greater than 250,000 Da and preferably not greater than 150,000 Da. This composition is particularly suitable as a binder for coating products. The composition can be produced by mixing the PHA with the aromatic organic solvent and heating the mixture at a temperature close to the PHA melting temperature, maintaining the mixture under stirring until complete dissolution of the polymer. Alternatively, the composition can be produced by dissolution of the PHA in a non-aromatic organic solvent having low boiling temperature where the PHA is highly soluble, subsequent addition of the aromatic organic solvent and subsequent removal of the non-aromatic organic solvent by fractional distillation.

## Claims

### Claim 1

A process for producing a composition comprising at least one polyhydroxyalkanoate (PHA), having saturated side chains and substantially devoid of unsaturated side chains, dissolved in at least one aromatic solvent in an amount of between 50 g/l and 200 g/l, said at least one PHA having a weight-average molecular weight (Mw) not greater than 250,000 Da, determined by GPC (Gel Permeation Chromatography) analysis, the process comprising:
dissolving the at least one PHA in at least one non-aromatic organic solvent having a boiling temperature lower than 80° C., so as to obtain a first PHA solution;
adding the at least one aromatic organic solvent to said first PHA solution;
after mixing, removing said at least one non-aromatic organic solvent by selective distillation.

### Claim 2 (depends on 1)

The process according to claim 1, wherein said at least one non-aromatic organic solvent is a chlorinated solvent.

### Claim 3 (depends on 1)

The process according to claim 1, wherein said at least one PHA is formed by repetitive units of formula:
—O—CHR1—(CH2)n—CO— (I)
wherein:
R1 is selected from: C1-C12 alkyls, C4-C16 cycloalkyls;
n is an integer of from 1 to 6.

### Claim 4 (depends on 2)

The process according to claim 2, wherein said at least one PHA is selected from: poly-3-hydroxybutyrate (PHB), poly-3-hydroxyvalerate (PHV), poly-3-hydroxyhexanoate (PHH), poly-3-hydroxyoctanoate (PHO), poly(3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV), poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) (PHBH), poly (3-hydroxybutyrate-co-4-hydroxybutyrate), poly (3-hydroxyoctanoate-co-3-hydroxyundecen-10-enoate) (PHOU), poly(3-hydroxybutyrate-co-3-hydroxyvalerate-co-4-hydroxyvalerate) (PHBVV), or mixtures thereof.

### Claim 5 (depends on 1)

The process according to claim 1, wherein said at least one PHA has a weight-average molecular weight (Mw) not higher than 150,000 Da.

### Claim 6 (depends on 1)

The process according to claim 1, wherein said at least one PHA has a weight-average molecular weight (Mw) not lower than 25,000 Da.

### Claim 7 (depends on 1)

The process according to claim 1, wherein said at least one aromatic organic solvent has a boiling temperature not lower than 100° C.

### Claim 8 (depends on 1)

The process according to claim 1, wherein said at least one aromatic organic solvent is selected from: toluene, meta-xylene, ortho-xylene, para-xylene, ethylbenzene, or mixtures thereof.

### Claim 9 (depends on 1)

The process according to claim 1, wherein said at least one non-aromatic organic solvent has a boiling temperature between 40° C. and 70° C.

### Claim 10 (depends on 2)

The process according to claim 2, wherein said at least one non-aromatic organic solvent is selected from: chloroform, dichloromethane, dichloroethane, or mixtures thereof.