# US 11,999,843 B2 · Polyvinyl alcohol compositions with eutectic solvents, articles thereof, and methods of making same

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- Number: US 11,999,843 B2
- Document ID: US11999843B2
- Status: Granted
- Kind: B2
- Application number: 17/591,647
- Filed: 2022-02-03
- Published: 2022-10-20
- Granted: 2024-06-04
- Earliest claimed: 2021-04-14
- Assignees: The Procter & Gamble Company
- Applicants: The Procter & Gamble Company
- Inventors: Freddy Arthur Barnabas; Michaela Monika Czupik; Lori Ann Bacca; Daniel Brannum
- Web page: https://patentgrep.com/patent/US11999843B2

## CPC

- C08K 5/092: Polycarboxylic acids
- C08L 29/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
- C08J 5/18: Manufacture of films or sheets
- C08K 5/175: {containing COOH-groups; Esters or salts thereof}
- C08K 5/19: Quaternary ammonium compounds
- C08J 2329/04: Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- 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)

## Abstract

Water-soluble films including a polyvinyl alcohol polymer (PVOH) and one or more eutectic solvent pairs (eutectic solvent) in predefined ratios.

## Claims

### Claim 1

A water-soluble composition comprising:
a polyvinyl alcohol (PVOH) polymer;
a eutectic solvent.

### Claim 2 (depends on 1)

The water-soluble film composition of claim 1 wherein the eutectic solvent comprises a hydrogen bond donor (HBD) and a hydrogen bond acceptor (HBA).

### Claim 3 (depends on 2)

The water-soluble film composition of claim 2 wherein the HBD to HBA are present at a molar ratio of from about 1:1 to about 1:3.

### Claim 4 (depends on 2)

The water-soluble film composition of claim 2 wherein the HBD is at least one of carboxylic acid that does not contain a quaternary amine moiety, sugars, sugar alcohols, or amides.

### Claim 5 (depends on 1)

The water-soluble film composition of claim 1 wherein the HBA is at least one of amino acids, polyols that are not sugar alcohols, and amines.

### Claim 6 (depends on 1)

The composition of claim 1 wherein the composition has a melting temperature of less than 170 C.

### Claim 7 (depends on 1)

The composition of claim 1 wherein the composition comprises from about 1% to about 20% by weight of the eutectic solvent.

### Claim 8 (depends on 1)

The composition of claim 1 wherein the composition further comprises from about 0.01% to about 20% of a benefit agent.

### Claim 9 (depends on 8)

The composition of claim 8 wherein the benefit agent is at least one of an perfumes, pro-perfumes, finishing aids, malodor control and removal agents, odor neutralizers, polymeric dye transfer inhibiting agents, cationic deposition enhancing polymers, builders, heavy metal ion sequestrants, surfactants, suds stabilizing polymers, pH modifiers, buffering agents, alkalinity sources, fabric softeners, antistatic agents, dye fixatives, dye abrasion inhibitors, wrinkle reduction agents, wrinkle resistance agents, wrinkle release agents, silicones, soil release polymers, soil capture polymers, flocculating polymers, soil repellency agents, colorants, pigments, adversive agents such as bittering agents, anti-redeposition agents, bleach activators, bleach catalysts, bleach boosters, bleaches, photobleaches, enzymes, coenzymes, enzyme stabilizers, crystal growth inhibitors, anti-tarnishing agents, anti-oxidants, metal ion salts, corrosion inhibitors, antiperspirant, zinc pyrithione, plant derivatives, plant extracts, plant tissue extracts, plant seed extracts, plant oils, botanicals, botanical extracts, essential oils, skin sensates, astringents, anti-acne agents, anti-dandruff agents, antifoaming agents, cosmetic astringents, cosmetic biocides, denaturants, drug astringents, external analgesics, film formers or materials for aiding the film-forming properties and substantivity of the composition, skin bleaching and lightening agents, skin-conditioning agents, skin soothing and/or healing agents and derivatives, skin treating agents, sunscreen agents, insect repellants, oral care actives, personal health care actives, vitamins, anti-bacterial agents, anti-microbial agents, antifungal agents, their derivatives, and mixtures thereof.

### Claim 10 (depends on 8)

The composition of claim 8, wherein the benefit agent is temperature sensitive.

### Claim 11 (depends on 1)

A method of melt flow processing a composition according to claim 1 wherein the method is selected form the group consisting of injection molding, blow molding, filament extrusion and, optionally, pelletization, film extrusion, melt spinning of fibers and/or nonwoven substrates, 3D printing, rotoforming, and prilling.

### Claim 12 (depends on 1)

A method of manufacturing a 3D article comprising the steps of:
heating a composition according to claim 1 to a temperature of about 80° C. to about 170° C.;
applying pressure to the composition causing it to flow.

### Claim 13

A method of making a water-soluble film comprising:
providing a polyvinyl alcohol (PVOH) polymer;
providing a eutectic solvent;
forming a water-soluble film comprising the eutectic solvent and PVOH polymer.