# US 2014/0194567 A1 · Interpenetrating polymer networks derived from silylated triglyceride oils and polysiloxanes

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- Number: US 2014/0194567 A1
- Document ID: US20140194567A1
- Status: Published application
- Kind: A1
- Application number: 13/965,495
- Filed: 2013-08-13
- Published: 2014-07-10
- Earliest claimed: 2012-08-16
- Inventors: Ramani Narayan; Daniel Gravier; Sudhanwa Dewasthale; Elodie Halbot
- Web page: https://patentgrep.com/patent/US20140194567A1

## CPC

- C08G 77/38: Polysiloxanes modified by chemical after-treatment
- C08G 77/50: by carbon linkages
- C08J 3/246: {Intercrosslinking of at least two polymers}
- C08K 3/36: Silica
- C08K 3/40: Glass
- C08K 7/14: Glass
- C08J 2383/04: Polysiloxanes
- C08J 2391/00: Characterised by the use of oils, fats or waxes; Derivatives thereof
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A composition of matter comprising an interpenetrating polymer network of a combination of a silanol-containing polysiloxane phase and a silylated triglyceride oil phase. The two phases are mixed and covalently bound to each other via siloxane crosslinks. A method for producing interpenetrating polymer networks. The method comprises providing triglycerides from oils or fats and reacting the triglycerides with a reactive silane to form a silylated triglyceride oil. The silylated triglyceride oil and a silanol terminated polysiloxane are emulsified with water in a predetermined ratio. Thereafter, crosslinking agents are added and the water is removed from the emulsions providing siloxane crosslinks between the two intimately mixed immiscible phases.

## Claims

### Claim 1

A composition of matter comprising an interpenetrating polymer network of a combination of a silanol-containing polylsiloxane phase and a silylated triglyceride oil phase, wherein the two phases are mixed and covalently bound to each other.

### Claim 2 (depends on 1)

A method of for producing interpenetrating polymer networks said interpenetrating polymer networks as claimed in claim 1, said method comprising:
a. providing triglycerides from oils or fats;
b. reacting said triglycerides with a reactive silane to form a silylated triglyceride oil;
c. emulsifying said silylated triglyceride oil and a silanol terminated polysiloxane oligomer with water in a predetermined ratio, and allowing polymerization of said polysiloxane;
d. adding crosslinking agents;
e. removing said water from the emulsions, whereby an interpenetrating polymer network is formed.

### Claim 3 (depends on 2)

The method as claimed in claim 2 wherein, in addition, there is added reinforcing additives prior to removing said water.

### Claim 4 (depends on 2)

The method as claimed in claim 2 wherein said silanol-terminated polysiloxane is selected from the group consisting of:
a. polydimethylsiloxane; b. polymethylphenylpolysiloxanes, c. fluorosilicone rubber; d. silicone esters, e. vinyl-functionalized polysiloxanes; f. partially fluorinated polysiloxanes, and g. fully fluorinated polysiloxanes.

### Claim 5

A method of producing silylated triglyceride oils obtained by the reaction of reactive silanes with unsaturated sites of fatty acids comprising triglyceride molecules.

### Claim 6 (depends on 5)

A method of producing silylated triglyceride oils as claimed in claim 5 wherein said reactive silanes are selected from the group consisting of vinyltrialkoxysilane, allyltrialkoxysilane, vinylmethyldialkoxysilane, and vinyldimethylalkoxysilane.

### Claim 7 (depends on 6)

A method as claimed in claim 6, wherein said reactive silanes are selected from the group consisting of vinyltrimethoxysilane, vinyltriethoxysilane, allyltrimethoxysilane, allyltriethoxysilane, vinylmethyldimethoxysilane, vinylmethyldiethoxysilane, vinyldimethylmethoxysilane and vinyldimethylethoxysilane.

### Claim 8 (depends on 2)

A method of producing interpenetrating network polymers as claimed in claim 2, wherein said triglycerides are selected from the group consisting of vegetable oil triglycerides, algae oil triglycerides, fish oil triglycerides and animal fat triglycerides.

### Claim 9 (depends on 2)

A method as claimed in claim 2 wherein the ratio of said silylated oils to said polysiloxanes is between 1 weight percent to 99 weight percent.

### Claim 10 (depends on 9)

A method as claimed in claim 9 wherein the ratio of said silylated oils to said polysiloxanes is between 10 weight percent to 90 weight percent.

### Claim 11 (depends on 9)

A method as claimed in claim 9 wherein the ratio of said silylated oils to said polysiloxanes is between 30 weight percent to 50 weight percent.

### Claim 12 (depends on 2)

A method as claimed in claim 2 wherein said polysiloxanes and said silylated triglyceride oils are separately emulsified and then mixed together.

### Claim 13 (depends on 2)

A method as claimed in claim 2 wherein there is also present fillers.

### Claim 14 (depends on 13)

A method as claimed in claim 13 wherein said fillers are selected from particles or fibers.

### Claim 15 (depends on 14)

A method as claimed in claim 14 wherein said fillers are selected from the group consisting of mineral fillers, organic fillers wherein said organic fillers are further selected from silica, metal, metal oxides, and mixed metal oxides.

### Claim 16 (depends on 14)

A method as claimed in claim 14 wherein said fillers are selected from the group consisting of glass fibers and glass beads.

### Claim 17 (depends on 2)

A method as claimed in claim 2 wherein there is also present adjuvants.

### Claim 18 (depends on 17)

A method as claimed in claim 17 wherein said adjuvants are selected from the group consisting of viscosity modifiers, adhesion promoters, process and plasticizing oils, antioxidants, and pigments.

### Claim 19 (depends on 2)

A method as claimed in claim 2 wherein said method includes handling said emulsions by a method selected from the group consisting of brushing, spraying, dip coating, and casting.

### Claim 20 (depends on 2)

A method as claimed in claim 2 wherein said interpenetrating network polymer has a thickness in the range of 2 to 1000 micrometers.

### Claim 21 (depends on 2)

The method as claimed in claim 2 wherein said interpenetrating network is a cured product of a crosslink reaction of silanols to yield siloxane crosslinking.

### Claim 22 (depends on 20)

The method as claimed in claim 20 wherein said resulting interpenetrating network polymer is a coating.

### Claim 23 (depends on 23)

The method as claimed in claim 23 wherein said coating is selected from the group consisting of architectural coatings, protective coating, semi-permeable coatings, and stain resistant coatings.

### Claim 24 (depends on 2)

A method as claimed in claim 2 wherein the physical properties of said interpenetrating network polymer are pre-determined by the selection of the type of silicone polymer, the type of silylated oil, the ratio of the silylated oil to polysiloxane in the composition, and the extent of the crosslink density.
