# US 5,705,087 A · Fuel system icing inhibitor and deicing composition

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- Number: US 5,705,087 A
- Document ID: US5705087A
- Status: Granted
- Kind: A
- Application number: 08/655,789
- Filed: 1996-05-31
- Granted: 1998-01-06
- Earliest claimed: 1996-05-31
- Assignees: The United States of America as represented by the Secretary of the Navy
- Inventors: George W. Mushrush; Dennis Hardy
- Web page: https://patentgrep.com/patent/US5705087A

## CPC

- C09K 3/185: {Thawing materials}
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

This invention pertains to hydrocarbon fuel composition and deicing compoion prepared with a compound selected from the group consisting of acetals, ketals, esters, derivatives thereof and mixtures thereof; and a process for deicing a substrate using the noted deicing composition.

## Claims

### Claim 1

A deicing composition comprising an effective amount of a compound to depress freezing point of a mixture of said deicing composition and any ice, said compound is selected from the group consisting of acetals, ketals, esters, derivatives of the acetals, derivatives of the ketals, derivatives of the esters and mixtures thereof, said compound has weight average molecular weight of from 50 to 350 and is a reaction product of a hydroxy compound of 2 to 6 hydroxy groups with an aldehyde of 1 to 7 carbon atoms, or a ketone of 3 to 7 carbon atoms, or an acid of 1 to 7 carbon atoms.

### Claim 2 (depends on 1)

The deicing composition according to claim 1, wherein said compound contains from 4 to 12 carbon atoms.

### Claim 3 (depends on 1)

The deicing composition of claim 1, wherein said compound has solubility in water of at least 30 volume percent.

### Claim 4 (depends on 1)

The deicing composition of claim 1, wherein said compound has solubility in water of from 30 to 55 volume percent.

### Claim 5 (depends on 1)

The deicing composition of claim 1, wherein said compound has weight average molecular weight of from 104 to 260.

### Claim 6 (depends on 1)

The deicing composition according to claim 1, wherein said compound is a reaction product of glycerol with acetone, or glycerol with acetaldehyde, or glycerol with formaldehyde.

### Claim 7 (depends on 1)

The deicing composition according to claim 1, wherein said compound is a reaction product of trimethylolpropane with acetone, or trimethylolpropane with acetaldehyde, or trimethylolpropane with formaldehyde.

### Claim 8 (depends on 1)

The deicing composition according to claim 1, wherein said compound is a reaction product of a first reactant selected from the group consisting of glycerol, trimethylolpropane, pentaerythritol, and mixtures thereof, and a second reactant selected from the group consisting of formic acid, acetic acid, propanoic acid, butyric acid and pentanoic acid.

### Claim 9 (depends on 1)

The deicing composition of claim 1, wherein said compound is selected from the group consisting of 2,2-Dimethyl-1,3-dioxolane-4-methanol; 2-Methyl-1,3-dioxolane-4-methanol; 1,3-Dioxolane-4-methanol; Glyceryl tri-n-butyrate; 1,2:3,4-Di-o-isopropylidene-D-galactopyranose; 1,2:3,5-Di-o-isopropylidene-D-xylofuranose; (2,2,3-trimethyl-1,3!dioxan-5-yl)-methanol; (2,5-dimethyl-1,3!dioxan-5-yl)-methanol;(5,methyl-1,3!dioxan-5-yl)-metha nol; 2,4,8,10-Tetraoxaspiro5,5!-undecane; and mixtures thereof.

### Claim 10

A process for deicing a substrate comprising applying to said substrate a composition comprising a compound selected from the group consisting of acetals, ketals, esters, derivatives of the acetals, derivatives of the ketals, derivatives of the esters and mixtures thereof, the compound has weight average molecular weight of from 50 to 350 and is a reaction product of a hydroxy compound of 2 to 6 hydroxy groups with an aldehyde of 1 to 7 carbon atoms, or a ketone of 3 to 7 carbon atoms, or an acid of 1 to 7 carbon atoms.

### Claim 11 (depends on 10)

The process according to claim 10, wherein said compound contains 4 to 12 carbon atoms.

### Claim 12 (depends on 10)

The process according to claim 10, wherein said compound is selected from the group consisting of acetals, ketals, esters, which have solubility in water of at least 30 volume percent.

### Claim 13 (depends on 10)

The process according to claim 10, wherein the compound has solubility in water of from 30 to 55 volume percent.

### Claim 14 (depends on 10)

The process according to claim 10, wherein the compound has weight average molecular weight of from 104 to 260.

### Claim 15 (depends on 10)

The process according to claim 10, wherein the compound is a reaction product of glycerol with acetone, or glycerol with acetaldehyde, or glycerol with formaldehyde.

### Claim 16 (depends on 10)

The process according to claim 10, wherein the compound is a reaction product of trimethylolpropane with acetone, or trimethylolpropane with acetaldehyde, or trimethylolpropane with formaldehyde.

### Claim 17 (depends on 10)

The process according to claim 10, wherein the compound is a reaction product of a first reactant selected from the group consisting of glycerol, trimethylolpropane, pentaerythritol, and mixtures thereof, and a second reactant selected from the group consisting of formic acid, acetic acid, propanoic acid, butyric acid and pentanoic acid.

### Claim 18 (depends on 10)

The process of claim 10, wherein the compound is selected from the group consisting of 2,2-Dimethyl-1,3-dioxolane-4-methanol; 2-Methyl-1,3-dioxolane-4-methanol; 1,3 -Dioxolane-4-methanol; Glyceryl tri-n-butyrate; 1,2:3,4-Di-o-isopropylidene-D-galactopyranose; 1,2:3,5-Di-o-isopropylidene-D-xylofuranose; (2,2,3-trimethyl-1,3!dioxan-5-yl)-methanol; (2,5-dimethyl-1,3!dioxan-5-yl)-methanol; (5,methyl-1,3!dioxan-5-yl)-methanol; 2,4,8,10-Tetraoxaspiro5,5!-undecane; and mixtures thereof.
