# US 8,784,989 B2 · Sealant compositions having a novel plasticizer

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- Number: US 8,784,989 B2
- Document ID: US8784989B2
- Status: Granted
- Kind: B2
- Application number: 11/846,953
- Filed: 2007-08-29
- Published: 2008-03-06
- Granted: 2014-07-22
- Earliest claimed: 2006-08-30
- Assignees: Eastman Chemical Company
- Applicants: Mark R Kettner; Martin James Stimpson; Mark Stephen Holt; Russell Lynn Whitson; James Duncan Pont
- Inventors: Mark R Kettner; Martin James Stimpson; Mark Stephen Holt; Russell Lynn Whitson; James Duncan Pont
- Web page: https://patentgrep.com/patent/US8784989B2

## CPC

- B32B 27/08: of synthetic resin
- C08K 5/12: of cyclic polycarboxylic acids
- C09K 3/10: {Materials in mouldable or extrudable form} for sealing or packing joints or covers (filling pastes C09D5/34)
- C09K 3/1021: {Polyurethanes or derivatives thereof}
- C09K 2200/0441: Carboxylic acids, salts, anhydrides or esters thereof
- C09K 2200/0625: Polyacrylic esters or derivatives thereof
- C09K 2200/0652: Polyisocyanates
- Y10T 156/10: Methods of surface bonding and/or assembly therefor
- Y10T 428/31504: Composite [nonstructural laminate]
- Y10T 428/31551: Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T 428/31855: Of addition polymer from unsaturated monomers
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A sealant composition having from about 0.1 to about 90 weight % of a polymer selected from the group consisting of butyls, acrylics, urethanes, polysulfides, and silicone modified polymers, and at least one C4 to C8 alkyl terephthalate.

## Claims

### Claim 1

A self-curing sealant composition comprising:
at least one polymer selected from acrylic polymers, polyurethanes or polyureas, and silane-modified polymers,
between about 35% and about 70% by weight, based on total weight of the composition, of a mineral filler, and
at least one C4 to C8 alkyl terephthalate.

### Claim 2 (depends on 1)

The self-curing sealant composition of claim 1 wherein at least one C4 to C8 alkyl terephthalate is di-n-butyl terephthalate, di(2-ethylhexyl) terephthalate or a combination of the foregoing.

### Claim 3 (depends on 1)

The self-curing sealant composition of claim 1 wherein at least one C4 to C8 alkyl terephthalate is di(2-ethylhexyl) terephthalate, and wherein the composition further comprises 2,2,4-trimethyl-1,3-pentanediol diisobutyrate.

### Claim 4 (depends on 3)

The self-curing sealant composition of claim 3 wherein the di(2-ethylhexyl) terephthalate, and the 2,2,4-trimethyl-1,3-pentanediol diisobutyrate are present in equal amounts.

### Claim 5 (depends on 1)

The self-curing sealant composition of claim 1, wherein at least one polymer is a polyurethane or polyurea.

### Claim 6 (depends on 1)

The self-curing sealant composition of claim 1, wherein at least one polymer is an acrylic polymer.

### Claim 7 (depends on 1)

The self-curing sealant composition of claim 1, wherein at least one polymer is a silane-modified polymer.

### Claim 8 (depends on 1)

The self-curing sealant composition of claim 1, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 3% to about 25% based on the total weight of the sealant composition.

### Claim 9 (depends on 1)

The self-curing sealant composition of claim 1, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 15 to about 25% based on the total weight of the sealant composition.

### Claim 10 (depends on 1)

The self-curing sealant composition of claim 1, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 5 to about 15% based on the total weight of the sealant composition.

### Claim 11 (depends on 1)

The self-curing sealant composition of claim 1, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 40 to about 60% based on the total weight of the sealant composition.

### Claim 12 (depends on 1)

The self-curing sealant composition of claim 1, wherein the composition further comprises di-isoheptyl phthalate, butyl benzyl phthalate, diethylene glycol dibenzoate, dipropylene glycol dibenzoate or triethylene glycol dibenzoate.

### Claim 13 (depends on 1)

An article comprising the self-curing sealant composition of claim 1.

### Claim 14 (depends on 13)

The article of claim 13, wherein the article comprises two or more members and the self-curing sealant composition is disposed at the junction of two or more members of the article.

### Claim 15 (depends on 13)

The article of claim 13, wherein the article comprises an opening, seam, or space, and the self-curing sealant composition is disposed in the opening, seam, or space in a manner that is effective to fill the opening, seam, or space.

### Claim 16

A method comprising applying a self-curing sealant composition to at least one location under conditions effective to cause the self-curing sealant composition to form a connecting bond between two or more objects, articles or bodies or to fill at least a portion of an opening, junction or other space in, on or between one or more objects, articles or bodies, wherein the self-curing sealant composition comprises:
at least one polymer selected from acrylic polymers, polyurethanes or polyureas, and silane-modified polymers,
between about 35% and about 70% by weight, based on total weight of the composition, of a mineral filler, and
at least one C4 to C8 alkyl terephthalate.

### Claim 17 (depends on 16)

The method of claim 16, wherein the at least one location is an opening located at the junction of two or more architectural members and the method comprises obstructing the opening.

### Claim 18 (depends on 16)

The method of claim 16, wherein the opening, junction, or other space is a seam between the two or more architectural members, automotive parts, or components of an aircraft, or a watercraft.

### Claim 19

A method of making a self-curing sealant composition, comprising combining at least the following components:
at least one polymer selected from acrylic polymers, polyurethanes or polyureas, and silane-modified polymers,
between about 35% and about 70% by weight, based on total weight of the composition, of a mineral filler, and
at least one C4 to C8 alkyl terephthalate.

### Claim 20 (depends on 19)

The method of claim 19 wherein at least one C4 to C8 alkyl terephthalate is di-n-butyl terephthalate, di(2-ethylhexyl) terephthalate or a combination of the foregoing.

### Claim 21 (depends on 19)

The method of claim 19 wherein at least one C4 to C8 alkyl terephthalate is di(2-ethylhexyl) terephthalate, and wherein the composition further comprises 2,2,4-trimethyl-1,3-pentanediol diisobutyrate.

### Claim 22 (depends on 19)

The method of claim 19 wherein the di(2-ethylhexyl) terephthalate, and the 2,2,4-trimethyl-1,3-pentanediol diisobutyrate are present in equal amounts.

### Claim 23 (depends on 19)

The method of claim 19, wherein at least one polymer is a polyurethane or polyurea.

### Claim 24 (depends on 19)

The method of claim 19, wherein at least one polymer is an acrylic polymer.

### Claim 25 (depends on 19)

The method of claim 19, wherein at least one polymer is a silane-modified polymer.

### Claim 26 (depends on 16)

The method of claim 16 wherein at least one C4 to C8 alkyl terephthalate is di-n-butyl terephthalate, di(2-ethylhexyl) terephthalate or a combination of the foregoing.

### Claim 27 (depends on 16)

The method of claim 16 wherein at least one C4 to C8 alkyl terephthalate is di(2-ethylhexyl) terephthalate, and wherein the composition further comprises 2,2,4-trimethyl-1,3-pentanedial diisobutyrate.

### Claim 28 (depends on 21)

The method of claim 21 wherein the di(2-ethylhexyl) terephthalate, and the 2,2,4-trimethyl-1,3-pentanediol diisobutyrate are present in equal amounts.

### Claim 29 (depends on 16)

The method of claim 16, wherein at least one polymer is a polyurethane or polyurea.

### Claim 30 (depends on 16)

The method of claim 16, wherein at least one polymer is an acrylic polymer.

### Claim 31 (depends on 16)

The method of claim 16, wherein at least one polymer is a silane-modified polymer.

### Claim 32 (depends on 16)

The method of claim 16, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 3% to about 25% based on the total weight of the self-curing sealant composition.

### Claim 33 (depends on 16)

The method of claim 16, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 15 to about 25% based on the total weight of the self-curing sealant composition.

### Claim 34 (depends on 16)

The method of claim 16, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 5 to about 15% based on the total weight of the self-curing sealant composition.

### Claim 35 (depends on 16)

The method of claim 16, wherein the C4 to C8 alkyl terephthalate is present at a weight percent of about 40 to about 60% based on the total weight of the self-curing sealant composition.

### Claim 36 (depends on 16)

The method of claim 16, wherein the self-curing sealant composition further comprises di-isoheptyl phthalate, butyl benzyl phthalate, diethylene glycol dibenzoate, dipropylene glycol dibenzoate or triethylene glycol dibenzoate.

### Claim 37 (depends on 1)

The self-curing sealant composition of claim 1 wherein at least one C4 to C8 alkyl terephthalate is di-n-butyl terephthalate.

### Claim 38 (depends on 16)

The method of claim 16, wherein at least one C4 to C8 alkyl terephthalate is di-n-butyl terephthalate.

### Claim 39 (depends on 19)

The method of claim 19, wherein at least one C4 to C8 alkyl terephthalate is di-n-butyl terephthalate.
