# US 6,297,300 B1 · Carbonate polymer compositions comprising low volatile UV absorbers

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- Number: US 6,297,300 B1
- Document ID: US6297300B1
- Status: Granted
- Kind: B1
- Application number: 09/575,101
- Filed: 2000-05-19
- Granted: 2001-10-02
- Earliest claimed: 2000-05-19
- Assignees: The Dow Chemical Company
- Inventors: Claude T. E. Van Nuffel
- Web page: https://patentgrep.com/patent/US6297300B1

## CPC

- C08K 5/3475: condensed with carbocyclic rings
- C08K 5/315: Compounds containing carbon-to-nitrogen triple bonds
- C08K 5/3492: Triazines
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Improved carbonate polymer compositions are prepared comprising specific amounts of one or more UV absorbing compounds selected from two or more of the following groups: a hydroxybenzotriazole derivative, a hydroxyphenyltriazine derivative, or a cyanoacrylic acid ester compound wherein all UV absorbing compounds have a molecular weight of at least 400 g/mol. The carbonate polymer compositions according to the invention can be used to prepare molded, shaped or otherwise fabricated articles having improved combinations of protection against UV radiation, color and color stability with reduced plate-out behavior during processing. The compositions are especially suitable for use in extrusion, blow molding, thermoforming, and injection molding.

## Claims

### Claim 1

A carbonate polymer composition comprising:
(a) a carbonate polymer dan
(b) two or more UV absorbing compounds selected from two or more of the following groups:
(i) a hydroxybenzotriazole derivative,
(ii) a hydroxyphenyltriazine derivative or
(iii) a cyanoacrylic acid ester compound
wherein all UV absorbing compounds (i), (ii) and (iii) have a molecular weight of at least 400 g/mol.

### Claim 2 (depends on 1)

A carbonate polymer composition according to claim 1 wherein the amounts of the UV absorbing compounds which may be the same or different, are from about 0.05 to about 15 weight percent.

### Claim 3 (depends on 1)

The carbonate polymer composition of claim 1 wherein (b)(i) the hydroxybenzotriazole derivative is represented by formula 1
wherein R1 and R2, which may be the same or different, represent H, halogen, C1-C10 alkyl, C5-C10 cycloalkyl, C7-C13 aralkyl, C6-C14 aryl, OR5 or COOR5, wherein R5 represents H or C1-C4 alkyl R3 and R4 may also be the same or different and represent H, C1-C4 alkyl, C5 or C6 cycloalkyl, benzyl or C6-C14 aryl; m represents 1, 2 or 3 and n represents 1, 2, 3, or 4.

### Claim 4 (depends on 1)

The carbonate polymer composition of claim 1 wherein (b)(ii) the hydroxyphenyltriazine derivative is represented by formula 3
wherein R is hydrogen, C10 to C18 alkyl, C2 to C6 alkyl substituted by halogen or by C1 to C12 alkoxy, or is benzyl and R1, R2, and R3 which may be the same or different, represent H, halogen, C1-C10 alkyl, C5-C10 cycloalkyl, C7-C13 aralkyl, C6-C14 aryl, OR4 or COOR4, wherein R4 represents H or C1-C4 alkyl; and m represents 1, 2 or 3 and n and p represent 1, 2, 3, 4 or 5.

### Claim 5 (depends on 1)

The carbonate polymer composition of claim 1 wherein (b)(iii) the cyanoacrylic acid ester compound is represented by formula 5
where the R1 and R2 substituents are each hydrogen or a radical having an iso- or heterocyclic ring system with at least one iso- or heteroaromatic nucleus, and at least one of the radicals R1 or R2 must be different from hydrogen; p has an average value of at least 3; X is the radical of an aliphatic or cycloaliphatic polyol having from about 3 to about 20 carbon atoms and at least p hydroxyl groups, a cycloaliphatic radical optionally containing 1 or 2 hetero atoms, and an aliphatic radical optionally being interrupted by up to 8 non-adjacent oxygen atoms, sulfur atoms, imino or C1-C4-alkylimino groups.

### Claim 6

A carbonate polymer composition comprising:
(a) a carbonate polymer and
(b) at least two UV absorbing compounds selected from:
(i) 2,2′-methylene-bis-(6-{2H-benzotriazol-2-yl}-4-{1,1,3,3-tetramethylbutyl}-phenol),
(ii) 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexyloxyphenol, or
(iii) 1,3-bis-[(2′-cyano-3′,3′-diphenylacryloyl)oxy]-2,2-bis-[(2-cyano-3′,3′-diphenylacryloyl)oxy]methyl)propane.

### Claim 7

A process for preparing a carbonate polymer composition which comprises the step of combining:
(a) a carbonate polymer and
(b) two or more UV absorbing compounds selected from two or more of the following groups:
(i) a hydroxybenzotriazole derivative,
(ii) a hydroxyphenyltriazine derivative, or
(iii) a cyanoacrylic acid ester compound
wherein all UV absorbing compounds (i), (ii) and (iii) have a molecular weight of at least 400 g/mol.

### Claim 8

A process for producing an extruded or molded article of a carbonate polymer composition comprising the steps of:
(A) preparing a carbonate polymer composition which comprises the step of combining:
(a) a carbonate polymer and
(b) two or more UV absorbing compounds selected from two or more of the following groups:
(i) a hydroxybenzotriazole derivative,
(ii) a hydroxyphenyltriazine derivative, or
(iii) a cyanoacrylic acid ester compound
wherein all UV absorbing compounds (i), (ii) and (iii) have a molecular weight of at least 400 g/mol, and
(B) extruding or molding the carbonate polymer composition into an extruded or molded article.

### Claim 9 (depends on 1)

The composition of claim 1 in the form of a molded or extruded article.
