# US 5,349,019 A · New copolymers, mixtures thereof with poly(meth)acrylate esters and the use thereof for improving the cold fluidity of crude oils

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- Number: US 5,349,019 A
- Document ID: US5349019A
- Status: Granted
- Kind: A
- Application number: 08/116,204
- Filed: 1993-09-02
- Granted: 1994-09-20
- Earliest claimed: 1988-12-24
- Assignees: Hoechst Aktiengesellschaft
- Inventors: Herbert Wirtz; Sigmar-Peter von Halasz; Michael Feustel; Juliane Balzer
- Web page: https://patentgrep.com/patent/US5349019A

## CPC

- C10L 1/195: obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08F 220/1818: {C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate}
- C10L 1/146: {Macromolecular compounds according to different macromolecular groups, mixtures thereof}
- C10L 1/1963: {mono-carboxylic}
- C10L 1/1955: {homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by an alcohol, ether, aldehyde, ketonic, ketal, acetal radical}
- C10L 1/1966: {poly-carboxylic}
- C10L 1/1973: {mono-carboxylic}
- C10L 1/208: {containing halogen, oxygen, with or without hydrogen}
- C10L 1/2366: {homo- or copolymers derived from unsaturated compounds containing amine groups (C10L1/221 takes precedence)}
- C10L 1/2368: {homo- or copolymers derived from unsaturated compounds containing heterocyclic compounds containing nitrogen in the ring (C10L1/221 takes precedence)}
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

New copolymers, mixtures thereof with poly(meth)acrylate esters and the use thereof for improving the cold fluidity of crude oils. Copolymers comprising as comonomers therein from 50 to 99.9% by weight of a C.sub.14 -C.sub.22 -alkyl(meth)acrylate and 50 to 0.1% by weight of a comonomer derived from a compound comprising a single polymerizable C.dbd.C group and these copolymers or their mixture with C.sub.14 -C.sub.22 -alkyl poly(meth)acrylates having enhanced pour point depressant properties.

## Claims

### Claim 1

A mixture of: a) 10 to 90% by weight of a copolymer consisting of 50 to 99.9% by weight of only one C.sub.14 -C.sub.22 -alkyl methacrylate or only one C.sub.14 -C.sub.22 -alkyl acrylate and 50 to 0.1% by weight of only one comonomer selected from the group consisting of comonomers of the formula I ##STR15## in which R.sub.1 is hydrogen or methyl, R.sub.2 is a group of the formulae ##STR16## R.sub.3 is C.sub.1 -C.sub.80 -alkyl, C.sub.6 -C.sub.36 -alkenyl, C.sub.5 - or C.sub.6 -cycloalkyl or -cycloalkenyl which can each be substituted by alkyl groups, or is aralkyl, alkaryl or the radical of a dimeric fatty acid, or maleic acid, or succinic acid or of a C.sub.6 -C.sub.22 -alkenylsuccinic acid, R.sub.4 is C.sub.1 -C.sub.80 -alkyl, C.sub.1 -C.sub.80 -alkenyl, C.sub.5 - or C.sub.6 -cycloalkyl or -cycloalkenyl which can each be substituted by alkyl groups, or is aryl, aralkyl or alkaryl,
m is 2 or 3,
n is a number from 1 to 30 and X is a number from 12 to 20, and; b) 90 to 10% by weight of a poly-C.sub.14 -C.sub.22 -alkyl methacrylate or poly-C.sub.14 -C.sub.22 -alkylacrylate.

### Claim 2 (depends on 1)

A mixture as claimed in claim 1, containing a comonomer of the formula (I), having a group R.sub.2 in which R.sub.4 where present is C.sub.6 -C.sub.36 -alkyl, C.sub.6 -C.sub.36 -alkenyl, cyclohexyl, cyclohexenyl, naphthenyl, phenyl, benzyl, C.sub.1 -C.sub.4 -mono-, -di- or -tri-alkylphenyl or R.sub.3 where present is the radical of a dimeric fatty acid, of maleic acid, of succinic acid or of a C.sub.9 -C.sub.18 -alkenylsuccinic acid.

### Claim 3 (depends on 1)

A mixture according to claim 1, wherein a) is 20 to 40% by weight of said mixture; and b) is 80 to 60% by weight of said mixture.

### Claim 4 (depends on 1)

A mixture as claimed in claim 1, wherein said poly-C.sub.14 -C.sub.22 -alkylacrylate is poly-C.sub.18 -C.sub.22 -alkylacrylate.

### Claim 5

A mixture of: a) 10 to 90% by weight of a copolymer consisting of 50 to 99.9% by weight of only one C.sub.14 -C.sub.22 -alkyl methacrylate or only one C.sub.14 -C.sub.22 -alkyl acrylate and 50 to 0.1% by weight of only one comonomer selected from the group consisting of comonomers of the formula I ##STR17## in which R.sub.1 is hydrogen or methyl, R.sub.2 is a group of the formula ##STR18## wherein R.sub.5 is C.sub.6 -C.sub.20 -alkyl, and b) 90 to 10% by weight of a poly-C.sub.14 -C.sub.22 -alkyl methacrylate or poly-C.sub.14 -C.sub.22 -alkylacrylate.

### Claim 6 (depends on 5)

A mixture according to claim 5, wherein a) is 20 to 40% by weight of said mixture and b) is 80 to 60% by weight of said mixture.

### Claim 7 (depends on 5)

A mixture as claimed in claim 5, wherein said poly-C.sub.14 -C.sub.22 -alkylacrylate is poly-C.sub.18 -C.sub.22 -alkylacrylate.