Copolymers comprising a-olefins and olefin dicarboxylic acid esters, production thereof, and use thereof as pour point depressants for crude oils, mineral oils, or mineral oil products

Patent metadata

Field	Value
Publication number	US-10781385-B2
Application number	US-201615778723-A
Country	US
Kind code	B2
Filing date	Nov 17, 2016
Priority date	Nov 27, 2015
Publication date	Sep 22, 2020
Grant date	Sep 22, 2020

Abstract

Copolymers comprising C 14 to C 50 olefins and at least two different olefindicarboxylic esters and optionally maleic acid or maleic acid derivatives. The olefindicarboxylic esters are firstly esters with linear C 18 - to C 50 -alkyl groups and secondly esters with short-chain linear, branched or cyclic alkyl groups, or esters with aromatic groups. The invention further relates to a process for preparing copolymers of this kind and to the use thereof as pour point depressant for crude oil, mineral oil and/or mineral oil products, preferably as pour point depressant for crude oil.

First claim

The invention claimed is:

1. A copolymer (X) comprising, as monomers, at least
(A) 40 to 60 mol %, based on the amount of all monomers, of at least one α-olefin (A) of the formula H 2 C═CH—R 1
where R 1 is at least one linear, cyclic or branched, aliphatic and/or aromatic hydrocarbyl radical having 14 to 50 carbon atoms, and
(B) 60 to 40 mol %, based on the amount of all monomers, of monoethylenically unsaturated dicarboxylic acids or derivatives thereof,
wherein the monomers (B) are
(B1) at least one monomer (R 2 OOC)R 5 C═CR 6 (COOR 4 ),
(B2) at least one monomer (R 3 OOC)R 5 C=CR 6 (COOR 4 ) and
(B3) optionally at least one monomer selected from the group of (HOOC)R 5 C═CR 6 (COOH) (B3a) and

where
R 2 is a linear alkyl radical having 16 to 36 carbon atoms,
R 3 is a radical selected from the group consisting of
R 3 a: linear 1-alkyl radicals having 1 to 10 carbon atoms,
R 3b : branched and/or secondary alkyl radicals having 4 to 30 carbon atoms,
R 3c : unsubstituted or alkyl-substituted, cyclic alkyl radicals having 5 to 18 carbon atoms, and
R 3d : unsubstituted or alkyl-substituted, aromatic hydrocarbyl radicals having 6 to 36 carbon atoms,

R 4 in each case independently is a radical selected from the group consisting of H, R 2 and R 3 , with the proviso that at least 50 mol % of the R 4 radicals are H,
R 5 and R 6 are each H,
the proportion of the R 3 radicals based on the sum total of the R 2 and R 3 radicals is 5 mol % to 45 mol %,
the proportion of the monomers (B1)+(B2) based on the sum total of all monomers (B) is at least 50 mol %, and
the weight-average molecular weight M W , of the copolymers (X) is 2000 g/mol to 25000 g/mol.

2. The copolymer (X) according to claim 1 , wherein the proportion of the monomers (B1)+(B2) based on the sum total of all monomers (B) is at least 95 mol %, and at least 95 mol % of the R 4 radicals are H.

3. The copolymer (X) according to claim 1 , wherein R 1 comprises linear alkyl radicals.

4. The copolymer (X) according to claim 1 , wherein the copolymer comprises at least two different α-olefins (A) H 2 C═CH—R 1 where R 1 represents linear alkyl radicals having 18 to 30 carbon atoms.

5. The copolymer (X) according to claim 1 , wherein the copolymer comprises at least three different α-olefins (A) H 2 C═CH—R 1 where R 1 comprises n-octadecyl, n-eicosyl and n-docosyl radicals.

6. The copolymer (X) according to claim 1 , wherein R 2 is a linear alkyl radical having 18 to 32 carbon atoms.

7. The copolymer (X) according to claim 1 , wherein the copolymer comprises at least two different monomers (B1) where R 2 in each case is a linear alkyl radical having 18 to 32 carbon atoms.

8. The copolymer (X) according to claim 1 , wherein the copolymer comprises at least three different monomers (B1) where the R 2 radicals in each case are n-docosyl, n-tetracosyl and n-hexacosyl radicals.

9. The copolymer (X) according to claim 1 , wherein R 3 is R 3b or R 3c .

10. The copolymer (X) according to claim 1 , wherein R 3 is R 3b .

11. The copolymer (X) according to claim 1 , wherein the weight average molecular weight of the copolymer (X) is 10,000 g/mol to 25,000 g/mol.

Assignees

• Basf Se

Inventors

• Garcia Castro Ivette
• Gumlich Kai
• Frenzel Stefan
• Heuken Maria
• Konrad Rouven
• Neubecker Karin
• Bohres Edward
• Blanazs Adam

Classifications

• C10L1/1641

  from compounds containing aliphatic monomers · CPC title

• C10L2230/14

  for improving storage or transport of the fuel · CPC title

• C10L1/1966 Primary

  poly-carboxylic · CPC title

• C10L10/04

  for minimising corrosion or incrustation · CPC title

• C10L10/16

  Pour-point depressants · CPC title