IP Library Granted Patent US 7,728,093
Granted Patent B2
US 7,728,093 · App. 10/505,370 · Granted Jun 1, 2010

Copolymers as dewaxing additives

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Quick Facts
Patent No.
US 7,728,093
App. No.
10/505,370
Granted
Jun 1, 2010
Kind
B2
Abstract

The invention relates to copolymers which are suitable for producing additives for solvent deparaffination of paraffin-containing mineral oil distillates and which consist of radically polymerized monomers of formulas A and B, wherein the radicals have the meaning cited in the description. The invention also relates to the use of said copolymers for the production of dewaxing additives.

Claims (46)

1. A method for solvent deparaffinization of paraffinic mineral oil distillates, comprising:

adding a dewaxing additive and a solvent to said paraffinic mineral oil distillates, to obtain a solvent-paraffinic mineral oil mixture;

stirring until a clear solution results;

cooling the solution to below −20° C. at a defined rate, thereby forming paraffin crystals which form a filter cake which is porous and permeable to the solution; and

separating said paraffin crystals from said solution by filtration;

increasing a filtration volume per filtration time compared to the filtration volume per filtration time using no dewaxing additive; and

obtaining deparaffinized mineral oil distillates;

wherein said dewaxing additive comprises a copolymer of the following free-radically polymerizable monomers of Formulae A and B:

wherein

R 1 =H or CH 3 ,

R 2 =phenyl, benzyl, naphthyl, anthranyl, phenanthryl, N-pyrrolidonyl, N-imidazolyl, 2-pyridyl, 4-pyridyl or an alkyl-substituted aromatic substituent or

R 2 =COOR 3 where R 3 =H or R 3 is a linear or branched alkyl radical of C 1 -C 10

or

R 3 is a heteroatom-substituted radical —(CH 2 ) n X where X=OH or X=N(R 4 ) 2 wherein n=1-10 and R 4 is in each case independently H or R 4 =C 1 -C 4 -alkyl

or

R 3 is —(CH 2 CH 2 O) m R 5 wherein m=1-90 and R 5 =H or R 5 =C 1 -C 18 or R 3 is a benzyl, phenyl or cyclohexyl radical

or

R 2 =CONHR 6 wherein R 6 =H or R 6 is a linear or branched alkyl radical of C 1 -C 10

or

R 6 is a heteroatom-substituted radical —(CH 2 ) n X where X=OH or X=N(R 4 ) 2 wherein n=1-10 and R 4 is in each case independently H or R 4 =C 1 -C 4 -alkyl;

wherein R 7 =H or CH 3 , and

R 8 radical=linear or branched alkyl radicals of C 12 -C 40 , and,

optionally further customary dewaxing additives.

2. The method according to claim 1 , wherein the addition rate of the copolymer is 0.005-0.5%.

3. The method according to claim 1 , wherein said paraffin crystals grow epitaxially.

4. The method according to claim 1 , comprising:

adding said dewaxing additive to said paraffinic mineral oil distillates at a temperature above the cloud point of said mineral oil.

5. The method according to claim 1 , wherein the proportion by weight of the monomer A in the total weight of the copolymer is 0.1-70%.

6. The method according to claim 1 , wherein at least 50% of the monomers B contain alkyl radicals R 8 of chain length greater than or equal to C 16 .

7. The method according to claim 1 , wherein the monomers of formula A consist of one or more monomers selected from the group consisting of styrene, butyl methacrylate, methyl methacrylate, 2-ethyihexyl methacrylate and mixtures thereof.

8. The method according to claim 1 , said dewaxing additive further comprising one or more homo- or copolymers which are polyalkyl methacrylates and have alkyl substituents of chain length C1-C24.

9. The method according to claim 8 , wherein the homo- or copolymers which are polyalkyl methacrylates have alkyl substituents of chain length C 12 -C 18 .

10. The method according to claim 8 , wherein a ratio of the copolymers and the homo- or copolymers which are polyalkyl methacrylates is 1:20 to 20:1.

11. The method according to claim 8 , wherein the homo- or copolymer is a polyalkyl methacrylate which contains up to 20% by weight of C 1 -C 10 methacrylates.

12. The method according to claim 1 , wherein the dewaxing additive is a solution of the copolymer in an oil of the paraffinic or naphthenic type, or in an organic solvent.

13. The method according to claim 12 , wherein the organic solvent is selected from the group consisting of toluene, methyl-ethyl-ketone, xylene, naphtha and mixtures thereof or wherein the organic solvent is propane.

14. The method according to claim 1 , wherein the dewaxing additive comprises

a copolymer of behenyl acrylate and styrene.

15. The method according to claim 1 , wherein the dewaxing additive comprises

a copolymer of behenyl acrylate and at least one member selected from the group consisting of n-butyl methacrylate, isononyl methacrylate, and benzyl methacrylate.

16. The method according to claim 1 , wherein the dewaxing additive consists of:

a copolymer of behenyl acrylate and styrene.

17. The method according to claim 1 , in which the obtained deparaffinized mineral oil distillates show an increased degree of dewaxing compared to a method in which a styrene-free dewaxing aid is used.

18. The method according to claim 1 , wherein said filtration volume per filtration time is increased by at least 10% compared to the filtration volume per filtration time using no dewaxing additive.

19. The method according to claim 1 , wherein said filtration volume per filtration time is increased by at least 20% compared to the filtration volume per filtration time using no dewaxing additive.

20. The method according to claim 1 , wherein said filtration volume per filtration time is increased by at least 30% compared to the filtration volume per filtration time using no dewaxing additive.

Assignments (5)
MERGER Recorded Jan 8, 2020
From: EVONIK OIL ADDITIVES GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 051505/0590 →
CHANGE OF NAME Recorded Jan 8, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051505/0797 →
CHANGE OF NAME Recorded Dec 1, 2015
From: EVONIK ROHMAX ADDITIVES GMBH
To: EVONIK OIL ADDITIVES GMBH
Reel/Frame 037175/0522 →
CHANGE OF NAME Recorded Feb 25, 2010
From: ROHMAX ADDITIVES GMBH
To: EVONIK ROHMAX ADDITIVES GMBH
Reel/Frame 023998/0585 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2008
From: SCHERER, MARKUS; MUELLER, MICHAEL; HERBEAUX, JEAN-LUC; JANSSEN, DIETER; CROESSMANN, MELANIE
To: ROHMAX ADDITIVES GMBH
Reel/Frame 020424/0556 →