Method of making an alkylated aromatic using acidic ionic liquid catalyst
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07C-002/68
C07C-002/70
출원번호
US-0315960
(2005-12-21)
등록번호
US-8524965
(2013-09-03)
발명자
/ 주소
Campbell, Curt B.
Harris, Thomas V.
Sinquin, Gilles
출원인 / 주소
Chevron Oronite Company LLC
대리인 / 주소
Jones, Josetta I.
인용정보
피인용 횟수 :
3인용 특허 :
14
초록▼
A process for alkylating an aromatic compound comprising reacting at least one aromatic compound with a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms, in the presence of an acidic ionic liquid catalyst, wherein the resulting product comprises at least about 5
A process for alkylating an aromatic compound comprising reacting at least one aromatic compound with a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms, in the presence of an acidic ionic liquid catalyst, wherein the resulting product comprises at least about 50 weight percent of a 1, 2, 4 tri-substituted aromatic compound or a 1, 2, 3 tri-substituted aromatic compound or mixtures thereof.
대표청구항▼
1. A process comprising reacting at least one disubstituted aromatic compound with a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms in the presence of an acidic ionic liquid catalyst, wherein the resulting product comprises at least about 50 weight percent of
1. A process comprising reacting at least one disubstituted aromatic compound with a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms in the presence of an acidic ionic liquid catalyst, wherein the resulting product comprises at least about 50 weight percent of a 1, 2, 4 tri-substituted aromatic compound or a 1, 2, 3 tri-substituted aromatic compound or mixtures thereof. 2. The process according to claim 1 wherein the at least one disubstituted aromatic compound is xylene. 3. The process according, to claim wherein the at least on disubstituted aromatic compound is a raffinate of xylene isomerization. 4. The process according to claim 1 wherein the at least disubstituted aromatic compound is selected from the group consisting of meta-xylene, para-xylene, ortho-xylene and mixtures thereof. 5. The process according to claim 1 wherein the at least one disubstituted aromatic compound is ortho-xylene. 6. The process according to claim 5 wherein the mixture of olefins is a mixture of linear olefins, a mixture of linear isomerized olefins, a mixture of branched olefins, a mixture of partially branched olefins or a mixture thereof. 7. The process according to claim 6 wherein the mixture of olefins is a mixture of linear olefins. 8. The process according to claim 7 wherein the mixture of linear olefins is a mixture of normal alpha olefin. 9. The process according to claim 8 wherein the mixture of linear olefins comprises olefins derived through cracking of petroleum wax or Fischer Tropsch wax. 10. The process according to claim 9 wherein the Fischer Tropsch wax is hydrotreated before cracking. 11. The process according to claim 1 wherein the mixture of olefins is derived from linear alpha olefins or isomerized olefins containing from about 8 to 100 carbon atoms. 12. The process according to claim 1 wherein the mixture of olefins is derived from linear alpha olefins or isomerized olefins containing from about 10 to about 80 carbon atoms. 13. The process according to claim 1 wherein the mixture of olefins is derived from linear alpha olefins or an isomerized olefins containing from about 14 to about 60 carbon atoms. 14. The process according to claim 7 wherein the mixture of linear olefins is a mixture of linear internal olefins which have been derived from olefin metathesis. 15. The process according to claim 1 wherein the mixture of olefins is a mixture of branched olefins. 16. The process according to claim 15 wherein the mixture of branched olefins comprises polyolefin compounds derived from C3 or higher monoolefins. 17. The process according to claim 16 wherein the polyolefin compound is either polypropylene or polybutylene. 18. The process according to claim 17 wherein the polyolefin compound is polypropylene. 19. The process according to claim 18 wherein the polyolefin compound is polybutylene. 20. The process according to claim 1 wherein the acidic ionic liquid catalyst comprises a first component and a second component, said first component comprising a compound selected from the group consisting of aluminum halide, alkyl aluminum halide, gallium halide, and alkyl gallium halide, and said second component comprising a salt selected from an ammonium salt, a phosphonium salt, or a sulfonium salt. 21. The process according to claim 20 wherein the first component is aluminum halide or alkyl aluminum halide. 22. The process according to claim 21 wherein the first component is aluminum trichloride. 23. The process according to claim 22 wherein said second component selected from one or more of a hydrocarbyl substituted ammonium halide, hydrocarbyl substituted imidazolium halide, hydrocarbyl substituted pyridinium halide, alkylene substituted pyridinium dihalide, or hydrocarbyl substituted phosphonium halide. 24. The process according to claim 23 wherein the second component is an alkyl substituted ammonium halide containing one or more alkyl moieties having from about 1 to about 9 carbon atoms. 25. The process according to claim 24 wherein the second component comprises at least trimethyl amine hydrochloride. 26. The process according to claim 25 wherein the second component is an alkyl substituted imidazolium halide. 27. The process according to claim 26 wherein the second component comprises at least 1-ethyl-3-methyl-imidazolium chloride. 28. The process according to claim 27 wherein the acidic ionic liquid catalyst is recycled. 29. The process according to claim 1 wherein the reaction takes place in a continuous process. 30. The process according to claim 1, wherein the mixture of olefins contains a distribution of carbon atoms that comprise from about 40 to about 90 percent C12 to C20 and from about 4 percent to about 15 percent C32 to C58. 31. The process according to claim 1, wherein the mixture of olefins contains a distribution of carbon atoms that comprise from about 50 to about 80 percent C12 to C20 and from about 4 percent to about 15 percent C32 to C58. 32. The process according to claim 1, wherein the at least one disubstituted aromatic compound is ortho-xylene and the mixture of olefins contains a distribution of carbon atoms that comprise from about 40 to about 90 percent C12 to C20 and from about 4 percent to about 15 percent C32 to C58.
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이 특허에 인용된 특허 (14)
Burress George T. (Bridgewater NJ), Alkylation of aromatic hydrocarbons.
Chen Frank Joung-Yei ; Stanat Jon Edmond Randolph ; Baula Cezar S., Amorphous olefin polymers, copolymers, methods of preparation and derivatives thereof.
Steigelmann Edward F. (Naperville IL) Marker Terry L. (Warrenville IL), Aromatic alkylation process using large macropore, small particle size, zeolite catalyst.
Chou Shang ; Campbell Curtis B., Oil recovery method for waxy crude oil using alkylaryl sulfonate surfactants derived from alpha-olefins and the alpha-olefin compositions.
Onopchenko Anatoli (Concord CA) Kennedy Brian R. (San Rafael CA), Process for alkylating aromatic polyols with higher carbon number alpha olefin oligomers.
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