Linear alkylbenzenes from natural oils and methods of producing
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C07C-002/64
C07C-005/22
C07C-001/24
C07C-001/207
C07C-005/05
C07C-005/27
C07C-005/327
C07C-015/107
C07C-309/31
출원번호
US-0297833
(2014-06-06)
등록번호
US-9079814
(2015-07-14)
발명자
/ 주소
Frey, Stanley J.
Ellig, Daniel L.
Bozzano, Andrea G.
Fichtl, Geoffrey W.
Majumder, Debarshi
출원인 / 주소
UOP LLC
인용정보
피인용 횟수 :
0인용 특허 :
22
초록▼
A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mon
A linear alkyl benzene product and production of linear alkylbenzene from a natural oil are provided. A method comprises the step of deoxygenating the natural oils to form a stream comprising paraffins. The paraffins are dehydrogenated to provide mono-olefins. Then, benzene is alkylated with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene. Thereafter, the alkylbenzenes are isolated to provide the alkylbenzene product.
대표청구항▼
1. A method for generating an alkylbenzene product from a natural oil comprising: deoxygenating, in a deoxygenation zone, feedstock comprising natural oil to form a stream comprising paraffins wherein the temperature of the deoxygenation zone is maintained below the effective temperature for isomeri
1. A method for generating an alkylbenzene product from a natural oil comprising: deoxygenating, in a deoxygenation zone, feedstock comprising natural oil to form a stream comprising paraffins wherein the temperature of the deoxygenation zone is maintained below the effective temperature for isomerization of the paraffins; wherein the deoxygenating utilizes a catalyst comprising a first component selected from the group consisting of Ni—Mo—, Ni—Mo—P, Ni—Co—Mo, and Co—Mo and a second component selected from the group consisting of aluminas, titania, zirconia, and mixtures thereof;dehydrogenating at least a portion of the paraffins to provide mono-olefins;alkylating benzene with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene;separating the alkylbenzenes to provide the alkylbenzene product comprising alkylbenzenes having an alkyl group of about n carbon atoms where n is from about 12 to about 13 and wherein the alkyl group is a linear alkyl group for at least 80 mass % of the alkylbenzenes having an alkyl group of about n carbon atoms. 2. The method of 1 wherein the temperature of the deoxygenation zone is maintained at a temperature of about 404° C. (760° F.) or lower and wherein at least 90 mass-% of the alkyl groups of the product alkylbenzenes are linear alkyl groups. 3. The method of 1 further comprising, sulfonating the alkylbenzene product to form a linear alkylbenzene sulfonate product. 4. The method of claim 1 wherein a hydrogen stream results from dehydrogenating the paraffins, and wherein the method further comprises recycling the hydrogen stream to the deoxygenating step. 5. The method of claim 1 further comprising separating a second portion of paraffins from the stream comprising paraffins, and isomerizing the second portion of paraffins to form isoparaffins. 6. The method of claim 1 wherein di-olefins are also generated by dehydrogenating the paraffins, and wherein the method further comprises selectively hydrogenating the di-olefins to form additional mono-olefins. 7. The method of claim 1 wherein aromatics are also generated by dehydrogenating the paraffins, the method further comprising removing aromatics from the mono-olefins before alkylating. 8. A method for generating an alkylbenzene product from a natural oil comprising: deoxygenating, in a deoxygenation zone, feedstock comprising natural oil to form a stream comprising paraffins wherein the temperature of the deoxygenation zone is maintained below the effective temperature for isomerization of the paraffins, wherein the deoxygenating utilizes a catalyst comprising a first component selected from the group consisting of Ni—Mo, Ni—Mo—P, Ni—Co—Mo, and Co—Mo and a second component selected from the group consisting of aluminas, titania, zirconia, and mixtures thereof;dehydrogenating at least a portion of the paraffins to provide mono-olefins;alkylating benzene with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene;separating the alkylbenzenes to provide the alkylbenzene product comprising alkylbenzenes having an alkyl group of about n carbon atoms where n is from 8 to about 15 and wherein the alkyl group is a linear alkyl group for at least 80 mass % of the alkylbenzenes having an alkyl group of about n carbon atoms. 9. A method for generating an alkylbenzene product from a natural oil comprising: deoxygenating, in a deoxygenation zone, feedstock comprising natural oil to form a stream comprising paraffins wherein the temperature of the deoxygenation zone is maintained below the effective temperature for isomerization of the paraffins, wherein the deoxygenating utilizes a catalyst comprising a first component selected from the group consisting of Ni—Mo, Ni—Mo—P, Ni—Co—Mo, and Co—Mo and a second component selected from the group consisting of aluminas, titania, zirconia, and mixtures thereof;dehydrogenating at least a portion of the paraffins to provide mono-olefins;alkylating benzene with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene;separating the alkylbenzenes to provide the alkylbenzene product comprising alkylbenzenes having an alkyl group of about n carbon atoms where n is from 10 to about 13 and wherein the alkyl group is a linear alkyl group for at least 80 mass % of the alkylbenzenes having an alkyl group of about n carbon atoms. 10. A method for generating an alkylbenzene product from a natural oil comprising: deoxygenating, in a deoxygenation zone, feedstock comprising natural oil to form a stream comprising paraffins wherein the temperature of the deoxygenation zone is maintained below the effective temperature for isomerization of the paraffins, wherein the deoxygenating utilizes a catalyst comprising a first component selected from the group consisting of Ni—Mo, Ni—Mo—P, Ni—Co—Mo, and Co—Mo and a second component selected from the group consisting of aluminas, titania, zirconia, and mixtures thereof;dehydrogenating at least a portion of the paraffins to provide mono-olefins;alkylating benzene with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene;separating the alkylbenzenes to provide the alkylbenzene product comprising alkylbenzenes having an alkyl group of about n carbon atoms where n is from 9 to about 14 and wherein the alkyl group is a linear alkyl group for at least 80 mass % of the alkylbenzenes having an alkyl group of about n carbon atoms.
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