IP Library › Granted Patent US 9,862,654
Granted Patent B2
US 9,862,654 · App. 14/119,302 · Granted Jan 9, 2018

Method for producing xylene

Inventors: Shinichiro Yanagawa (Tokyo, JP); Yuichiro Fujiyama (Tokyo, JP); Yasuyuki Iwasa (Tokyo, JP); Ryoji Ida (Tokyo, JP); Susumu Yasui (Yokohama, JP); Yoshishige Sugi (Yokohama, JP); Atsushi Fukui (Kawasaki, JP); Akira Utatsu (Fujisawa, JP)
Assignees: JX Nippon Oil & Energy Corporation; CHIYODA CORPORATION
C07C2/70C07C6/126C10G11/05C10G29/205C10G35/065C10G45/64C10G69/04C07C2529/87C10G2300/301C10G2400/30
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Quick Facts
Patent No.
US 9,862,654
App. No.
14/119,302
Granted
Jan 9, 2018
Kind
B2
Abstract

A method for producing xylene from feedstock oil includes a cracking/reforming reaction step of bringing the feedstock oil into contact with a catalyst to produce monocyclic aromatic hydrocarbons; a separation/recovery step of separating and recovering, from a product obtained by the cracking/reforming reaction step, a fraction A containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 75° C. or higher and a 90 vol % distillation temperature of 140° C. or lower, a xylene fraction containing xylene, and a fraction B containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 145° C. or higher and a 90 vol % distillation temperature of 215° C. or lower; and a xylene conversion step of bringing a mixed fraction obtained by mixing the fractions A and B with each other into contact with a catalyst containing a solid acid to convert the mixed fraction into xylene.

Claims (39)

1. A method for producing xylene from feedstock oil having a 10 vol % distillation temperature of 140° C. or higher and a 90 vol % distillation temperature of 380° C. or lower, comprising:

a cracking/reforming reaction step of bringing the feedstock oil into contact with a catalyst containing a crystalline aluminosilicate to produce monocyclic aromatic hydrocarbons;

a separation/recovery step of separating and recovering, from a product obtained by the cracking/reforming reaction step, a fraction A containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 75° C. or higher and a 90 vol % distillation temperature of 135° C. or lower, a xylene fraction containing xylene, and a fraction B containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 145° C. or higher and a 90 vol % distillation temperature of 215° C. or lower; and

a xylene conversion step of bringing a mixed fraction obtained by mixing the fractions A and B with each other into contact with a catalyst containing a solid acid to convert the mixed fraction into xylene, wherein

the fraction A contains monocyclic aromatic hydrocarbons having 6 carbon atoms (C6) and 7 carbon atoms (C7),

the fraction B contains monocyclic aromatic hydrocarbons having 9 carbon atoms (C9) and 10 carbon atoms (C10),

each molar fraction of monocyclic aromatic hydrocarbons (C6), (C7), (C9), and (C10) is denoted by [C6], [C7], [C9], and [C10], and

wherein in the mixed fraction, a value of a total molar amount of methyl groups of each monocyclic aromatic hydrocarbon based on a total molar amount of the monocyclic aromatic hydrocarbons shown by formula: ([C7]+3×[C9]+4×[C10])/([C6]+[C7]+[C9]+[C10]) is 1.0 to 2.4.

2. A method for producing xylene from feedstock oil having a 10 vol % distillation temperature of 140° C. or higher and a 90 vol % distillation temperature of 380° C. or lower, comprising:

a cracking/reforming reaction step of bringing the feedstock oil into contact with a catalyst containing a crystalline aluminosilicate to produce monocyclic aromatic hydrocarbons;

a separation/recovery step of separating and recovering, from a product produced by the cracking/reforming reaction step, a fraction A containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 75° C. or higher and a 90 vol % distillation temperature of 135° C. or lower, a xylene fraction containing xylene, and a fraction C containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 145° C. or higher and a 90 vol % distillation temperature of 195° C. or lower; and

a xylene conversion step of bringing a mixed fraction obtained by mixing the fractions A and C with each other into contact with a catalyst containing a solid acid to convert the mixed fraction into xylene, wherein

the fraction A contains monocyclic aromatic hydrocarbons having 6 carbon atoms (C6) and 7 carbon atoms (C7),

the fraction C contains monocyclic aromatic hydrocarbons having 9 carbon atoms (C9),

each molar fraction of monocyclic aromatic hydrocarbons (C6), (C7), and (C9) is denoted by [C6], [C7], and [C9], and

wherein in the mixed fraction, a value of a total molar amount of methyl groups of each monocyclic aromatic hydrocarbon based on a total molar amount of the monocyclic aromatic hydrocarbons shown by formula: ([C7]+3×[C9])/([C6]+[C7]+[C9]) is 1.0 to 2.4.

3. The method for producing xylene according to claim 1 , further comprising, after the xylene conversion step:

a xylene separation step of separating a product obtained by the xylene conversion step into xylene and fractions other than xylene; and

a recycling step of recycling the fractions other than xylene obtained by the xylene separation step in the xylene conversion step.

4. The method for producing xylene according to claim 1 , further comprising, after the xylene conversion step, a returning step of returning a product obtained by the xylene conversion step to the cracking/reforming reaction step or the separation/recovery step.

5. The method for producing xylene according to claim 1 ,

wherein the catalyst containing a solid acid includes a mordenite-type zeolite or a beta-type zeolite.

6. The method for producing xylene according to claim 1 ,

wherein in the xylene conversion step, a reaction temperature at the time when the catalyst containing a solid acid is brought into contact with the mixed fraction is from 300° C. to 500° C.

7. The method for producing xylene according to claim 1 , wherein in the xylene conversion step, a reaction pressure at the time when the catalyst containing a solid acid is brought into contact with the mixed fraction is from 2.0 MPaG to 7.0 MPaG.

8. The method for producing xylene according to claim 2 , further comprising, after the xylene conversion step:

a xylene separation step of separating a product obtained by the xylene conversion step into xylene and fractions other than xylene; and

a recycling step of recycling the fractions other than xylene obtained by the xylene separation step in the xylene conversion step.

9. The method for producing xylene according to claim 2 , further comprising, after the xylene conversion step, a returning step of returning a product obtained by the xylene conversion step to the cracking/reforming reaction step or the separation/recovery step.

10. The method for producing xylene according to claim 2 ,

wherein the catalyst containing a solid acid includes a mordenite-type zeolite or a beta-type zeolite.

11. The method for producing xylene according to claim 2 ,

wherein in the xylene conversion step, a reaction temperature at the time when the catalyst containing a solid acid is brought into contact with the mixed fraction is from 300° C. to 500° C.

12. The method for producing xylene according to claim 2 ,

wherein in the xylene conversion step, a reaction pressure at the time when the catalyst containing a solid acid is brought into contact with the mixed fraction is from 2.0 MPaG to 7.0 MPaG.

13. The method for producing xylene according to claim 1 ,

wherein, in the cracking/reforming reaction step, a reaction temperature is 400° C. to 650° C., a reaction pressure is 1.5 MPaG or lower, and a contact time between the feedstock oil and the catalyst is 1 second to 300 seconds.

14. The method for producing xylene according to claim 2 ,

wherein, in the cracking/reforming reaction step, a reaction temperature is 400° C. to 650° C., a reaction pressure is 1.5 MPaG or lower, and a contact time between the feedstock oil and the catalyst is 1 second to 300 seconds.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2014
From: YANAGAWA, SHINICHIRO; FUJIYAMA, YUICHIRO; IWASA, YASUYUKI; IDA, RYOJI; YASUI, SUSUMU; SUGI, YOSHISHIGE; FUKUI, ATSUSHI; UTATSU, AKIRA
To: JX NIPPON OIL & ENERGY CORPORATION; CHIYODA CORPORATION
Reel/Frame 032526/0539 →
Priority Claims (1)
JP 2011-115637 · May 24, 2011 · national
Continuity (1)
Related Publication 20140221714A1 · Aug 7, 2014