IPC분류정보
국가/구분 |
United States(US) Patent
등록
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국제특허분류(IPC7판) |
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출원번호 |
UP-0189124
(2005-07-25)
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등록번호 |
US-7649112
(2010-02-22)
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발명자
/ 주소 |
- Stevenson, Scott A.
- Liang, Wugeng
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출원인 / 주소 |
- Saudi Basic Industries Corporation
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대리인 / 주소 |
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인용정보 |
피인용 횟수 :
3 인용 특허 :
216 |
초록
▼
An integrated facility is disclosed for simultaneous production of butanal and methacrylic acid products where the facility utilizes a mixed methacrolein and isobutanal stream to make methacrylic acid. The facility is also designed to utilize downstream n-butanal products such as n-butanol and/or 2-
An integrated facility is disclosed for simultaneous production of butanal and methacrylic acid products where the facility utilizes a mixed methacrolein and isobutanal stream to make methacrylic acid. The facility is also designed to utilize downstream n-butanal products such as n-butanol and/or 2-ethyl-hexanol to make butyl-methacrylates and 2-ethyl-hexyl-methacrylate. A method is also disclosed which integrates the production of butanal derived products and methacrylic acid derived products.
대표청구항
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We claim: 1. A method comprising the steps of: contacting a feed stream comprising a methacrolein precursor and a first oxidizing stream comprising oxygen in the presence of a first oxidation catalyst to form an unsaturated aldehyde stream comprising methacrolein, contacting an alkene stream compri
We claim: 1. A method comprising the steps of: contacting a feed stream comprising a methacrolein precursor and a first oxidizing stream comprising oxygen in the presence of a first oxidation catalyst to form an unsaturated aldehyde stream comprising methacrolein, contacting an alkene stream comprising propene and a syn gas stream comprising hydrogen and carbon monoxide in the presence of a hydroformylation catalyst to form a saturated aldehyde stream comprising n-butanal and iso-butanal, separating the saturated aldehyde stream into an isobutanal-containing stream (IBA-stream) comprising iso-butanal and an n-butanal-containing stream (NBA-stream) comprising n-butanal, and contacting the unsaturated aldehyde stream, the IBA-stream and a second oxidizing stream comprising oxygen in the presence of a second oxidation catalyst to produce a methacrylic acid-containing stream (MAA-stream) comprising methacrylic acid. 2. The method of claim 1, wherein the methacrolein precursor is selected from the group consisting of isobutene, t-butanol, and mixture and combinations thereof. 3. The method of claim 1, further comprising the step of: contacting a portion of the MAA-stream and a first alkanol stream comprising methanol in the presence of an esterification catalyst to form a methyl methacrylate-containing stream (MMA-stream) comprising methyl-methacrylate. 4. The method of claim 1, further comprising the steps of: dimerizing a portion of the NBA-stream to form a product precursor stream; and hydrogenating the product precursor-stream to form a 2-ethyl-hexanol-containing stream (2EH-stream) comprising 2-ethyl-hexanol. 5. The method of claim 4, further comprising the steps of: contacting a portion of the MAA-stream and a portion of the 2EH-stream to form a 2-ethyl-hexyl-methacrylate-containing stream (2EHMA-stream) comprising 2-ethyl-hexyl-methacrylate. 6. The method of claim 1, further comprising the steps of: hydrogenating a portion of the NBA-stream to form an n-butanol stream (NBOH-stream) comprising n-butanol; and contacting a portion of the MAA-stream and a portion of the NBOH-stream in the presence of an esterification catalyst to form an n-butyl-methacrylate stream (NBMA-stream) comprising n-butyl-methacrylate. 7. The method of claim 1, further comprising the step of: polymerizing a portion of the NBA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including n-butanal derived monomer units. 8. The method of claim 3, further comprising the step of: polymerizing a portion of the MMA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including methyl-methacrylate derived monomer units. 9. The method of claim 5, further comprising the step of: polymerizing a portion of the 2EHMA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including 2-ethyl-hexyl-methacrylate derived monomer units. 10. The method of claim 6, further comprising the step of: polymerizing a portion of the NBMA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including n-butyl-methacrylate derived monomer units. 11. A method comprising the steps of: contacting a feed stream comprising an methacrolein precursor and a first oxidizing stream comprising oxygen in the presence of a first oxidation catalyst to form an unsaturated aldehyde stream comprising methacrolein, contacting an alkene stream comprising propene and a syn gas stream comprising hydrogen and carbon monoxide in the presence of a hydroformylation catalyst to form a saturated aldehyde stream comprising n-butanal and iso-butanal, separating the saturated aldehyde stream into an isobutanal-containing stream (IBA-stream) comprising iso-butanal and an n-butanal-containing stream (NBA-stream) comprising n-butanal, contacting the unsaturated aldehyde stream, the IBA-stream and a second oxidizing stream comprising oxygen in the presence of a second oxidation catalyst to produce a methacrylic acid-containing stream (MAA-stream) comprising methacrylic acid; contacting a first portion of the MAA-stream and a first alkanol stream comprising methanol in the presence of an esterification catalyst to form a methyl methacrylate-containing stream (MMA-stream) comprising methyl-methacrylate; dimerizing a first portion of the NBA-stream to form a precursor stream; hydrogenating the precursor stream to form a 2-ethyl-hexanol-containing stream (2EH-stream) comprising 2-ethyl-hexanol; contacting a second portion of the MAA-stream and a first portion of the 2EH-stream to form a 2-ethyl-hexyl-methacrylate-containing stream (2EHMA-stream) comprising 2-ethyl-hexyl-methacrylate. hydrogenating a second portion of the NBA-stream to form an n-butanol-containing stream (NBOH-stream) comprising n-butanol; and contacting a third portion of the MAA-stream and a portion of the NBOH-stream in the presence of an esterification catalyst to form an n-butyl-methacrylate-containing stream (NBMA-stream) comprising n-butyl-methacrylate. 12. The method of claim 11, wherein the methacrolein precursor is selected from the group consisting of isobutene, t-butanol, and mixture and combinations thereof. 13. The method of claim 11, further comprising the step of: polymerizing a portion of the NBA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including n-butanal derived monomer units. 14. The method of claim 11, further comprising the step of: polymerizing a portion of the MAA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including methacrylic acid derived monomer units. 15. The method of claim 11, further comprising the step of: polymerizing a portion of the MMA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including methyl-methacrylate derived monomer units. 16. The method of claim 11, further comprising the step of: polymerizing a portion of the 2EHMA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including 2-ethyl-hexyl-methacrylate derived monomer units. 17. The method of claim 11, further comprising the step of: polymerizing a portion of the NBMA-stream in the presence of a polymerization catalyst and optionally in the presence of a co-monomer to form a polymer stream comprising polymers including n-butyl-methacrylate derived monomer units. 18. The method of claim 1, wherein the second oxidation catalyst is a heteropolyacid catalyst. 19. The method of claim 18, wherein the heteropolyacid catalyst comprises at least Mo, P, and V. 20. The method of claim 19, wherein the heteropolyacid catalyst further comprises Cu. 21. The method of claim 19, wherein the heteropolyacid catalyst further comprises Bi and/or B. 22. The method of claim 19, wherein the heteropolyacid catalyst further comprises Bi and/or B and Cu. 23. The method of claim 19, wherein the heteropolyacid catalyst further comprises an element selected from the group consisting of potassium (K), rubidium (Rb), cesium (Cs), thallium (Tl), and mixtures or combinations thereof. 24. The method of claim 19, wherein the heteropolyacid catalyst further comprises an element selected from the group consisting of antimony (Sb), cerium (Ce), niobium (Nb), indium (In), iron (Fe), chromium (Cr), arsenic (As), silver (Ag), zinc (Zn), germanium (Ge), gallium (Ga), zirconium (Zr), magnesium (Mg), barium (Ba), lead (Pb), tin (Sn), titanium (Ti), aluminum (Al), silicon (Si), tantalum (Ta), tungsten (W), lanthanum (La), and mixtures or combinations thereof. 25. The method of claim 19, wherein the heteropolyacid catalyst further comprises Bi and/or B and Cu and an element selected from the group consisting of potassium (K), rubidium (Rb), cesium (Cs), thallium (TI), and mixtures or combinations thereof. 26. The method of claim 19, wherein the heteropolyacid catalyst further comprises Bi and/or B and Cu and an element selected from the group consisting of antimony (Sb), cerium (Ce), niobium (Nb), indium (In), iron (Fe), chromium (Cr), arsenic (As), silver (Ag), zinc (Zn), germanium (Ge), gallium (Ga), zirconium (Zr), magnesium (Mg), barium (Ba), lead (Pb), tin (Sn), titanium (Ti), aluminum (Al), silicon (Si), tantalum (Ta), tungsten (W), lanthanum (La), and mixtures or combinations thereof. 27. The method of claim 19, wherein the heteropolyacid catalyst further comprises Bi and/or B and Cu and a first element selected from the group consisting of potassium (K), rubidium (Rb), cesium (Cs), thallium (Ti), and mixtures or combinations thereof and a second element selected from the group consisting of antimony (Sb), cerium (Ce), niobium (Nb), indium (In), iron (Fe), chromium (Cr), arsenic (As), silver (Ag), zinc (Zn), germanium (Ge), gallium (Ga), zirconium (Zr), magnesium (Mg), barium (Ba), lead (Pb), tin (Sn), titanium (Ti), aluminum (Al), silicon (Si), tantalum (Ta), tungsten (W), lanthanum (La), and mixtures or combinations thereof.
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