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Bisfuran dihalide, method for producing bisfuran dihalide, and method for producing bisfuran diacid, bisfuran diol or bisfuran diamine using bisfuran dihalide
US9840485B1 · US · B1
| Field | Value |
|---|---|
| Publication number | US-9840485-B1 |
| Application number | US-201615277297-A |
| Country | US |
| Kind code | B1 |
| Filing date | Sep 27, 2016 |
| Priority date | Sep 27, 2016 |
| Publication date | Dec 12, 2017 |
| Grant date | Dec 12, 2017 |
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- Title
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Abstract
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A bisfuran dihalide having a structure represented by the following formula (1): wherein R 1 is a divalent hydrocarbon group represented by —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R3 may together form a cyclic structure), or a carbonyl group (—C(═O)—); and each X independently represents a halogen atom.
First claim
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The invention claimed is: 1. A bisfuran dihalide of the following formula (1): wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure); and each X independently represents a halogen atom. 2. The bisfuran dihalide according to claim 1 , wherein each of R 2 and R 3 is independently a monovalent hydrocarbon group. 3. The bisfuran dihalide according to claim 1 , wherein each X is a bromine atom. 4. A method for producing the bisfuran dihalide of claim 1 , comprising reacting a bisfuran of the following formula (2) and a halogenating agent: wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 5. A method for producing a bisfuran diacid of the following formula (3), comprising oxidizing the bisfuran dihalide of claim 1 : wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 6. A method for producing a bisfuran diol of the following formula (4), comprising hydrolyzing the bisfuran dihalide of claim 1 : wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 7. A method for producing a bisfuran diamine of the following formula (5), comprising using the bisfuran dihalide of claim 1 as a starting material: wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 8. A method for producing the bisfuran dihalide of claim 2 , comprising reacting a bisfuran of the following formula (2) and a halogenating agent: wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a monovalent hydrocarbon group. 9. A method for producing the bisfuran dihalide of claim 3 , comprising reacting a bisfuran of the following formula (2) and a halogenating agent: wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 10. A method for producing a bisfuran diacid of the following formula (3), comprising oxidizing the bisfuran dihalide of claim 2 : wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a monovalent hydrocarbon group. 11. A method for producing a bisfuran diacid of the following formula (3), comprising oxidizing the bisfuran dihalide of claim 3 : wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 12. A method for producing a bisfuran diol of the following formula (4), comprising hydrolyzing the bisfuran dihalide of claim 2 : wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a monovalent hydrocarbon group. 13. A method for producing a bisfuran diol of the following formula (4), comprising hydrolyzing the bisfuran dihalide of claim 3 : wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure). 14. A method for producing a bisfuran diamine of the following formula (5), comprising using the bisfuran dihalide of claim 2 as a starting material: wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a monovalent hydrocarbon group. 15. A method for producing a bisfuran diamine of the following formula (5), comprising using the bisfuran dihalide of claim 3 as a starting material: wherein R 1 is a divalent hydrocarbon group of the formula —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R 3 may together form a cyclic structure).
Assignees
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Classifications
with substituted hydrocarbon radicals attached to ring carbon atoms · CPC title
- C07D307/42Primary
Singly bound oxygen atoms · CPC title
linked by a carbon chain containing only aliphatic carbon atoms · CPC title
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen · CPC title
Radicals substituted by nitrogen atoms not forming part of a nitro radical · CPC title
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- What does patent US9840485B1 cover?
- A bisfuran dihalide having a structure represented by the following formula (1): wherein R 1 is a divalent hydrocarbon group represented by —CR 2 R 3 — (wherein each of R 2 and R 3 independently represents a hydrogen atom or a monovalent hydrocarbon group, and R 2 and R3 may together form a cyclic structure), or a carbonyl group (—C(═O)—); and each X independently…
- Who is the assignee on this patent?
- Sekisui Chemical Co Ltd, Univ Colorado State Res Found
- What technology area does this patent fall under?
- Primary CPC classification C07D307/42. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Dec 12 2017 00:00:00 GMT+0000 (Coordinated Universal Time) (B1). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).