GB911221A - Furan derivatives - Google Patents
Furan derivativesInfo
- Publication number
- GB911221A GB911221A GB1554759A GB1554759A GB911221A GB 911221 A GB911221 A GB 911221A GB 1554759 A GB1554759 A GB 1554759A GB 1554759 A GB1554759 A GB 1554759A GB 911221 A GB911221 A GB 911221A
- Authority
- GB
- United Kingdom
- Prior art keywords
- furan
- bis
- methyl
- prepared
- treating
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
A sheet of resin, formed by mixing 2,5-bis(aminomethyl)-furan with bis-diglycidoxy diphenyl propane at room temperature, is postcured at 100 DEG C. for eight hours to give a stiff brown sheet suitable for electrical insulation or laminating adhesives.ALSO:The invention comprises the compounds:-2,5-bis(aminomethyl)-furan, 2,5-bis(dimethylaminomethyl)-furan, 5-methyl-N,N-diethylfurfurylamine and 2,5-bis(phthalimidomethyl)furan. 2,5-Bis(aminomethyl)-furan is prepared by refluxing 2,5-bis(phthalimidomethyl)-furan with hydrazine in ethanol. This compound may be subsequently converted into the dipicrate with aqueous picric acid or into 2,5-bis(acetamidomethyl)-furan by treatment with acetic anhydride in methanol. 2,5-Bis(dimethylaminomethyl)-furan is prepared by treating 2,5-bis(chloromethyl)-furan or 2,5-bis(bromo-methyl) -furan with dimethylamine, and may subsequently be converted into the dipicrate. 5-Methyl-N, N-diethylfurfurylamine is prepared by refluxing diethylamine with 2-methyl-5-bromomethyl -furan, and may subsequently be converted into the picrate or the hydrochloride. The hydrochloride may be oxidized with concentrated nitric acid to yield 2,5-furan dicarboxylic acid. 2,5-Bis(phthalimidomethyl)-furan is prepared by treating 2,5-bis(bromo-methyl) -furan with potassium phthalimide. 2,5-Bis(chloromethyl)-furan is prepared by treating 2,5-furandimethanol with thionyl chloride. 2,5-Bis(bromomethyl)-furan and 2-methyl-5-bromomethyl-furan are prepared by treating 2,5-dimethylfuran with N-bromosuccinimide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US73325958A | 1958-05-06 | 1958-05-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB911221A true GB911221A (en) | 1962-11-21 |
Family
ID=24946871
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1554759A Expired GB911221A (en) | 1958-05-06 | 1959-05-06 | Furan derivatives |
Country Status (2)
Country | Link |
---|---|
BE (1) | BE578410A (en) |
GB (1) | GB911221A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2837645A1 (en) | 2013-08-12 | 2015-02-18 | Basf Se | Use of 2,5-bisaminomethylfurane as curing agent for epoxy resins |
CN105377971A (en) * | 2013-07-03 | 2016-03-02 | 罗地亚经营管理公司 | Curable composition and process for the manufacture of epoxy thermoset |
US9676898B2 (en) | 2012-09-07 | 2017-06-13 | Evonik Degussa Gmbh | Curable compositions based on epoxy resins without benzyl alcohol |
EP3110870B1 (en) | 2014-02-24 | 2020-07-29 | Sika Technology AG | Furan-based amines as curing agents for epoxy resins in low voc applications |
WO2023248675A1 (en) * | 2022-06-21 | 2023-12-28 | 三菱瓦斯化学株式会社 | Compound, composition, cured product, and compound manufacturing method |
-
1959
- 1959-05-05 BE BE578410A patent/BE578410A/en unknown
- 1959-05-06 GB GB1554759A patent/GB911221A/en not_active Expired
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9676898B2 (en) | 2012-09-07 | 2017-06-13 | Evonik Degussa Gmbh | Curable compositions based on epoxy resins without benzyl alcohol |
JP2016528324A (en) * | 2013-07-03 | 2016-09-15 | ローディア オペレーションズ | Curable composition and method for producing epoxy thermosetting resin |
EP3017001B1 (en) | 2013-07-03 | 2019-06-19 | Rhodia Operations | Curable composition and process for the manufacture of an epoxy thermoset |
CN105377971A (en) * | 2013-07-03 | 2016-03-02 | 罗地亚经营管理公司 | Curable composition and process for the manufacture of epoxy thermoset |
US10077332B2 (en) | 2013-07-03 | 2018-09-18 | Rhodia Operations | Curable composition and process for the manufacture of an epoxy thermoset |
CN105377971B (en) * | 2013-07-03 | 2017-12-12 | 罗地亚经营管理公司 | Curable compositions and the method for manufacturing epoxy thermoset material |
CN105452323A (en) * | 2013-08-12 | 2016-03-30 | 巴斯夫欧洲公司 | Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins |
JP2016527384A (en) * | 2013-08-12 | 2016-09-08 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Use of 2,5-bisaminomethylfuran as a curing agent for epoxy resins |
KR20160042978A (en) * | 2013-08-12 | 2016-04-20 | 바스프 에스이 | Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins |
RU2650514C2 (en) * | 2013-08-12 | 2018-04-16 | Басф Се | Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins |
EP2837645A1 (en) | 2013-08-12 | 2015-02-18 | Basf Se | Use of 2,5-bisaminomethylfurane as curing agent for epoxy resins |
WO2015022183A1 (en) * | 2013-08-12 | 2015-02-19 | Basf Se | Use of 2,5-bis(aminomethyl)furan as a hardener for epoxy resins |
EP3033371B1 (en) | 2013-08-12 | 2019-11-06 | Basf Se | Use of 2,5-bisaminomethylfurane as curing agent for epoxy resins |
EP3110870B1 (en) | 2014-02-24 | 2020-07-29 | Sika Technology AG | Furan-based amines as curing agents for epoxy resins in low voc applications |
WO2023248675A1 (en) * | 2022-06-21 | 2023-12-28 | 三菱瓦斯化学株式会社 | Compound, composition, cured product, and compound manufacturing method |
Also Published As
Publication number | Publication date |
---|---|
BE578410A (en) | 1959-11-05 |
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