Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives
An efficient and convenient method for synthesis of 2,6-bis (4-(dialkylamino) styryl)-4H-pyran-4-one starting from 4- (dialkylamino) benzaldehyde with 2,6-dimethyl-4H-pyran-4-onein the presence of MeONa as the base was described. Additionally, preparation of novel compounds with bis-DCM-type skeleto...
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| Format: | Article |
| Language: | English |
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Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR
2018-10-01
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| Series: | Iranian Journal of Chemistry & Chemical Engineering |
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| Online Access: | http://www.ijcce.ac.ir/article_29775_1c7b99c9621d82ab0fba0dae4720753d.pdf |
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| author | Reza Teimuri-Mofrad Negar Boroomand Keshvar Rahimpour Raha Hadi Ahmad Poursadegh |
| author_facet | Reza Teimuri-Mofrad Negar Boroomand Keshvar Rahimpour Raha Hadi Ahmad Poursadegh |
| author_sort | Reza Teimuri-Mofrad |
| collection | DOAJ |
| description | An efficient and convenient method for synthesis of 2,6-bis (4-(dialkylamino) styryl)-4H-pyran-4-one starting from 4- (dialkylamino) benzaldehyde with 2,6-dimethyl-4H-pyran-4-onein the presence of MeONa as the base was described. Additionally, preparation of novel compounds with bis-DCM-type skeleton for application in organic light-emitting diodes was developed via reaction of malononitrile as active methylene group with 2,6-bis (4-(dialkylamino) styryl) -4H-pyran-4-one derivatives. 1H and 13C NMR, FT-IR spectroscopy supported the predicted structure of the products. The UV-Vis absorption spectra of synthesis compound were measured in diluted dichloromethane solution. Maximum absorption (lmax) values differ from 460 to 496 nm, this absorption is due to π-π* transition. |
| first_indexed | 2024-04-13T01:35:43Z |
| format | Article |
| id | doaj.art-c8fcfa20bfdf4ca9b40be4914b121e8d |
| institution | Directory Open Access Journal |
| issn | 1021-9986 1021-9986 |
| language | English |
| last_indexed | 2024-04-13T01:35:43Z |
| publishDate | 2018-10-01 |
| publisher | Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR |
| record_format | Article |
| series | Iranian Journal of Chemistry & Chemical Engineering |
| spelling | doaj.art-c8fcfa20bfdf4ca9b40be4914b121e8d2022-12-22T03:08:23ZengIranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECRIranian Journal of Chemistry & Chemical Engineering1021-99861021-99862018-10-01375394529775Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile DerivativesReza Teimuri-Mofrad0Negar Boroomand1Keshvar Rahimpour2Raha Hadi3Ahmad Poursadegh4Organic Synthesis Research Laboratory, Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, Tabriz, I.R. IRANOrganic Synthesis Research Laboratory, Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, Tabriz, I.R. IRANOrganic Synthesis Research Laboratory, Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, Tabriz, I.R. IRANOrganic Synthesis Research Laboratory, Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, Tabriz, I.R. IRANOrganic Synthesis Research Laboratory, Department of Organic and Biochemistry, Faculty of Chemistry, University of Tabriz, Tabriz, I.R. IRANAn efficient and convenient method for synthesis of 2,6-bis (4-(dialkylamino) styryl)-4H-pyran-4-one starting from 4- (dialkylamino) benzaldehyde with 2,6-dimethyl-4H-pyran-4-onein the presence of MeONa as the base was described. Additionally, preparation of novel compounds with bis-DCM-type skeleton for application in organic light-emitting diodes was developed via reaction of malononitrile as active methylene group with 2,6-bis (4-(dialkylamino) styryl) -4H-pyran-4-one derivatives. 1H and 13C NMR, FT-IR spectroscopy supported the predicted structure of the products. The UV-Vis absorption spectra of synthesis compound were measured in diluted dichloromethane solution. Maximum absorption (lmax) values differ from 460 to 496 nm, this absorption is due to π-π* transition.http://www.ijcce.ac.ir/article_29775_1c7b99c9621d82ab0fba0dae4720753d.pdfknoevenagel condensationbis-dcmmalononitrile2,6-bis(4-(dialkylamino) styryl)-4h-pyran-4-one |
| spellingShingle | Reza Teimuri-Mofrad Negar Boroomand Keshvar Rahimpour Raha Hadi Ahmad Poursadegh Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives Iranian Journal of Chemistry & Chemical Engineering knoevenagel condensation bis-dcm malononitrile 2,6-bis(4-(dialkylamino) styryl)-4h-pyran-4-one |
| title | Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives |
| title_full | Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives |
| title_fullStr | Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives |
| title_full_unstemmed | Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives |
| title_short | Bis-DCM Type Dyes: Convenient Method for Synthesis of 2-(2, 6-bis(4-(dialkylamino)styryl)-4H -pyran-4-ylidene) Malononitrile Derivatives |
| title_sort | bis dcm type dyes convenient method for synthesis of 2 2 6 bis 4 dialkylamino styryl 4h pyran 4 ylidene malononitrile derivatives |
| topic | knoevenagel condensation bis-dcm malononitrile 2,6-bis(4-(dialkylamino) styryl)-4h-pyran-4-one |
| url | http://www.ijcce.ac.ir/article_29775_1c7b99c9621d82ab0fba0dae4720753d.pdf |
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