Synthesis of 3,4-dimethoxythiophene from 2,2’- thiodiglycolic acid diethyl ester
3,4-dialkoxysubstituted thiophenes and their derivatives are used as precursors of monomers in the field of conducting polymers for diverse applications ranging from solar cells or OLEDs to biothecnological devices. 3,4-dimethoxythiophene can easily be transformed to other monomers by transetherific...
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| Format: | bachelorThesis |
| Language: | eng |
| Published: |
2020
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| Subjects: | |
| Online Access: | http://repositorio.yachaytech.edu.ec/handle/123456789/121 |
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Add Tag | Summary: | 3,4-dialkoxysubstituted thiophenes and their derivatives are used as precursors of monomers in the field of conducting polymers for diverse applications ranging from solar cells or OLEDs to biothecnological devices. 3,4-dimethoxythiophene can easily be transformed to other monomers by transetherification. In this work, 3,4- dimethoxythiophene was obtained from 2,2’-thiodiglycolic acid diethyl ester with a global yield of 12% after 4 steps following literature methods based on general Fager’s method. The following modifications were done: methylation direct from the disodium salt to save one step in the total synthesis and the use of a solvent free- microwave assisted O-methylation reaction. Four methods for the O-methylation step were tested and quantitatively evaluated through Green Chemistry criteria: atom economy, reduction of solvent and energy efficiency. It was shown that the best method was not the one with highest reaction yield but highest method efficiency. |
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