Corning Incorporated

Feixia Zhang

Mingqian He

Thomas Mark Leslie

Marc Winter

A continuous flow process for sulfonating 1,2.diaminobenzene comprises introducing a sulfonation mixture into a microreactor inlet of a continuous flow microreactor to produce a flow of the sulfonation mixture through the continuous flow microreactor. The sulfonation mixture comprises 1,2 aminobenzene dissolved in a molar excess of sulfuric acid. The continuous flow microreactor comprises one or more individual fluidic modules each having various features with respect to channel width and thermal management. The process further comprises maintaining a reaction temperature of from about 150.230 deg C. in at least a portion of the individual fluidic modules while the sulfonation mixture flows from the microreactor inlet to the microreactor outlet. Thereupon, the sulfonation mixture is received from the microreactor outlet. Finally, a sulfonated reaction product is precipitated out of the sulfonation mixture received from the microreactor outlet. The sulfonated reaction product is 3,4.diaminosulfonic acid, free of doubly sulfonated impurities.

Sulfonation in continuous-flow microreactors

Disclosed are compounds having one of the following formulae: wherein X is an aromatic nucleophilic substitution leaving group; Ris hydrogen, an alkyl group, or an aryl group; and Qis a carboxyl protecting group or an aldehyde protecting group. Also disclosed are fused thiophenes that can be prepared using these compounds, as well as stannylthio-containing thiophene, thienothiophene, and dithienothiophene compounds that can be used to prepare fused thiophenes. Methods for making and using the aforementioned compounds, fused thiophenes, and stannylthio-containing thiophene, thienothiophene, and dithienothiophene compounds are also disclosed.

Fused thiophenes and methods for making and using same

Disclosed are compounds having one of the following formulae (11), (12), wherein X is an aromatic nucleophilic substitution leaving group; Ris hydrogen, an alkyl group, or an aryl group; and Qis a carboxyl protecting group or an aldehyde protecting group. Also disclosed are fused thiophenes that can be prepared using these compounds, as well as stannylthio-containing thiophene, thienothiophene, and dithienothiophene compounds that can be used to prepare fused thiophenes. Methods for making and using the aforementioned compounds, fused thiophenes, and stannylthio-containing thiophene, thienothiophene, and dithienothiophene compounds are also disclosed. 

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Shanghai, China

Feixia Zhang