353269-12-2

Upstream product

• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 

Relevant academic research and scientific papers

Synthesis of Ring-Locked Tetracyclic Dithienocyclopentapyrans and Dibenzocyclopentapyran via 1,5-Hydride Shift and Copper-Catalyzed C-O Bond Formation for Nonfullerene Acceptors

We discovered a unique synthetic route to construct 2H-pyran-containing tetracyclic dithienocyclopentapyran (DTCP) and dibenzocyclopentapyran (DBCP) architectures. The synthesis involves an acid-induced dehydration cyclization followed by a [1,5] hydride-shift isomerization to form a cyclopentanone moiety which was converted to the pyran-embedded tetracyclic products by a CuI-catalyzed intramolecular C-O bond formation in good yield. DTCP was used as a building block to prepare an acceptor-donor-acceptor (A-D-A) type n-type material DTCP-BC leading to a solar cell efficiency of 9.32%.

ORGANIC SEMICONDUCTOR AND MANUFACTURING METHOD THEREOF

The organic semiconductor of the present invention comprises a compound represented by the following formula (A). (In the formula, Ring A 1 and A 2 are the same or different and each represents a ring having at least one carbon-carbon unsaturated bond R 1a and R 1b are the same or different and each represents a hydrogen atom or a substituent R A and R B are the same or different and each represents a hydrogen atom, a substituent or an atom selected from the group 16 element of the periodic table p1 and p2 are the same or different and represent an integer of 0 or more,represents a single bond or a double bond.) The organic semiconductor has high mobility (or carrier mobility).

ORGANIC SEMICONDUCTOR AND MANUFACTURING METHOD THEREOF

The organic semiconductor of the present invention comprises a strain type compound represented by the following formula (1). (In the formula, Z represents an atom selected from group 13 to 16 elements in the periodic table rings A 1 and A 2 are rings having at least one carbon-carbon unsaturated bond R 1a , R 1b and R 2 are the same or different and each represents a hydrogen atom or a substituent R 3 represents an atom selected from the group 16 element in the periodic table R A and R B are the same or different and each represents a hydrogen atom, a substituent or an atom selected from the group 16 element in the periodic table m represents an integer of 0 to 4 n represents an integer of 0 to 2 p1 and p2 each represents an integer of 0 or more andrepresents a single bond or a double bond). The organic semiconductor has high mobility (electrical mobility) and can be easily or efficiently molded by a wet process such as coating.

METHOD OF MANUFACTURING FILM-SHAPED MOLDED ARTICLE

The film-shaped molded article of the present invention which comprises a compound represented by the following formula (A), is formed through a heating step of heating a coating film formed on a base material and a compound represented by the following formula (1). (In the formula, ring A 1 and A 2 are rings having at least one carbon-carbon unsaturated bond R 1a and R 1b are hydrogen atoms or substituents R A and R B are hydrogen atoms, substituents or atoms of group 16 of the periodic table p 1 and p 2 are integers greater than or equal to 0 Z is an atom of groups 13 to 16 of the periodic table R 2 is a hydrogen atom or a substituent R 3 is an atom of group 16 of the periodic table m is an integer of 0 to 4 n is an integer of 0 to 2 represents a single bond or a double bond) According to this method, a film-shaped molded article comprising a condensed polycyclic compound in which condensed rings are formed respectively at the 1,2- and 3,4-positions of the benzene ring can be produced easily or efficiently.