CAS 752-28-3 1,1,2,3,4,5-Hexaphenyl-1H-silole

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Organic Light-Emitting Diode (OLED) Materials

1,1,2,3,4,5-Hexaphenyl-1H-silole

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Catalog Number

ACM752283-1

Product Name

1,1,2,3,4,5-Hexaphenyl-1H-silole

Structure

CAS

752-28-3

Category

Organic Light-Emitting Diode (OLED) Materials

Synonyms

1,1,2,3,4,5-Hexaphenylsilacyclopenta-2,4-diene,1,1,2,3,4,5-Hexaphenylsilacyclopentadiene,1,1,2,3,4,5-Hexaphenylsilole,HPS

Description

HPS is an aggregation-induced emission (AIE) material for use in the OLED emitting layer. Photolysis and thermolysis of 1,4,5,6,7,7-hexaphenyl-7-silabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride (XIb) may lead to the formation of hexaphenylsilacyclopentadiene.

IUPAC Name

1,1,2,3,4,5-hexakis-phenylsilole

Molecular Weight

538.75

Molecular Formula

C40H30Si

Canonical SMILES

C1(C2=CC=CC=C2)=C(C3=CC=CC=C3)C(C4=CC=CC=C4)=C(C5=CC=CC=C5)[Si]1(C6=CC=CC=C6)C7=CC=CC=C7

InChI

1S/C40H30Si/c1-7-19-31(20-8-1)37-38(32-21-9-2-10-22-32)40(34-25-13-4-14-26-34)41(35-27-15-5-16-28-35,36-29-17-6-18-30-36)39(37)33-23-11-3-12-24-33/h1-30H,QAKMXYFDVPDIPT-UHFFFAOYSA-N

InChI Key

QAKMXYFDVPDIPT-UHFFFAOYSA-N

Melting Point

188-193 °C

Application

Hexaphenylsilacyclopentadiene may undergo π4s+π2s cycloaddition with ethyl acrylate to form bicyclosilaheptene. The same study reports similar cycloaddition reactions with various dienophiles. The reaction of hexaphenylsilacyclopentadiene with perbenzoic acid yields a mixture of tetraphenylfuran and cis-dibenzoylstilbene.

Storage

room temp

Complexity

827

Covalently-Bonded Unit Count

Exact Mass

538.211677g/mol

Form

solid

Formal Charge

Heavy Atom Count

MDL Number