160894-98-4

Basic information

• Product Name: POLY(2-(2'-5'-BIS(2 -ETHYLHEXYLOXY)
• Synonyms: POLY(2-(2'-5'-BIS(2 -ETHYLHEXYLOXY)
• CAS NO: 160894-98-4
• Molecular Formula: (C24H38 O2)n
• Molecular Weight: 0
• Mol File: 160894-98-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Solubility: THF: soluble
• CAS DataBase Reference: POLY(2-(2'-5'-BIS(2 -ETHYLHEXYLOXY)(CAS DataBase Reference)
• NIST Chemistry Reference: POLY(2-(2'-5'-BIS(2 -ETHYLHEXYLOXY)(160894-98-4)
• EPA Substance Registry System: POLY(2-(2'-5'-BIS(2 -ETHYLHEXYLOXY)(160894-98-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 160894-98-4(Hazardous Substances Data)

Usage

General Description

Light-emitting polymer. More stable to photooxidation than other substituted PPV derivatives.

Upstream product

• 1381926-86-8 2,5-bis((2-ethylhexyl)oxy)-4-iodobenzaldehyde 
• 5419-55-6 Triisopropyl borate 
• 75-47-8 iodoform 
• 945624-63-5 2,5-bis((2-ethylhexyl)oxy)-4-bromobenzaldehyde 

Relevant articles and documents

Investigation of catalyst-transfer condensation polymerization for synthesis of poly(p-phenylenevinylene)

Kumada-Tamao coupling polymerization of 1,4-dialkoxy-2-bromo-5-(2- chloromagnesiovinyl)benzene (1) and 1,4-dialkoxy-2-(2-bromovinyl)-5- chloromagnesiobenzene (2) with a Ni catalyst and Suzuki-Miyaura coupling polymerization of 2-{2-[(2,5-dialkoxy-4-iodophenyl)]vinyl}-4,4,5,5-tetramethyl- 1,3,2-dioxaborolane (3), its bromo counterpart 4, and 2,5-dialkoxy-4-(2- bromovinyl)phenylboronic acid (5) with a Pd initiator were investigated under catalyst-transfer condensation polymerization conditions for the synthesis of well-defined poly(p-phenylenevinylene) (PPV). The Kumada-Tamao polymerization of vinyl Grignard-type monomer 1 with Ni(dppp)Cl2 at room temperature did not proceed, whereas aryl Grignard-type monomer 2 afforded oligomers of low molecular weight. Matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectra of the polymer obtained from 2 implied that the Grignard end group reacted with tetrahydrofuran to terminate polymerization. On the other hand, Suzuki-Miyaura polymerization of vinyl boronic acid ester type monomers 3 and 4 and phenylboronic acid type monomer 5 with a Pd initiator and aqueous KOH at -20 °C to room temperature yielded the corresponding PPV with high molecular weight within a few minutes. However, the molecular weight distribution was broad, and MALDI-TOF mass spectra showed the peaks of polymers bearing no initiator unit at the chain end, as well as those of polymers with the initiator unit. These results indicated that intermolecular chain transfer of the Pd catalyst occurred. Dehalogenation and disproportionation of the growing end also took place as side reactions. 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 2643-2653 The feasibility of catalyst-transfer condensation polymerization of phenylenevinylene type monomers was investigated for the synthesis of well-defined poly(phenylenevinylene) (PPV). Kumada-Tamao coupling polymerization with a Ni catalyst afforded PPV with low molecular weight. On the other hand, Suzuki-Miyaura coupling polymerization with a Pd catalyst yielded PPV with high molecular weight. However, the molecular weight distribution was broad, and the MALDI-TOF mass spectra showed the peaks of polymers bearing no initiator unit at the chain end. Copyright