Photochemistry of 3,4,9,10-perylenetetracarboxylic dianhydride dyes. 4. Spectroscopic and redox properties of oxidized and reduced forms of the bis(2,5-di-tert-butylphenyl)imide derivative

Journal Article · Thu Sep 07 04:00:00 EDT 1989 · Journal of Physical Chemistry; (USA)

DOI:https://doi.org/10.1021/j100355a025· OSTI ID:7108682

Ford, W E; Hiratsuka, H; Kamat, P V ^[1]

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1. Univ. of Notre Dame, IN (USA)

Four oxidation states of N,N{prime}-bis(2,5-di-tert-butylphenyl)-3,4,9,10-perylenebis(dicarboximide) (DBPI) are characterized electrochemically and spectroscopically. The oxidation of DBPI to its radical cation (DBPI{sup {sm bullet}+}) is irreversible and occurs at an electrode potential of about +2.2 V vs SCE. The reductions of DBPI to the radical anion (DBPI{sup {sm bullet}+}) and BDPI{sup {sm bullet}+} to the dianion (DBPI{sup 2{minus}}) are reversible with reduction potentials of -0.73 and -0.96 V vs SCE, respectively. The radical anion is stable with respect to disproportionation. All three electron-transfer products of DBPI, which were produced either by radiolysis or by chemical reduction, have intense ({epsilon} {approx} 10{sup 5} M{sup {minus}1} cm{sup {minus}1}) absorption bands in the visible or near-infrared region, with maxima near 600 nm (DBPI{sup {sm bullet}+}), 700 nm (DBPI{sup {sm bullet}+}), or 545 nm (DBPI{sup 2{minus}}). The kinetic parameters of pulse radiolytic oxidation and reduction of DBPI are determined, and the redox potentials of the first excited singlet and triplet states of DBPI are estimated.

• OSTI ID: 7108682
• Journal Information: Journal of Physical Chemistry; (USA), Journal Name: Journal of Physical Chemistry; (USA) Vol. 93:18; ISSN 0022-3654; ISSN JPCHA
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
360603* -- Materials-- Properties
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400000 -- Chemistry
400500 -- Photochemistry
BUTYL PHOSPHATES
CHARGE CARRIERS
CHARGE TRANSPORT
CHEMISTRY
DATA
DATA ANALYSIS
DBP
DYES
ESTERS
EXPERIMENTAL DATA
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
PHOSPHORIC ACID ESTERS
PHOTOCHEMISTRY