Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

Alexander C. Brannan; Elvie F.P. Beaumont; Nguyen Le Phuoc; George F.S. Whitehead; Mikko Linnolahti; Alexander S. Romanov

doi:10.3762/bjoc.19.95

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

Alexander C. Brannan, Elvie F.P. Beaumont, Nguyen Le Phuoc, George F.S. Whitehead, Mikko Linnolahti^*, Alexander S. Romanov^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10⁻⁵ s⁻¹ and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs.

Original language	English
Pages (from-to)	1289-1298
Number of pages	10
Journal	Beilstein Journal of Organic Chemistry
Volume	19
DOIs	https://doi.org/10.3762/bjoc.19.95
Publication status	Published - 7 Sept 2023

Keywords

guanidine
organic
photoluminescence
TADF
yellow

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@article{bd64e16a5ee040259a5d59c392b99e31,

title = "Organic thermally activated delayed fluorescence material with strained benzoguanidine donor",

abstract = "Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10−5 s−1 and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs.",

keywords = "guanidine, organic, photoluminescence, TADF, yellow",

author = "Brannan, {Alexander C.} and Beaumont, {Elvie F.P.} and {Le Phuoc}, Nguyen and Whitehead, {George F.S.} and Mikko Linnolahti and Romanov, {Alexander S.}",

note = "Publisher Copyright: {\textcopyright} 2023 Brannan et al.;",

year = "2023",

month = sep,

day = "7",

doi = "10.3762/bjoc.19.95",

language = "English",

volume = "19",

pages = "1289--1298",

journal = "Beilstein Journal of Organic Chemistry",

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TY - JOUR

T1 - Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

AU - Brannan, Alexander C.

AU - Beaumont, Elvie F.P.

AU - Le Phuoc, Nguyen

AU - Whitehead, George F.S.

AU - Linnolahti, Mikko

AU - Romanov, Alexander S.

PY - 2023/9/7

Y1 - 2023/9/7

N2 - Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10−5 s−1 and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs.

AB - Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10−5 s−1 and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs.

KW - guanidine

KW - organic

KW - photoluminescence

KW - TADF

KW - yellow

UR - http://www.scopus.com/inward/record.url?scp=85174594470&partnerID=8YFLogxK

U2 - 10.3762/bjoc.19.95

DO - 10.3762/bjoc.19.95

M3 - Article

AN - SCOPUS:85174594470

SN - 2195-951X

VL - 19

SP - 1289

EP - 1298

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

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