Versatile Strategy to Develop Sequence-Defined Conjugated Macromolecules: A Powerful Tool toward Tunable Optoelectronic Properties

被引：1

作者：

Milis, Wout ^{[1
]}

Peeters, Janine ^{[1
]}

Erkens, Robin ^{[1
]}

De Winter, Julien ^{[2
]}

Gerbaux, Pascal ^{[2
]}

Koeckelberghs, Guy ^{[1
]}

机构：

[1] Katholieke Univ Leuven, Lab Polymer Synth, B-3001 Heverlee, Belgium

[2] Univ Mons, Ctr Innovat & Res Mat & Polymers CIRMAP, Organ Synth & Mass Spectrometry Lab, B-700 Mons, Belgium

来源：

ACS MACRO LETTERS | 2024年 / 13卷 / 10期

关键词：

FIELD-EFFECT TRANSISTORS; ITERATIVE SYNTHESIS; MOLECULAR LENGTH; RAPID ROUTE; OLIGOMERS; GROWTH; POLYMERIZATION; POLYMERS;

D O I：

10.1021/acsmacrolett.4c00526

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Conjugated sequence-defined polymers represent a cutting-edge area of polymer science, merging the precision of biological macromolecules with the versatility of synthetic polymers and the unique properties of conjugated systems. While early reports focused on activation/deactivation strategies, this Letter presents the first orthogonal approach to developing sequence-defined conjugated macromolecules (CMs), incorporating a new monomer at each reaction step. In CMs, the primary monomer sequence meticulously determines the optoelectronic properties. Step-by-step, features such as structural defects, chain length, dispersity, functional groups, topology, and monomers used in the backbone are carefully considered and controlled, with optical data provided to support the necessity of sequence-defined approaches in CMs. Additionally, a pioneering and repeatable modular approach is introduced, connecting different orthogonally developed sequences. This method enhances efficiency and accelerates the synthesis process, facilitating comprehensive structure-property analyses and paving the way for tunable materials with record-breaking properties.

引用

页码：1293 / 1303

页数：11

共 44 条

[1] Organic semiconductors for solution-processable field-effect transistors (OFETs)
Allard, Sybille
Forster, Michael
Souharce, Benjamin
Thiem, Heiko
Scherf, Ullrich
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (22) : 4070 - 4098
[2] Barnes JC, 2015, NAT CHEM, V7, P810, DOI [10.1038/NCHEM.2346, 10.1038/nchem.2346]
[3] Conjugated polymer photovoltaic cells
Coakley, KM
McGehee, MD
[J]. CHEMISTRY OF MATERIALS, 2004, 16 (23) : 4533 - 4542
[4] Dong RJ, 2019, NAT CHEM, V11, P136, DOI 10.1038/s41557-018-0169-6
[5] Multifunctionalized Sequence-Defined Oligomers from a Single Building Block
Espeel, Pieter
Carrette, Lieselot L. G.
Bury, Katarzyna
Capenberghs, Sven
Martins, Jose C.
Du Prez, Filip E.
Madder, Annemieke
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (50) : 13261 - 13264
[6] π-Conjugated Polymers for Organic Electronics and Photovoltaic Cell Applications
Facchetti, Antonio
[J]. CHEMISTRY OF MATERIALS, 2011, 23 (03) : 733 - 758
[7] The scope for synthesis of macro-RAFT agents by sequential insertion of single monomer units
Houshyar, Shadi
Keddie, Daniel J.
Moad, Graeme
Mulder, Roger J.
Saubern, Simon
Tsanaktsidis, John
[J]. POLYMER CHEMISTRY, 2012, 3 (07) : 1879 - 1889
[8] Synthesis of B-Protected β-Styrylboronic Acids via Iridium-Catalyzed Hydroboration of Alkynes with 1,8-Naphthalenediaminatoborane Leading to Iterative Synthesis of Oligo(phenylenevinylene)s
Iwadate, Noriyuki
Suginome, Michinori
[J]. ORGANIC LETTERS, 2009, 11 (09) : 1899 - 1902
[9] Stepwise and directional synthesis of end-functionalized single-oligomer OPVs and their application in organic solar cells
Jorgensen, M
Krebs, FC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (20) : 6688 - 6696
[10] Influence of the substituent and polymerization methodology on the properties of chiral poly(dithieno[3,2-b:2',3'-d]pyrrole)s
Koeckelberghs, Guy
De Cremer, Lieven
Persoons, Andr
Verbiest, Thierry
[J]. MACROMOLECULES, 2007, 40 (12) : 4173 - 4181

← 1 2 3 4 5 →