Direct Photopatterning of BODIPY-Based Small Molecules via Thiol-ene Click Chemistry

被引：3

作者：

Ozdemir, Mucahit ^{[1
]}

Altinisik, Sinem ^{[2
]}

Omeroglu, Ipek ^{[3
]}

Koksoy, Baybars ^{[4
]}

Durmus, Mahmut ^{[3
]}

Yalcin, Bahattin ^{[1
]}

Koyuncu, Sermet ^{[2
]}

机构：

[1] Marmara Univ, Dept Chem, TR-34722 Istanbul, Turkey

[2] Canakkale Onsekiz Mart Univ, Dept Chem Engn, TR-17100 Canakkale, Turkey

[3] Gebze Tech Univ, Dept Chem, TR-41400 Kocaeli, Turkey

[4] Bursa Tech Univ, Dept Chem, TR-16310 Bursa, Turkey

来源：

CHEMNANOMAT | 2023年 / 9卷 / 01期

关键词：

BODIPY; photopatterning; thiol-ene click; electrochemistry; surface characterization; POLYMERS; DYES; DERIVATIVES; NETWORKS;

D O I：

10.1002/cnma.202200295

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We demonstrate a BODIPY-based small molecule photopatterned surface by thiol-ene click chemistry at room temperature utilizing only 366 nm UV light. The resulting cross-linked polymer exhibits porous surfaces according to AFM and TEM results. A dramatic blue shift occurred in absorption spectra and the photoluminescence was also intensified as a result of crosslinking. Optical and electrochemical results are compatible with the DFT calculations. The obtained results prove that the photopatterned BODIPY-based material can be easily and inexpensively applied in multilayer optoelectronic devices.

引用

页数：7

共 34 条

[1] Design and synthesis of new 4,4′-difluoro-4-bora-3a,4a-diaza-s-indacene based electrochromic polymers
Algi, Melek Pamuk
Tirkes, Seha
Ertan, Salih
Ergun, Emine Gul Cansu
Cihaner, Atilla
Algi, Fatih
[J]. ELECTROCHIMICA ACTA, 2013, 109 : 766 - 774
[2] [Anonymous], 2010, ANGEW CHEM, V122, P1584, DOI DOI 10.1002/ANGE.200903924
[3] Photopatterning of PEDOT Derivatives with Photoacid Generators and Acid Amplifiers Generating Polystyrenesulfonic Acid
Arimitsu, Koji
Hiraga, Eishiro
Furutani, Masahiro
[J]. ACS APPLIED POLYMER MATERIALS, 2019, 1 (05) : 924 - 927
[4] π-Extended tetrathiafulvalene BODIPY (ex-TTF-BODIPY): a redox switched "on-off-on'' electrochromic system with two near-infrared fluorescent outputs
Bill, Nathan L.
Lim, Jong Min
Davis, Christina M.
Bahring, Steffen
Jeppesen, Jan O.
Kim, Dongho
Sessler, Jonathan L.
[J]. CHEMICAL COMMUNICATIONS, 2014, 50 (51) : 6758 - 6761
[5] Controlling Optoelectronic Behavior in Poly(fluorene) Networks Using Thiol-Ene Photo-Click Chemistry
Davis, Andrew R.
Carter, Kenneth R.
[J]. MACROMOLECULES, 2015, 48 (06) : 1711 - 1722
[6] Electroluminescent Networks via Photo "Click" Chemistry
Davis, Andrew R.
Maegerlein, Janet A.
Carter, Kenneth R.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (50) : 20546 - 20551
[7] Efficient Polymer-Polymer Conjugation via Thiol-ene Click Reaction
Fairbanks, Benjamin D.
Love, Dillon M.
Bowman, Christopher N.
[J]. MACROMOLECULAR CHEMISTRY AND PHYSICS, 2017, 218 (18)
[8] Immobilization Strategies for Organic Semiconducting Conjugated Polymers
Freudenberg, Jan
Jaensch, Daniel
Hinkel, Felix
Bunz, Uwe H. F.
[J]. CHEMICAL REVIEWS, 2018, 118 (11) : 5598 - 5689
[9] Thiol-Ene Click Chemistry
Hoyle, Charles E.
Bowman, Christopher N.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (09) : 1540 - 1573
[10] Direct Photopatterning of Electrochromic Polymers
Jensen, Jacob
Dyer, Aubrey L.
Shen, D. Eric
Krebs, Frederik C.
Reynolds, John R.
[J]. ADVANCED FUNCTIONAL MATERIALS, 2013, 23 (30) : 3728 - 3737

← 1 2 3 4 →