journal article·2018-02

Synthesis and optoelectronic properties of new polyarylates with 2-naphthyldiphenylamine units

Wanan Cai, Xiaotong Wu, Tiandi Xiao, Haijun Niu, Xuduo Bai, Cheng Wang, Wen Wang, Yanhong Zhang

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Abstract

Abstract Herein, five kinds of soluble electrochromic polyarylates were synthesized from the reaction of N,N'-bis(4-carboxyphenyl)-N,N'-di-2-naphthyl-1,4-phenylenediamine with five bisphenols via direct polycondensation process, respectively. These new materials showed no significant decomposition below 400 °C in nitrogen atmosphere. The maximum UV–vis absorption bands of these polyarylates located at 328–348 nm and 327–353 nm for solid films and DMSO solution, respectively. The polyarylate 6a , as an example, exhibited not only aggregation-induced emission (AIE) effect in different fraction tetrahydrofuran/water solution, but also solvatochromism in various polar solvents, markedly. Two reversible pairs of distinct redox peaks were associated with noticeable color changed from original colorless to yellowish orange and green for polymeric film could be observed in the cyclic voltammetry (CV) test. New absorption peaks emerged in near–infrared (NIR) region with increasing voltage in the UV–vis spectra, which indicates these polyarylates can be used as NIR electrochromic materials. These polyarylates performed high contrast of optical transmittance change around 42–53% with the highest coloration efficiency up to 236 cm 2 C −1 .
Source: openaire · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Conducting polymers and applications · Luminescence and Fluorescent Materials · Polydiacetylene-based materials and applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (36)

Show source-provided references
1. Side-chain engineering of green color electrochromic polymer materials: toward adaptive camouflage application10.1039/C6TC00197A ↗
2. A chameleon-inspired stretchable electronic skin with interactive colour changing controlled by tactile sensing10.1038/ncomms9011 ↗
3. Four shades of brown: tuning of electrochromic polymer blends toward high-contrast eyewear10.1021/am507063d ↗
4. Electrochromic materials10.1146/annurev-matsci-062910-100344 ↗
5. Electroresponsive structurally colored materials: a combination of structural and electrochromic effects10.1002/anie.201511191 ↗
6. Fast switching ITO free electrochromic devices10.1002/adfm.201302320 ↗
7. Color control in π-conjugated organic polymers for use in electrochromic devices10.1021/cr900129a ↗
8. Structure, stability and electrochromic properties of polyaniline film covalently bonded to indium tin oxide substrate10.1016/j.apsusc.2016.01.041 ↗
9. Donor-acceptor type polymers containing the 2, 3-bis (2-pyridyl)-5, 8-dibromoquinoxaline acceptor and different thiophene donors: electrochemical, spectroelectrochemistry and electrochromic properties10.1039/C5NJ02651B ↗
10. New air-stable aromatic polyazomethines with triphenylamine or phenylenevinylene moieties towards photovoltaic application10.1016/j.synthmet.2014.07.004 ↗
11. Photoelectrochemical and electrochromic properties of polyimide/graphene oxide composites10.1016/j.carbon.2013.10.021 ↗
12. Effects of substitution position on electrochemical electrochromic, optical, and photoresponsive properties of azobenzenecarboxylic acid alkyl ester derivatives10.1016/j.orgel.2015.11.010 ↗
13. Solution-processable triarylamine-based electroactive high performance polymers for anodically electrochromic applications10.1039/C1PY00346A ↗
14. Novel triphenylamine-containing ambipolar polyimides with pendant anthraquinone moiety for polymeric memory device, electrochromic and gas separation applications10.1039/c2jm33266c ↗
15. Solution-processable novel near-infrared electrochromic aromatic polyamides based on electroactive tetraphenyl-p-phenylenediamine moieties10.1021/cm9015222 ↗
16. π-conjugated dendrimers: convenient synthesis, easy solution processability, and good hole-transporting properties10.1039/C4TC01923G ↗
17. o-Methoxy substituents in spiro-OMeTAD for efficient inorganic–organic hybrid perovskite solar cells10.1021/ja502824c ↗
18. Perovskite solar cells with a planar heterojunction structure prepared using room-temperature solution processing techniques10.1038/nphoton.2013.342 ↗
19. Efficient hybrid solar cells based on meso-superstructured organometal halide perovskites10.1126/science.1228604 ↗
20. Silolothiophene-linked triphenylamines as stable hole transporting materials for high efficiency perovskite solar cells10.1039/C5EE02014J ↗
21. Synthesis and photoluminescence of novel organo-soluble polyarylates bearing (N-carbazolyl) triphenylamine moieties10.1295/polymj.PJ2006156 ↗
22. Synthesis and photophysical properties of novel organo-soluble polyarylates bearing triphenylamine moieties10.1007/s10965-006-9097-z ↗
23. Synthesis and optoelectronic properties of novel polyamides with 2-naphthyldiphenylamine units10.1002/macp.201400002 ↗
24. Synthesis and optoelectronic properties of polyimides with naphthyldiphenylamine chromophores10.1007/s10965-014-0407-6 ↗
25. A New class of high T g and organosoluble aromatic poly (amine-1 3, 4-oxadiazole) s containing donor and acceptor moieties for blue-light-emitting materials10.1021/ma060205d ↗
26. Synthesis and properties of thermally stable and optically active novel wholly aromatic polyesters containing a chiral pendent group10.1016/j.eurpolymj.2007.06.006 ↗
27. Solvatochromic dyes as solvent polarity indicators10.1021/cr00032a005 ↗
28. Aggregation-induced emission of 1-methyl-1 2, 3, 4, 5-pentaphenylsilole10.1039/b105159h ↗
29. Biocompatible nanoparticles with aggregation–induced emission characteristics as far–red/near–infrared fluorescent bioprobes for in vitro and in vivo imaging applications10.1002/adfm.201102191 ↗
30. Aggregation-induced emission10.1039/c1cs15113d ↗
31. Novel high-efficiency PL polyimide nanofiber containing aggregation-induced emission (AIE)-active cyanotriphenylamine luminogen10.1039/C2CC37857D ↗
32. High-efficiency photoluminescence wholly aromatic triarylamine-based polyimide nanofiber with aggregation-induced emission enhancement10.1002/adom.201300181 ↗
33. Aggregation-induced emission: together we shine united we soar!10.1021/acs.chemrev.5b00263 ↗
34. Immobilized polyazomethines containing triphenylamine groups on ITO: synthesis and acidochromic, electrochemical, electrochromic and photoelectronic properties10.1039/C5RA22918A ↗
35. Adv Mixed valence chemistry-a survey and classification10.1016/S0065-2792(08)60179-X ↗
36. Multicolored near-infrared electrochromic polyimides: Synthesis, electrochemical, and electrochromic properties10.1016/j.dyepig.2013.08.019 ↗