Preparation of a Polymer Containing Sprio-dioxolane Based on Phenanthrene Block via in situ Reaction and Its Photo-electro Properties†

doi:10.7503/cjcu20150480

Abstract

Abstract:

The reaction between carbonyl group in ketone or aldehyde and glycol is a class protection reaction in organic chemistry, and usually, the sprio-dioxolane structure was inserted to the original framework. In this work, the high-efficiency reaction was used between a kind of reactive polymer(L-PPQF) and glycol, because of the existence of reactive position in phenanthrenequinone block due to its ortho-carbonyl structure. A novel polymer containing sprio-dioxolane based on phenanthrene block was prepared by in situ reaction, and named L-PPOF. Collecting the results of NMR, MS and elemental analysis from the model oligomer(L-DFPQ) of L-PPQF and its product after in situ reaction, this new heterocyclic structure was confirmed. The polymer structure was also clear after chartering by the measurement in further such as NMR and FTIR. The data of photo-physical and electrochemistry show that, the newborn polymer containing sprio-dioxolane modified phenanthrene unit exhibited higher fluorescence quantum efficiency in solution and solid, more suitable electron-injection energy level than its matrix polymer L-PPQF or PF. The primary OLED performance implied the L-PPOF had good potential value.

Key words: Sprio-dioxolane polymer based on phenanthrene block, Phenanthrenequinone, Spiro, O-Containing heterocyclic, Functional, Photo-electro property

CLC Number:

O649

TrendMD:

WANG Zhiming, WANG Jing, HOU Xue, ZHANG Xiaojuan, LU Ping. Preparation of a Polymer Containing Sprio-dioxolane Based on Phenanthrene Block via in situ Reaction and Its Photo-electro Properties^†[J]. Chem. J. Chinese Universities, 2015, 36(10): 2047.

Figures/Tables 6

Synthesis routs of oligomers and polymers

Fig.1 1H NMR spectra of L-DFPQ(a) and L-DFPO(b)

Fig.2 Conformation of SDP from different views

Fig.3 1H NMR(A) and IR(B) spectra of L-PPQF(a) and L-PPOF(b) Insert of (B): TGA curve of L-PPOF.

Fig.4 Absorption-PL spectra of L-PPQF and L-PPOF(A) and CV curves of L-PPOF(a) and PF(b)(B)^Inset of (A): photo of L-PPQF and L-PPOF in THF under UV-light.

Fig.5 Luminous efficiency(A) and normalized EL intensity at 10 mA/cm2(B) of OLED performance of L-PPOF in Device A and Device B^Device A: ITO/PEDOT(40 nm)/L-PPOF(~50 nm)/CsF(1.5 nm)/Al(120 nm);device B: ITO/PEDOT(40 nm)/PVK(40 nm)/L-PPOF(~50 nm)/CsF(1.5nm)/Al(120 nm).

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