209159-65-9

Upstream product

• 209159-63-7 2,4-bis(2'-vinyloxyethoxy)benzaldehyde 
• 109-77-3 malononitrile 
• 95-01-2 2,4-Dihydroxybenzaldehyde 

Downstream Products

• 749251-01-2 2,4-di(2'-hydroxyethoxy)benzylidenemalononitrile 

Relevant academic research and scientific papers

The design, synthesis, and nonlinear optical properties of novel X-type polyurethane containing dicyanovinylnitroresorcinoxy group with enhanced SHG thermal stability

Novel X-type polyurethane 5 containing 4-(2′,2′-dicyanovinyl)- 6-nitroresorcinoxy groups as nonlinear optical (NLO) chromophores, which constitute parts of the polymer backbone, was prepared and characterized. Polyurethane 5 is soluble in common organic solvents such as acetone and N,N-dimethylformamide. It shows thermal stability up to 280 C from thermogravimetric analysis with a glass transition temperature (Tg) obtained from differential scanning calorimetry thermogram of around 120 C. The second harmonic generation (SHG) coefficient (d33) of poled polymer film at 1064-nm fundamental wavelength is around 6.12 × 10-9 esu. The dipole alignment exhibits a thermal stability even at 5 C higher than Tg, and there was no SHG decay below 125 C due to the partial main chain character of the polymer structure, which is acceptable for NLO device applications.

Preparation of novel Y-type nonlinear optical polyimides with high thermal stability of second harmonic generation

2,4-Bis-(3,4-dicarboxyphenylcarboxyethoxy)-1-(2,2-dicyanovinyl)benzene dianhydride (4) was prepared and reacted with 1,4-phenylenediamine and 4,4'-oxydianiline to yield novel Y-type polyimides 5-6 containing 2,4-dioxybenzylidenemalononitrile groups as NLO-chromophores, which constitute parts of the polymer backbone. The resulting polyimides 5-6 are soluble in polar solvents such as dimethylsulfoxide and N,N-dimethylformamide. Polymers 5-6 showed a thermal stability up to 330°C in thermogravimetric analysis thermograms with Tg values obtained from differential scanning calorimetry thermograms in the range 179-188°C. The second harmonic generation (SHG) coefficients (d33) of poled polymer films at the 1064 nm fundamental wavelength were around 6.32 × 10-9esu. The dipole alignment exhibited exceptionally high thermal stability even at 20°C higher than Tg, there was no SHG decay below 200°C because of the partial main chain character of polymer structure, which is acceptable for nonlinear optical device applications.