Synthesis Of Organic Second-Order Nonlinear Optical Materials Using NHPI And 1,1’-Bi-2-naphthol As Templates

Non-linear optics(NLO)materials have played a pivotal role in the fields of optical information processing,optical data storage,inspection,color display units,imaging and frequency conversion after 60 years of development.NLO materials can be divided into inorganic,organic and organic-inorganic hybrid NLO materials,as well as switchable and non-switchable NLO materials.Among them,the organic NLO materials with molecular design and modification advantages and the panda-grade rare materials-switchable NLO materials have been deeply studied by domestic and foreign research scholars.This article used four organic nitrogen hydroxyl compounds(NHPI,NDHPI,NHQI and HPPDO)and 1,1’-bi-2-naphthol reacted with tertiary aminesm,quaternary ammonium salts with low symmetry,then we obtained obtain 20 kinds of crystal materials.First of all,they were characterized by nuclear magnetic resonance and Single crystal structure,and then according to different single crystal structures were tested by DSC,dielectric and SHG test.Last but not least,UV test was performed on compounds with SHG response signals.This article find that the compounds[[DABCO][NHPI]2(1),[C7H13NO][NHPI]2(6),[Et4N][NHPI]2(8),and[CH2Cl2-DABCO][NHPI](9)obtained from the reaction of organic nitrogen hydroxyl compounds were all in the non-cardiac space group,importantly,the SHG test showed that they all had SHG responses,especially the[CH2Cl2-DABCO][NHPI](9)reaches 4 V which is 1.3 times of KDP.The compounds[DABCO][BINOL](18),[MeI-DABCO][BINOL](19)and[CH2Cl2-DABCO][BINOL](20),which are obtained by the reaction of 1,1’-bin-2-naphthol,have noncentric space group structure and SHG response,too.The highest SHG response value of compound[CH2Cl2-DABCO][BINOL](20),which is 2.3 V.