1036203-43-6

Basic information

• Product Name: N,N'-bis(3,5-di-tert-butylsalicylidene)-4-bromo-benzene-1,2-diamine
• Synonyms: N,N'-bis(3,5-di-tert-butylsalicylidene)-4-bromo-benzene-1,2-diamine
• CAS NO: 1036203-43-6
• Molecular Weight: 619.685
• Mol File: 1036203-43-6.mol

Chemical Properties

• CAS DataBase Reference: N,N'-bis(3,5-di-tert-butylsalicylidene)-4-bromo-benzene-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-bis(3,5-di-tert-butylsalicylidene)-4-bromo-benzene-1,2-diamine(1036203-43-6)
• EPA Substance Registry System: N,N'-bis(3,5-di-tert-butylsalicylidene)-4-bromo-benzene-1,2-diamine(1036203-43-6)

Safety Data

• Hazardous Substances Data: 1036203-43-6(Hazardous Substances Data)

Upstream product

• 37942-07-7 3,5-di-tert-butyl-2-hydroxybenzaldehyde 
• 1575-37-7 4-Bromo-benzene-1,2-diamine 

Relevant articles and documents

Ping-Pong Energy Transfer in a Boron Dipyrromethane Containing Pt(II)-Schiff Base Complex: Synthesis, Photophysical Studies, and Anti-Stokes Shift Increase in Triplet-Triplet Annihilation Upconversion

A boron dipyrromethane (BDP)-containing Pt(II)-Schiff base complex (Pt-BDP), showing ping-pong singlet-triplet energy transfer, was synthesized, and the detailed photophysical properties were investigated using various steady-state and time-resolved transient spectroscopies. Femtosecond/nanosecond transient absorption spectroscopies demonstrated that, upon selective excitation of the BDP unit in Pt-BDP at 490 nm, F?rster resonance energy transfer from the BDP unit to the Pt(II) coordination center occurred (6.7 ps), accompanied by an ultrafast intersystem crossing at the Pt(II) coordination center (1 ps) and triplet-triplet energy transfer back to the BDP moiety (148 ps). These processes generated a triplet state localized at BDP, and the lifetime was 103.2 μs, much longer than the triplet-state lifetime of Pt-Ph (3.5 μs), a complex without the BDP moiety. Finally, Pt-BDP was used as a triplet photosensitizer for triplet-triplet annihilation (TTA) upconversion through selective excitation of the BDP unit or the Pt(II) coordination center at lower excitation energy. An upconversion quantum yield of up to 10% was observed with selective excitation of the BDP moiety, and a large anti-Stokes shift of 0.65 eV was observed upon excitation of the lower-energy band of the Pt(II) coordination center. We propose that using triplet photosensitizers with the ping-pong energy-transfer process may become a useful method for increasing the anti-Stokes shift of TTA upconversion.

Variably isotactic poly(hydroxybutyrate) from racemic β-butyrolactone: Microstructure control by achiral chromium(III) salophen complexes

ROP artists: The ROP of racemic β-butyrolactone (BL) catalyzed by highly active chromium(III) salophen complexes 1 gives poly(hydroxybutyrate) (PHB) with high molecular weight and with isotacticities of 60-70%. The product is a biodegradable polymer material with mechanical properties that can be varied from crystalline to thermoplastic. DFT calculations indicate that the induction of stereochemical information occurs through the formation of dimeric cage-like structures. (Chemical Equation Presented).

Anthryl-Appended Platinum(II) Schiff Base Complexes: Exceptionally Small Stokes Shift, Triplet Excited States Equilibrium, and Application in Triplet-Triplet-Annihilation Upconversion

Two anthryl platinum(II) N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-benzenediamine Schiff base complexes were synthesized, with the anthryl attached via its 9 position (Pt-9An) or 2 position (Pt-2An) to the platinum (Pt) Schiff base backbone. The complexes show unusually small Stokes shifts (0.23 eV), representing a very small energy loss for the photoexcitation/intersystem crossing process, which is beneficial for applications as triplet photosensitizers. Phosphorescence of the Pt(II) coordination framework (φP = 11.0%) is quenched in the anthryl-containing complexes (φP = 4.0%) and shows a biexponential decay (τP = 3.4 μs/87% and 18.2 μs/13%) compared to the single-exponential decay of the native Pt(II) Schiff base complex (τP = 3.7 μs). Femtosecond/nanosecond transient absorption spectroscopy suggests an equilibrium between triplet anthracene (3An) and triplet metal-to-ligand charge-transfer (3MLCT) states, with the dark 3An state slightly lower in energy (1.96 eV for Pt-9An and 1.90 eV for Pt-2An) than the emissive 3MLCT state (1.97 eV for Pt-9An and 1.91 eV for Pt-2An). Intramolecular triplet-triplet energy transfer (TTET) and reverse TTET take 4.8 ps/444 ps for Pt-9An and 55 ps/1.7 ns for Pt-2An, respectively. The triplet-state equilibrium extends the triplet-state lifetime of the complexes to 103 μs (Pt-2An) or 163 μs (Pt-9An), in comparison to the native Pt(II) complex, which shows a lifetime of 4.0 μs. The complexes were used for triplet-triplet-annihilation upconversion with perylene as the triplet acceptor. The upconversion quantum yield is up to 15%, and a large anti-Stokes shift (0.75 eV) is achieved by excitation into the singlet metal-to-ligand charge-transfer absorption band (589 nm) of the complexes (anti-Stokes shift is 0.92 eV with 9,10-diphenylanthracene as the acceptor).

Efficient Triplet-Triplet Annihilation Upconversion with an Anti-Stokes Shift of 1.08 eV Achieved by Chemically Tuning Sensitizers

A series of Pt(II)-Schiff base complexes were synthesized as triplet sensitizers for the purpose of tuning the singlet and triplet energy levels so as to minimize energy loss during triplet-triplet annihilation (TTA) upconversion (UC). A deep-red to blue TTA-UC was achieved with an unprecedentedly large anti-Stokes shift of 1.08 eV. UC quantum yields of up to 21% (with a theoretical maximum efficiency of 50%) were observed in solution. The complexes also showed efficient UC emission in air-saturated hydrogels with a UC quantum yield up to 14.8%, which is much higher than the highest previously reported value. The low threshold excitation intensity provided by the present system offers promising potential for application in terrestrial solar energy conversion.