4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline

CAS Number 1203707-77-0

Chemistry Building Blocks, COF Ligands, Diamines and Dianhydrides, Materials, Monomers, Porous Organic Frameworks

4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline MSDS

4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline CAS 1203707-77-0

Covalent Organic Frameworks (COFs) Benzo[c][1,2,5]thiadiazole Ligand

An amine functionalised bridging ligand linker for COFs in application photocatalytic carbon dioxide reduction, oxidation of benzyl amines and fluorescent probe with aggregation-Induced emission (AIE)

Overview
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4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline (BTDA), CAS number 1203707-77-0, has an electron deficient benzo[c][1,2,5]thiadiazole core with two aniline groups joined at 4,7-positions.

Constructed with 5,11,17,23-tetrakis(p-formyl)-25,26,27,28-tetrahydroxycalix[4]arene (CHO-C4A) as the electron donor and 4,7-bis(4-aminophenyl)-2,1,3-benzothiadiazole (BTDA) as the acceptor, calix[4]arene-derived 2D covalent organic framework COF-C4A-BTD demonstrated high efficacy in removing organic pollutants, such as bisphenol A, rhodamine B, and methylene blue with removal rates of 66%, 85%, and 99% respectively. Another crystalline and porous covalent organic framework prepared from 4,4'-(benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline and 1,3,5-triformylphloroglucinol, CoNi–COF-3, achieved an impressive CO generation rate of 2567 μmol g^–1 h^–1 with a selectivity of 92.2%.

DSABBT, obtained via one-step Schiff reaction of 4-(diethylamino)-salicylaldehyde (DSA) and 4,4'-(benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline, showed high singlet oxygen generation capacity and remarkable image-guided photodynamic therapy efficiency. DSABBT nanoparticles is thus a promising candidate for multifunctional photosensitizers to destroy cancer cells and block malignant tumour growth via the production of reactive oxygen species upon irradiation conditions.

MOF and COF ligands

Amine ligand for cross-linked COF/MOF networks

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

Facile reactions

Amine possesses excellent reactivity

General Information

CAS Number	1203707-77-0
Chemical Formula	C₁₈H₁₄N₄S
Full Name	4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline
Molecular Weight	318.4 g/mol
Synonyms	BTDA, 4,7-Bis(aminophenyl)-2,1,3-benzothiadiazole, 4,4'-(2,1,3-Benzothiadiazole-4,7-diyl)bisbenzeneamine
Classification / Family	Benzo[c][1,2,5]thiadiazoles, COF ligands

Chemical Structure

Product Details

Purity	>98%
Melting Point	247 – 248 °C
Appearance	Orange to red powder/crystals

MSDS Documentation

4,4'-(Benzo[c][1,2,5]thiadiazole-4,7-diyl)dianiline MSDS Sheet

Literature and Reviews

Calix[4]arene-Derived 2D Covalent Organic Framework with an Electron Donor–Acceptor Structure: A Visible-Light–Driven Photocatalyst, J. Xu et al., Small, 2304989 (2023); DOI: 10.1002/smll.202304989.
Integrating Dual-Metal Sites into Covalent Organic Frameworks for Enhanced Photocatalytic CO2 Reduction, J. Wang et al., ACS Catal.. 13 (7), 4316–4329 (2023); DOI: 10.1021/acscatal.3c00126.
Facile synthesis of 2D covalent organic frameworks for cooperative photocatalysis with TEMPO: The selective aerobic oxidation of benzyl amines, X. Li et al., Appl. Catal. B: Environ., 303, 120846 (2023); DOI: 10.1016/j.apcatb.2021.120846.
Multifunctional Organic Fluorescent Probe with Aggregation-Induced Emission Characteristics: Ultrafast Tumor Monitoring, Two-Photon Imaging, and Image-Guide Photodynamic Therapy, H. Ma et al., ACS Appl. Mater. Interfaces, 13 (7), 7987–7996 (2021); DOI: 10.1021/acsami.0c21309.
Covalent Organic Framework Isomers for Photoenhanced Gold Recovery from E-Waste with High Efficiency and Selectivity, S. Yang et al., ACS Sustainable Chem. Eng., 10 (30), 9719–9731 (2022); DOI: 10.1021/acssuschemeng.2c00285.

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