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Coumarin Caged Compounds of 1-Naphthaleneacetic Acid as Light-Responsive Controlled-Release Plant Root Stimulators
摘要： Six coumarin caged compounds of NAA comprising different substituents on the coumarin moiety were synthesized and evaluated for their photo-physical and chemical properties as light-responsive controlled-release plant root stimulators. The 1H-NMR and HPLC techniques were used to verify the release of NAA from the caged compounds. After irradiation at 365 nm, the caged compounds exhibited the fastest release rate at t1/2 of 6.7 days and the slowest release rate at t1/2 of 73.7 days. Caged compounds at high concentration (10-5 M and 10-6 M) significantly stimulate secondary root germination while free NAA at the same level is toxic and leads to inhibition of secondary root germination. Cytotoxicity of the caged compounds against Fibroblasts and Vero cells were evaluated and the results suggested that at 10-5 – 10-6 M, caged compounds exhibit no significant cytotoxic to the cells. Thus, the caged compounds of NAA in this study can be of great benefits as efficient agrochemicals.
关键词： Photoremovable protecting groups,Agrochemicals,Coumarin caged compounds,Photocontrolled-release plant growth regulators,Plant root simulators,1-Naphthaleneacetic acid
更新于2025-09-23 15:21:01
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Enhancement of molecular-level ordering of isoindigo based organic materials through deprotecting of cleavable carbamate groups with long alkyl chains
摘要： A new highly soluble isoindigo based organic material with both cleavable carbamate protecting groups bearing long alkyl chains and thiophene groups was successfully synthesized. The carbamate protecting groups were easily removed by solvent-vapor thermal annealing using a mixture of trifluoroacetic acid and chloroform. Deprotection of the NH functional groups in the isoindigo backbone in situ facilitated H-bonding that dramatically improved the strength of the intermolecular interactions. X-ray diffraction and high-voltage electron microscopy studies of the resulting organic material showed long-range ordered crystalline structure. High crystallinity due to enhanced π-π stacking and hydrogen bonding significantly improved the charge carrier mobility. The hole mobilities of isoindigo based organic material measured by SCLC method improved from 3.46 x 10^-6 cm^2 V^-1 s^-1 to 1.13 x 10^-3 cm^2 V^-1 s^-1 upon deprotection of the NH functional groups.
关键词： Isoindigo,Conjugated,Crystallinity,Hydrogen bonding,Protecting groups
更新于2025-09-11 14:15:04