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1.
ACS Nano ; 15(6): 10384-10392, 2021 Jun 22.
Article in English | MEDLINE | ID: mdl-34036790

ABSTRACT

Rewritable paper is meaningful to the recyclable and sustainable utilization of environmental resources and thus has been extensively investigated for several decades. In this work, we demonstrated an efficient and convenient strategy to fabricate rewritable paper based on reversible hydrochromism of donor-acceptor Stenhouse adducts (DASAs). The kinetics and efficiency of isomerization could be well-controlled by adjusting the surrounding temperature and humidity. Monocolored rewritable paper was prepared by coating cyclic DASA·xH2O on the paper surface. Writing, printing, stamping and patterning were realized on the rewritable paper. The information could be controllably erased by treatment in a humid atmosphere. More importantly, the rewritable paper was upgraded to multicolored by combination of two DASA materials. The color of chirography was switched by controlling the writing speed.

2.
Langmuir ; 37(2): 802-809, 2021 Jan 19.
Article in English | MEDLINE | ID: mdl-33406356

ABSTRACT

Understanding the relationship between chemical structure and photoswitching property of donor-acceptor Stenhouse adducts (DASAs) is necessary for developments and applications of the novel photoresponsive molecule. In the current work, we demonstrated a close relationship between the length of carbon spacer and photoswitching property of DASAs. A series of DASAs with barbituric acid substituted electron-withdrawing part and N-methylaniline substituted electron-donating part were synthesized. With shortening the carbon spacer between the phenyl and amine groups in the electron-donating part, the efficiency and rate of the light-induced linear-to-cyclic isomerization are improved in all the test solvents. The molecular energy variation during the isomerization process was investigated by density functional theory calculation to further understand the mechanism. This work provides a reliable carbon spacer strategy to control the photoswitching behavior of DASAs using chemical methods.

3.
J Agric Food Chem ; 66(30): 8104-8113, 2018 Aug 01.
Article in English | MEDLINE | ID: mdl-29989410

ABSTRACT

Polyglycerol ester is considered an excellent kind of food emulsifier. The aim of the current study was to synthesize polyglycerol fatty acid esters (PGFEs) with different-sized long-chain fatty acids (i.e. long-carbon fatty acid polyglycerol esters, L-PGFEs; medium-carbon fatty acid polyglycerol esters, M-PGFEs; and short-carbon fatty acid polyglycerol esters, S-PGFEs), using Lipozyme 435 as a catalyst in a solvent-free system. Thereafter, the physicochemical properties of the newly synthesized PGFEs and their potential applications as food emulsifiers were investigated. The maximum esterification efficiencies of L-PGFEs, M-PGFEs, and S-PGFEs were 69.37, 67.34, and 71.68%, respectively, at the optimum conditions: a reaction temperature of 84.48 °C, a reaction time of 6 h, a molar ratio of polyglycerol to fatty acid of 1.35:1, and 1.41 wt % enzyme usage (based on the total substrate mass). A high-performance liquid chromatograph equipped with an evaporative light-scattering detector (HPLC-ELSD) and an electrospray-ionization mass spectrometer (ESI-MS) were employed to identify the synthesized products. The results demonstrated that the main components of these PGFEs were dimeric glycerides (68.3%), triglycerides (13.13%), and a small amount of tetraglycerides (3.18%). The properties of the PGFEs were characterized by physical and chemical methods. Compared with M-PGFEs and S-PGFEs, L-PGFEs had the best physicochemical properties without any obvious odor. Further, the emulsion capabilities of these different long-chain PGFEs were evaluated via examining the particle sizes and storage stabilities and comparing them with those of glycerin monostearate (GMS). The results showed that the emulsions prepared with L-PGFEs had the best stability and the smallest particle sizes (16.8 nm) compared with those of M-PGFEs, S-PGFEs, and GMS, and they were not prone to oil-droplet coalescence or the separation of oil and water. From the current study, the newly synthesized PGFEs with long-chain fatty acids showed the best advantages as a food emulsifier compared with M-PGFEs, S-PGFEs, and even glycerin monostearate.


Subject(s)
Emulsifying Agents/chemical synthesis , Esters/chemistry , Fatty Acids/chemistry , Glycerol/chemistry , Lipase/chemistry , Polymers/chemistry , Biocatalysis , Chromatography, High Pressure Liquid , Emulsifying Agents/chemistry , Emulsions/chemical synthesis , Emulsions/chemistry , Mass Spectrometry , Molecular Structure
4.
J Agric Food Chem ; 66(8): 1990-1998, 2018 Feb 28.
Article in English | MEDLINE | ID: mdl-29429331

ABSTRACT

In the present study, a new structured lipid with medium- and long-chain triacylglycerols (MLCTs) was synthesized from camellia oil (CO) and Cinnamomum camphora seed oil (CCSO) by enzymatic interesterification. Meanwhile, the antiobesity effects of structured lipid were investigated through observing the changes of enzymes related to lipid mobilization in healthy C57BL/6J mice. Results showed that after synthesis, the major triacylgeride (TAG) species of intesterificated product changed to LaCC/CLaC (12.6 ± 0.46%), LaCO/LCL (21.7 ± 0.76%), CCO/LaCL (14.2 ± 0.55%), COO/OCO (10.8 ± 0.43%), and OOO (18.6 ± 0.64%). Through second-stage molecular distillation, the purity of interesterified product (MLCT) achieved 95.6%. Later, male C57BL/6J mice were applied to study whether the new structured lipid with MLCT has the efficacy of preventing the formation of obesity or not. After feeding with different diets for 6 weeks, MLCTs could reduce body weight and fat deposition in adipose tissue, lower plasma triacylglycerols (TG) (0.89 ± 0.16 mmol/L), plasma total cholesterol (TC) (4.03 ± 0.08 mmol/L), and hepatic lipids (382 ± 34.2 mg/mice) by 28.8%, 16.0%, and 30.5%, respectively, when compared to the control 2 group. This was also accompanied by increasing fecal lipids (113%) and the level of enzymes including cyclic adenosine monophosphate (cAMP), protein kinase A (PKA), hormone-sensitive lipase (HSL), and adipose triglyceride lipase (ATGL) related to lipid mobilization in MLCT group. From the results, it can be concluded that MLCT reduced body fat deposition probably by modulating enzymes related to lipid mobilization in C57BL/6J mice.


Subject(s)
Cinnamomum camphora/chemistry , Lipid Metabolism , Obesity/diet therapy , Plant Extracts/metabolism , Plant Oils/metabolism , Triglycerides/metabolism , Animals , Cinnamomum camphora/metabolism , Cyclic AMP-Dependent Protein Kinases/genetics , Cyclic AMP-Dependent Protein Kinases/metabolism , Humans , Liver/metabolism , Male , Mice , Mice, Inbred C57BL , Obesity/enzymology , Obesity/genetics , Obesity/metabolism , Plant Extracts/chemistry , Plant Oils/chemistry , Seeds/chemistry , Seeds/metabolism , Sterol Esterase/genetics , Sterol Esterase/metabolism , Triglycerides/chemistry
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