Effect of structure on the properties of polyurethanes based on aromatic cardanol-based polyols prepared by thiol-ene coupling

Industrial-grade cardanol and 2-mercaptoethanol were reacted to generate hydroxyl-functionalized cardanol by UV, free-radical-initiated thiol-ene coupling between the double bond moieties of the cardanol long carbon side chain and thiol functional groups. The average hydroxyl number of the hydroxyl-functionalized cardanol was controlled by reaction time, with the hydroxyl values of this ranging within 168–201 mg KOH g⁻¹. This cardanol was then used as a polyol to prepare cardanol-based polyurethane with hexamethylene diisocyanate and a NCO/OH ratio of 1. To compare the effect of cardanol-based polyols with the properties of cardanol-based polyurethane, cardanol modified with 10-undecylenate was used as a raw material to prepare cardanol-based polyols, including the long carbon chain of 10-undecylenate. All properties were examined, and data revealed that cardanol-based polyols including this long carbon chain can improve the hydrophobic and mechanic properties of the cardanol-based polyurethane.     

Preparation and polymerization of isopimaric acid derivatives

Isopimaric acid is a typical rosin compound and can account for 30% of the total mass of slash pine rosin. The molecular structure of isopimaric acid derivatives features an unsaturated double bond at the C13 position, opening up the possibility of their industrial polymerization. In this study, isopimaric acid (95.4%), methyl isopimarate (99.5%), and allyl isopimarate (95.1%) were prepared as highly pure monomers. New experimental results are presented and mechanisms based on the investigation of free-radical polymerization under UV irradiation are proposed. New rosin monomers for potential value-added utilization of woody biomass are also identified. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136, 47817.     

衣康酸光固化树脂的研究进展

被誉为"绿色技术"的光固化技术,不仅节能环保而且经济高效,已在众多领域得以应用。利用天然可再生资源制备光固化树脂对光固化技术的可持续发展具有重要意义。衣康酸作为一种来源广泛的天然可再生资源,其分子结构中同时含有不饱和双键和两个羧基,可替代丙烯酸、己二酸等石化资源合成各种光固化不饱和树脂,所得树脂综合性能优良。本文综述了衣康酸制备光固化树脂的研究进展,主要包括环氧衣康酸树脂、衣康酸聚酯、衣康酸聚酯丙烯酸酯、衣康酸聚氨酯丙烯酸酯等。由衣康酸合成的光固化树脂在涂料、生物医药和3D打印材料等领域具有重要的应用价值,为生物质资源的高值化利用提供了新途径。     

Design,Synthesis, and Biological Evaluation of Novel 6H-Benzo[c]chromen-6-one Derivatives as Potential Phosphodiesterase II Inhibitors

Urolithins (hydroxylated 6H-benzo[c]chromen-6-ones) are the main bioavailable metabolites of ellagic acid (EA), which was shown to be a cognitive enhancer in the treatment of neurodegenerative diseases. As part of this research, a series of alkoxylated 6H-benzo[c]chromen-6-one derivatives were designed and synthesized. Furthermore, their biological activities were evaluated as potential PDE2 inhibitors, and the alkoxylated 6H-benzo[c]chromen-6-one derivative 1f was found to have the optimal inhibitory potential (IC₅₀: 3.67 ± 0.47 μM). It also exhibited comparable activity in comparison to that of BAY 60-7550 in vitro cell level studies.     

不同木质素磺酸钠对豆粕胶黏剂性能的影响

通过FTIR、元素分析、GPC对4种不同来源的木质素磺酸钠进行物理化学性质分析,并将其与水性聚酰胺协同改性豆粕胶黏剂(简称豆粕胶),利用测试接触角、剪切黏度和湿态胶合强度考察改性前后胶黏剂的浸润性、流变特性以及所得胶合板的胶合性能.红外谱图分析表明,在1065 cm–1附近出现了磺酸基或磺甲基中S==O的伸缩振动吸收峰,证明木质素经过磺化反应或磺甲基化反应得到木质素磺酸钠;木质素磺酸钠中磺酸基含量越高,经其改性的豆粕胶的零剪切黏度越低且在木材表面的润湿性越好;豆粕胶黏剂与杨木单板的接触角从未改性的95°降到改性后的61°;与水性聚酰胺协同改性后的豆粕胶制得胶合板的湿态胶合强度达到0.92 MPa,合格率为100％,满足国家Ⅱ类胶合板的标准要求(胶合强度≥0.70 MPa,合格率≥90％).     

Synthesis and properties of biodegradable hydrogels of κ-carrageenan grafted acrylic acid-co-2-acrylamido-2-methylpropanesulfonic acid as candidates for drug delivery systems

Novel types of highly swelling hydrogels were prepared by grafting crosslinked polyacrylic acid-co-poly-2-acrylamido-2-methylpropanesulfonic acid (PAA-co-PAMPS) chains onto κ-carrageenan through a free radical polymerization method. Here, we propose a mechanism for κ-carrageenan-g-PAA-co-PAMPS formation and confirm the hydrogel structure using FTIR spectroscopy. The effect of grafting variables (i.e. concentration of methylenebisacrylamide (MBA), acrylic acid/-2-acrylamido-2-methylpropanesulfonic acid (AA/AMPS) weight ratio, ammonium persulfate (APS), κ-carrageenan, neutralization percent and reaction temperature) were systematically optimized to achieve a hydrogel with a maximum swelling capacity. The maximum water absorbency of the optimized final product was 1238 g/g, while poly-2-acrylamido-2-methylpropanesulfonic acid-g-κ-carrageenan and polyacrylic acid-g-κ-carrageenan hydrogels swelled to a range of 135–800 g/g. The swelling of superabsorbent hydrogels was measured in various solutions with pH values ranging from 1 to 13. In addition, the pH reversibility, on–off switching behavior and swelling kinetics in distilled water were preliminarily investigated.     

Effects of high hydrostatic pressure treatment on structural,allergenicity, and functional properties of proteins from ginkgo seeds

The effects of high hydrostatic pressure (HHP) treatment on the structural, allergenicity and functional properties of ginkgo seed protein (GSP) were investigated. GSP was treated under pressures of 100, 200, 300, 400, 500, 600 and 700 MPa. Western blotting and ELISA assay revealed that HHP treatment at pressure ranges from 300 up to 700 MPa can significantly reduce the allergenicity of GSP. Meanwhile, SDS-PAGE, MALDI-TOF-MS, CD spectra, fluorescence spectra and UV absorption spectra analysis revealed that, after HHP treatment, the GSP disintegrated into proteins with small molecular weights ranging from 4 to 30 kDa; the secondary structures of α-helices and β-sheet were largely destroyed and turned into random coil; and the UV absorption intensity, surface hydrophobicity and sulfhydryl group (SH) content of GSP were significantly increased. Moreover, the HHP-treated GSP showed markedly improved heat stability and emulsifying properties compared to the untreated GSP.Industrial relevanceAs a traditional food and medicine source, the seeds of Ginkgo biloba were used in china for several thousand years. Ginkgo seeds could be added to desserts, glazed fruit, beverages and tipple, also ginkgo seeds, as a traditional Chinese medicinal material, have been recorded in the Compendium of Materia Medical. Research shows that ginkgo seeds have a relatively high content (10%–15%) of proteins, which possess rich and reasonable composition of amino acids, and much higher content of essential amino acids than the recommended FAO/WHO standard, belonging to the high-quality protein. Ginkgo seeds proteins (GSP) have many biological activities, including anti-oxidation, anti-aging, anti-tumor, and anti-bacterial, so it has high value of nutrition and medicine. However, eating GSP could result in allergic reaction to humans, infant, or children are more sensitive to GSP, the clinical symptoms such as nausea, vomiting, bellyache, diarrhea, dysphoria, exanimation, convulsions, dyspnea, and mydriasis, and sometimes even death can occur.In the study, we used the method of high hydrostatic pressure (HHP) treatments, which can significantly improve the functional properties and reduce the antigenicity of GSP. After the HHP treatment, GSP can be transformed into proteins with small molecular weights ranging from 4 to 30 kDa, the antigenicity of GSP can be reduced by more than 95%, and the heat stability and emulsifying properties of GSP can be markedly improved. Thus, this study is very helpful for designing the hypoallergenic and improved functional GSP, which could have a relevant practical application for their use as base ingredients of food.     

The effect of dense polymer brush on the microfibrillated cellulose for the mechanical properties of poly(ε-caprolactone) biocomposites

Two different cellulosic fibers [pristine microfibrillated celluloses (MFCs) and 2,2-bis(hydroxymethyl)propionic acid-modified MFCs (bis-MPA-modified MFCs)] were grafted by poly(ε-caprolactone) (PCL) molecules through the ring-opening polymerization (ROP) method. The PCL-grafted MFCs were characterized using Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS) and elemental analysis. The results showed that the grafting of PCL on the bis-MPA-modified MFCs was more efficient than that of the pristine MFCs due to the higher density of the activated hydroxyl groups on the bis-MPA-modified MFCs. Furthermore, the numerous PCL chains bound to the bis-MPA-modified MFCs (PCL-g-mMFC) demonstrated the stronger interfacial adhesion between the modified MFC fibers and the PCL matrix, as well as the greatly improved dispersion of the modified MFCs in the PCL matrix of the PCL/cellulose biocomposites.     

丙烯海松双酰基硫脲衍生物的合成

松香与丙烯酸通过Diels-Alder双烯加成反应得到16-异丙基-5,9-二甲基四环[10.2.2.01,10.04,9]十六烷基-15-烯基-5,14-二酸(即丙烯海松酸),丙烯海松酸再经酰氯化、酯化,最后与芳胺反应生成标题化合物,通过IR、NMR、MS和元素分析等对产物进行了表征,并对反应条件进行了优化,产品收率...     

Effect of zinc oxide on properties of phenolic foams/halogen‐free flame retardant system

A halogen‐free flame retardant system consisting of ammonium polyphosphate (APP) as an acid source, blowing agent, pentaerythritol (PER) as a carbonific agent and zinc oxide (ZnO) as a synergistic agent, was used in this work to enhance flame retardancy of phenolic foams. ZnO was incorporated into flame retardant formulation at different concentrations to investigate the flammability of flame retardant composite phenolic foams (FRCPFs). The synergistic effects of ZnO on FRCPFs were evaluated by limited oxygen index (LOI), thermogravimetric analysis (TGA), cone calorimeter tests, and images of residues. Results showed that the flame retardant significantly increased the LOI of FRCPFs. Compared with PF, heat release rate (HRR), total heat release (THR), effective heat of combustion (EHC), production or yield of carbon monoxide (COP or COY) and Oxygen consumption (O₂C) of FRCPFs all remarkably decreased. However specific extinction area (SEA) and total smoke release (TSR) significantly increased, which agreed with the gas‐phase flame retardancy mechanism of the flame retardant system. The results indicated that FRCPFs have excellent fire‐retardant performance and less smoke release. And the bending and compression strength were decreased gradually with the increase of ZnO. The comprehensive properties of FRCPFs were better when the amount of ZnO was 1～1.5%. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015 , 132, 42730.