- 144.202.46.193. Generally, the thermal kinetic parameters (e.g., activation energy and reaction order) can be obtained from thermal analysis, which is conducted under non-isothermal conditions [19] or adiabatic conditions [20]. The optimum catalyst was subsequently used for the addition of diethylamine onto poly(1,8-octylene itaconate), this unsaturated polyester prepared via enzymatic polycondenzation. (2015b). Biomimetic Dextran–Peptide Vectors for Efficient and Safe siRNA Delivery. (2017). 31, 961–969. Use of the catalyst for post-polymerization modification showed that >90% amine pendant addition was possible after 24 h, this was far greater than the non-catalyzed equivalent with just 60% adduct and extensive undesired mesaconate units remaining. Polym. doi: 10.1021/cr100004p, Takasu, A., Ito, M., Inai, Y., Hirabayashi, T., and Nishimura, Y. AMPD, MEDA, and AEPZ with an equimolar MDA were performed using a mixture solvent of methanol and water (70:30, v/v) due to poor solubility of MDA in pure water (2 g in 100 ml water at 40 °C). Synthesis, functionalization, and controlled degradation of high molecular weight polyester from itaconic acid via ADMET polymerization. (2008). Synthesis of biodegradable polyesters by ring-opening copolymerization of cyclic anhydrides containing a double bond with 1,2-epoxybutane and one-pot preparation of the itaconic acid-based polymeric network. This indicated that dimer formation is the dominant reaction in MAR. Michael Addition Polymerization of Trifunctional Amine and Acrylic Monomer: A Versatile Platform for Development of Biomaterials, Institute of Materials Research and Engineering, A*STAR, 2 Fusionopolis Way Innovis #08-03, Singapore 138634, Beijing National Laboratory for Molecular Sciences, State Key Laboratory of Polymer Physics & Chemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China. The purpose of this study is to obtain a better understanding on MAR of acrylic acid. The experimental heat value of MAR (ΔH) was 109 J g−1. Philadelphia: Rohm & Haas Brochure; 1987. Inst Chem Eng. The branching structure of the obtained polymers and the polymerization process were investigated by nuclear magnetic resonance (NMR) spectroscopy and triple-detection size-exclusion chromatography (TD-SEC) analysis. Reproduced material should be attributed as follows: If the material has been adapted instead of reproduced from the original RSC publication (2016). It was revealed that acrylic double bond terminated branched polymers with high molecular weights and high degrees of branching (Mw.MALLS > 2.8 × 105 g mol−1, DB ≥ 0.8) were produced by t-BuP2 catalyzed oxa-Michael addition polymerization of a trimethylolpropane (TMP) with a double molar 1,6-hexanediol diacrylate (HDDA) in DMF at room temperature, even at 0 °C. Fabrication and characterization of thiol-triacrylate polymer via Michael addition reaction for biomedical applications. It is important to investigate the thermal characteristics and production of MAR for understanding thermal hazards of runaway polymerization induced by MAR. -ester)s. Jing Deng, Zhongde Dai, Jiaqi Yan, Marius Sandru, Eugenia Sandru, Richard J. Spontak, Liyuan Deng. Part of Springer Nature. 95, 1473–1480. Therefore, this heat value involved step oligomerization that forms these oligomers. J Loss Prev Process Ind. J. Appl. For the 1 K min−1 test, the temperature reached 60 °C before the heat flow became stable, and an exotherm was detected at 120 °C. doi: 10.1016/j.molcata.2006.08.082, Deka, N., and Sarma, J. C. (2001). Plant/Oper Prog. For reproduction of material from all other RSC journals and books: For reproduction of material from all other RSC journals. Chem. The sensitivity is 5–10 μW. Polyesters derived from itaconic acid for the properties and bio-based content enhancement of soybean oil-based thermosets. The investigative report [3] and Levy et al. 2.5 mmol of dimethyl itaconate and 1.28 g of 0.1 mmol g−1 I2 on Al2O3 catalyst (5%mol w.r.t. As for explaining the cases where CAN(III) is a better catalyst, further experiments were conducted. Sci. Synlett 1330–1330. is 55.5°C) and trapped itaconate, mesaconate, and adduct (100–220°C). Xinjian Qu, Yang Hu, Huifeng Wang, Haiqing Song, Megan Young, Fujian Xu, Ying Liu. (7). By off-stoichiometric polymerization between thiols and acrylates, inherently functionalized particles are facilely prepared in a single step. doi: 10.1016/j.eurpolymj.2018.07.009, Pellis, A., Corici, L., Sinigoi, L., D'amelio, N., Fattor, D., Ferrario, V., et al. The slope of the plot equals the rate constant of MAR at the test temperature. https://doi.org/10.1007/s10973-016-5985-6, DOI: https://doi.org/10.1007/s10973-016-5985-6, Over 10 million scientific documents at your fingertips, Not logged in The heat generation is small (heat of dimer formation: 130–150 J g−1 [2]) and the reaction rate is slow (rate of dimer formation: 0.02 mass% day−1 at 25 °C [16]). The approach represents a multidisciplinary example whereby biocatalytic polymerization is combined with chemocatalytic modification of the resultant polyester for the formation of useful bio-based polyesters. The GPC analysis method was identical to the estimation of MWD to identify acrylic acid monomer concentrations of samples successively in the isothermal test. Qimin Jiang, YuanLiang Zhang, Yongzhuang Du, Maotong Tang, Li Jiang, Wenyan Huang, Hongjun Yang, Xiaoqiang Xue, Bibiao Jiang. To obtain the heat of reaction, we should calculate the heat of reaction through the integration of the C80 curve and conversion of the sample. (2015a). Table 1. Conversion of monomer to Michael adducts in the C80 test at 0.01 K min−1 was 82.0 mass%, which was estimated based on the peak area at 19 min shown in Fig. However, the thermal behavior of MAR is thought to be too slow and mild to detect. Lanthanide trifluoromethanesulfonates as reusable catalysts - michael and diels-alder reactions. (7) is the correct rate constant of MAR around 120 °C. CCPS guidelines [1] caution against melting acrylic acid with direct steam impingement or electrical resistance heating elements since it is easy to overheat acrylic acid. Furthermore, it has also been shown to be an efficient catalyst toward both aliphatic and aromatic amine additions to Michael acceptors, thus offering a broad substrate scope (Duan et al., 2006). (A) Non-catalyzed reaction and (B) I2 on Al2O3 as the catalyst. In the case of itaconate containing polyesters, regioisomerization during polyesterification results in the formation of mesaconate (major) and citraconate (minor) units (Figure 3B). Calculations based on this rate constant coincided well with a previous experimental result [3]. Synthesis of bio-based unsaturated polyester resins and their application in waterborne UV-curable coatings. Peaks F is a complex multiplet as the surrounding H atoms are inequivalent, with a similar observation seen for signal G. To calculate the relative amounts of DMI and DMMes, peaks labeled D (methyl ester groups, CO2CH3) were integrated as 6 protons. Twenty millimoles of diethylamine was added to the reaction and stirred at room temperature for 2 or 6 h when kinetic studies were made (taking aliquots at 2 hourly intervals for analysis by 1H-NMR spectroscopy, CDCl3 solvent). Tetrahedron Lett. Tetrahedron Lett. The catalysts were used as received (Sigma-Aldrich) without pre-treatment. Polym. The reactions were run for 6 h at 1,013 mbar. 2. General, mild and efficient synthesis of beta-enaminones catalyzed by ceric ammonium nitrate (pg 881, 2007). Melek Naz Guven, Gozde Demirci, Seckin Altuncu, Umit Gulyuz, Oguz Okay, Havva Yagci Acar, Duygu Avci. Chem. Matsunaga H, Izato Y, Habu H, Miyake A. thermal decomposition characteristics of mixtures of ammonium dinitramide and copper(II) oxide. For the powdered supports used as received in this study the following information is available from the supplier (Sigma-Aldrich): acidic alumina (19996-6), Brockmann I, 58 Å pore size, 150 mesh; neutral alumina (199974), Brockmann I, 58 Å pore size; basic alumina (199443), Brockmann I, 58 Å pore size; silica K60 (60738), 60 Å pore size, 220–240 mesh. doi: 10.1002/app.27112, Schoon, I., Kluge, M., Eschig, S., and Robert, T. (2017). 1993;12:111–4. All experiments were performed in duplicates and are shown in the figure as the average of two independent experiments ± the standard deviation.