Iron-Catalyzed Synthesis of Five-Membered Cyclic Carbonates from Vicinal Diols: Urea as Sustainable Carbonylation Agent

2016 ◽  
Vol 2016 (22) ◽  
pp. 3721-3727 ◽  
Author(s):  
Miguel Peña-López ◽  
Helfried Neumann ◽  
Matthias Beller
Keyword(s):  
Cyclic Carbonates ◽  
Vicinal Diols

1,3-Dimethylimidazolium-2-carboxylate: a zwitterionic salt for the efficient synthesis of vicinal diols from cyclic carbonates

2014 ◽  
Vol 16 (6) ◽  
pp. 3297 ◽  
Author(s):  
Jian Sun ◽  
Xiaoqian Yao ◽  
Weiguo Cheng ◽  
Suojiang Zhang
Keyword(s):  
Cyclic Carbonates ◽  
Efficient Synthesis ◽  
Vicinal Diols

The conversion of some carbohydrate diols into cyclic carbonates and thiocarbonates by means of N-dichloromethylene-N,N-dimethylammonium chloride (Viehe's salt)

1982 ◽  
Vol 35 (8) ◽  
pp. 1709 ◽  
Author(s):  
C Copeland ◽  
RV Stick
Keyword(s):  
Hydrogen Sulfide ◽  
Cyclic Carbonates ◽  
Sodium Hydrogen ◽  
Dimethylammonium Chloride ◽  
Vicinal Diols ◽  
Cis And Trans

Various carbohydrate cis and trans vicinal diols have been treated with N-dichloromethylene-N,N- dimethylammonium chloride (Viehe's salt), and the resulting cyclic salts quenched with water or sodium hydrogen sulfide to form, in the main, cyclic carbonates and thiocarbonates. These results are discussed in light of the 'orbital-assist' proposal by Deslongchamps.

Imine Based Self-Healing Hydrogel Triggered by Periodate

2020 ◽  
Author(s):  
Alexis Wolfel ◽  
Cecilia Inés Alvarez Igarzabal ◽  
Marcelo Ricardo Romero
Keyword(s):  
Functional Groups ◽  
Time Window ◽  
Crosslinking Reaction ◽  
Self Healing ◽  
Swelling Properties ◽  
Covalent Bonds ◽  
Smart Systems ◽  
Primary Amino ◽  
Vicinal Diols ◽  
Aldehyde Groups

<p>Design of materials with novel sensitivities and smart behaviour is important for the development of smart systems with automated responsiveness. We have recently reported the synthesis of hydrogels, cross-linked by <i>N,N'</i>-diallyltartardiamide (DAT). The covalent DAT-crosslinking points have vicinal diols which can be easily cleaved with periodate, generating valuable a-oxo-aldehyde functional groups, useful for further chemical modification. Based on those findings, we envisioned that a self-healable hydrogel could be obtained by incorporation of primary amino functional groups, from <a>2-aminoethyl methacrylate </a>hydrochloride (AEMA), coexisting with DAT into the same network. The a-oxo-aldehyde groups generated after the reaction with periodate would arise in the immediate environment of amine groups to form imine cross-links. For this purpose, DAT-crosslinked hydrogels were synthesized and carefully characterized. The cleavage of DAT-crosslinks with periodate promoted changes in the mechanical and swelling properties of the materials. As expected, a self-healing behavior was observed, based on the spontaneous formation of imine covalent bonds. In addition, we surprisingly found a combination of fast vicinal diols cleavage and a low speed self-crosslinking reaction by imine formation. Consequently, it was found a time-window in which a periodate-treated polymer was obtained in a transient liquid state, which can be exploited to choose the final shape of the material, before automated gelling. The singular properties attained on these hydrogels could be useful for developing sensors, actuators, among other smart systems.</p>

scholarly journals Highly Efficient MOF Catalyst Systems for CO2 Conversion to Bis-Cyclic Carbonates as Building Blocks for NIPHUs (Non-Isocyanate Polyhydroxyurethanes) Synthesis

Catalysts ◽  
2021 ◽  
Vol 11 (5) ◽  
pp. 628
Author(s):  
Adolfo Benedito ◽  
Eider Acarreta ◽  
Enrique Giménez
Keyword(s):  
Molar Mass ◽  
Cycloaddition Reaction ◽  
Building Blocks ◽  
Catalyst System ◽  
Cyclic Carbonate ◽  
Ammonium Bromide ◽  
Cyclic Carbonates ◽  
High Molar Mass ◽  
Highly Efficient ◽  
Free Process

The present paper describes a greener sustainable route toward the synthesis of NIPHUs. We report a highly efficient solvent-free process to produce [4,4′-bi(1,3-dioxolane)]-2,2′-dione (BDC), involving CO2, as renewable feedstock, and bis-epoxide (1,3-butadiendiepoxide) using only metal–organic frameworks (MOFs) as catalysts and cetyltrimethyl-ammonium bromide (CTAB) as a co-catalyst. This synthetic procedure is evaluated in the context of reducing global emissions of waste CO2 and converting CO2 into useful chemical feedstocks. The reaction was carried out in a pressurized reactor at pressures of 30 bars and controlled temperatures of around 120–130 °C. This study examines how reaction parameters such as catalyst used, temperature, or reaction time can influence the molar mass, yield, or reactivity of BDC. High BDC reactivity is essential for producing high molar mass linear non-isocyanate polyhydroxyurethane (NIPHU) via melt-phase polyaddition with aliphatic diamines. The optimized Al-OH-fumarate catalyst system described in this paper exhibited a 78% GC-MS conversion for the desired cyclic carbonates, in the absence of a solvent and a 50 wt % chemically fixed CO2. The cycloaddition reaction could also be carried out in the absence of CTAB, although lower cyclic carbonate yields were observed.

Insights into the Solubility of Carbon Dioxide in Grafted Mesoporous Silica for the Catalytic Synthesis of Cyclic Carbonates by Nanoconfinement

2021 ◽  
Author(s):  
Shahab Boroun ◽  
Abolfazl Alizadeh Sahraei ◽  
Abdol Hadi Mokarizadeh ◽  
Houshang Alamdari ◽  
Frédéric-Georges Fontaine ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Mesoporous Silica ◽  
Catalytic Synthesis ◽  
Cyclic Carbonates
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