925-16-6

Usage

Uses

Used in Polymer Synthesis:
Diallyl Succinate is used as a monomer in the synthesis of crosslinked polymers. Its reactive allyl groups allow for the formation of covalent bonds with other monomers, resulting in the creation of three-dimensional polymer networks with improved mechanical properties and stability.
Used in Gene Transfection:
Diallyl Succinate is used in the formation of magnetic polyethylenamine complexes for enhancing gene transfection. The magnetic properties of these complexes enable efficient separation and purification of genetic materials, while the polyethylenamine component facilitates the delivery of genes into target cells, improving the efficiency of gene transfection processes.

InChI:InChI=1/C10H14O4/c1-3-7-13-9(11)5-6-10(12)14-8-4-2/h3-4H,1-2,5-8H2

Upstream product

• 108-30-5 succinic acid anhydride 
• 107-18-6 allyl alcohol 
• 110-15-6 succinic acid 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 
• 999-21-3 diallyl maleate 

Downstream Products

• 136286-18-5 2,5-dioxo-cyclohexane-1,4-dicarboxylic acid diallyl ester 
• 30273-32-6 2-chloro-3-(2-chlorophenyl)propyl 3-carballyloxypropionate 
• 193023-50-6 diallyl 2-benzoylsuccinate 
• 71324-09-9 diallyl 2,5-dihydroxycyclohexa-1,4-diene-1,4-dicarboxylate 

Relevant academic research and scientific papers

A biocompatible arginine-based polycation

Self assembly between cations and anions is ubiquitous throughout nature. Important biological structures such as chromatin often use polyvalent assembly between a polycation and a polyanion. The biomedical importance of synthetic polycations arises from their affinity to polyanions such as nucleic acid and heparan sulfate. However, the limited biocompatibility of synthetic polycations hampers the realization of their immense potential. By examining biocompatible cationic peptides, we hypothesize that a biocompatible polycation should be biodegradable and made from endogenous cations. We design an arginine-based biodegradable polycation and demonstrate that it is more compatible by several orders of magnitude than conventional polycations in vitro and in vivo. This biocompatibility diminishes when L-arginine is substituted with D-arginine or when the biodegradable ester linker is changed to a biostable ether linker. We believe that this design can lead to many biocompatible polycations that can significantly advance a wide range of applications including controlled release, tissue engineering, biosensing, and medical devices. The design of PAGS and the control polymers that probe the importance of endogenous cations and their degradability in terms of biocompatibility is studied. The biocompatibility is shown to diminish when L-arginine is substituted with D-arginine or when the biodegradable ester linker is changed to a biostable ether linker.

Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis

The carbon–carbon double bond of unsaturated carbonyl compounds was readily reduced by using a phosphetane oxide catalyst in the presence of a simple organosilane as the terminal reductant and water as the hydrogen source. Quantitative hydrogenation was observed when 1.0 mol % of a methyl-substituted phosphetane oxide was employed as the catalyst. The procedure is highly selective towards activated double bonds, tolerating a variety of functional groups that are usually prone to reduction. In total, 25 alkenes and two alkynes were hydrogenated to the corresponding alkanes in excellent yields of up to 99 %. Notably, less active poly(methylhydrosiloxane) could also be utilized as the terminal reductant. Mechanistic investigations revealed the phosphane as the catalyst resting state and a protonation/deprotonation sequence as the crucial step in the catalytic cycle.

Polymer particles

Biodegradable, cross-linked polymer particle embolics and methods of making the same are described. The particle embolics can be used as embolization agents.

A novel hydrogen-bonded silica-supported acidic ionic liquid: An efficient, recyclable and selective heterogeneous catalyst for the synthesis of diesters

Abstract: In this study, two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles (SNPs) via hydrogen bonding. The materials were characterized by FT-IR, NMR, SEM, nitrogen physisorption measurement, TGA and acid-base titration. The catalytic activity of the prepared catalysts was investigated in the synthesis of phthalate, maleate and succinate diesters under solvent-free conditions. It was found that nanosilica@[HFDAIL] with higher availability of acidic sites and higher hydrophilicity was more efficient compared to the nanosilica@[SFDAIL]. Notably, nanosilica@[HFDAIL] catalyst has also demonstrated excellent selectivity for the diester product while the monoester product was predominant in the case of nanosilica@[SFDAIL] even after prolonged reaction time or higher catalyst loading. In addition, the nanosilica@[HFDAIL] catalyst could be separated by simple filtration and reused several times without any significant loss of catalytic performance, but a remarkable decrease in activity was observed for nanosilica@[SFDAIL] in the next runs. GRAPHICAL ABSTRACT?: SYNOPSIS Two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles via hydrogen bonding. The catalytic activity of the catalysts was investigated in the synthesis of diesters under solvent-free conditions.

Synthesis and characterization of a new hydroxyl functionalized diacidic ionic liquid as catalyst for the preparation of diester plasticizers

Two new functionalized diacidic ionic liquids (FDAILs) including hydroxyl functionalized diacidic ionic liquid (HFDAIL) and sulfonated diacidic ionic liquid (SFDAIL) were synthesized and characterized by 1HNMR, 13CNMR and FT-IR. The catalytic activities of these FDAILs were examined in esterification reaction of anhydrides with some alcohols to give corresponding dialkyl plasticizers under solvent-free conditions. The results indicate that HFDAIL, as hydroxyl-bearing catalyst, show better catalytic performance. Under the optimum conditions, using HFDAIL, the conversion of phthalic anhydride was high and diester plasticizers were obtained with good to excellent yields in the presence of only 10?mol% of ionic liquid. All the produced diesters could be easily recovered due to their immiscibility with the ionic liquid. Recycling experiments suggests that these ionic liquids can be reused several times without remarkable loss in their catalytic activity.

POLYMER FILMS

Biodegradable, cross-linked polymer films and methods of making the same are described. The polymer films can be used for preventing adhesions following surgery and/or delivering therapeutic agents.

Diglycidyl esters cross-linked with low molecular weight polyethyleneimine for magnetofection

Magnetic polyethyleneimine (PEI) complexes have demonstrated to be simple and efficient vectors for enhancing gene transfection. However, the high cytotoxicity of PEI restricts its further application in vivo. In this study, we synthesized several low cytotoxicity biodegradable cationic polymers derived from PEI (Mw 600) linked with diglycidyl tartrate (DT-PEI) or its analogues (diglycidyl succinate (DS-PEI) and diglycidyl malate (DM-PEI); D-PEIs for all 3 polymers). Moreover, a type of biocompatible magnetic nanoparticles (MNPs) with negative charges was prepared to assemble with D-PEIs/DNA complexes via electrostatic interactions. The magnetic ternary complexes have appropriate sizes of 120-150nm and zeta potential values of ～20-25mV. The transfection ability and cell viability of D-PEIs increased as the amount of hydroxyl groups increased in the repeat unit, which indicated that increasing the hydroxyl number in the backbone of D-PEIs can enhance gene expression and decrease cytotoxicity in A549 cells. Magnetofection of DT-PEI showed similar transfection efficiency with 30min incubation; in contrast, the standard incubation time was 4h. All three magnetic complexes displayed lower cytotoxicity when compared with those of PEI complexes in COS-7 and A549. These results indicated that these series of magnetic PEI derivatives complexes could be potential nanocarriers for gene delivery.

Titanium isopropoxide promoted tandem self-cross and ring-closing metathesis approach for the synthesis of macrotetralides

A new approach is demonstrated for the synthesis of macrotetralides through an olefin metathesis reaction using Grubbs' second-generation catalyst with titanium isopropoxide as a cocatalyst. This study demonstrates a tandem self-cross and ring-closing metathesis approach to form macrocyclic ring systems with excellent (E) selectivity. The reaction was optimized with regard to functional group, catalyst, solvent, Lewis acid, concentration, and temperature. A new approach is demonstrated for the synthesis of macrotetralides through tandem self-cross and ring-closing metathesis reactions using Grubbs' second-generation catalyst and titanium isopropoxide. Copyright

Titanium Isopropoxide Promoted Tandem Self-Cross and Ring-Closing Metathesis Approach for the Synthesis of Macrotetralides

A new approach is demonstrated for the synthesis of macrotetralides through an olefin metathesis reaction using Grubbs' second-generation catalyst with titanium isopropoxide as a cocatalyst. This study demonstrates a tandem self-cross and ring-closing metathesis approach to form macrocyclic ring systems with excellent (E) selectivity. The reaction was optimized with regard to functional group, catalyst, solvent, Lewis acid, concentration, and temperature. A new approach is demonstrated for the synthesis of macrotetralides through tandem self-cross and ring-closing metathesis reactions using Grubbs' second-generation catalyst and titanium isopropoxide.

Synthesis of unsaturated esters via highly efficient esterification catalyzed by polymer grafted quarternary ammonium salts as triphase catalysts

A series of unsaturated esters were prepared via condensation of sodium carboxylates and alkenyl halide under the condition of macroporous polystyrene grafted quarternary ammonium salt as recyclable phase transfer catalyst, NaI as co-catalyst, Cu powder as inhibitor and H2O as solvent. Under optimal conditions, products yields are 78.2～ 96.0%. The catalyst can be convenient recycled and reutilized for about five times without losing its activity obviously.