65039-10-3

Usage

Uses

Used in Chemical Synthesis:
1-Allyl-3-methylimidazolium chloride is used as a nonderivatizing solvent for cellulose, which allows for the efficient dissolution and processing of cellulose without altering its chemical structure. This property is particularly useful in the production of cellulose-based materials and products.
Used in Agriculture:
1-Allyl-3-methylimidazolium chloride is used as a plasticizer for cornstarch, enhancing its flexibility and processability. This application is beneficial in the development of biodegradable and environmentally friendly materials, such as packaging materials and agricultural films.
Used in Energy Storage:
1-Allyl-3-methylimidazolium chloride finds application as a solid biopolymer electrolyte, which is crucial for the development of solid-state batteries and other energy storage devices. Its ionic conductivity and stability make it a promising candidate for improving the performance and safety of these devices.
Used in Food Industry:
1-Allyl-3-methylimidazolium chloride plays an important role in the preparation of reducing sugars, which are essential components in various food products and processes. Its ability to facilitate the conversion of complex carbohydrates into simpler, more useful forms makes it a valuable tool in the food industry.

InChI:InChI=1/C7H11N2.ClH/c1-3-4-9-6-5-8(2)7-9;/h3,5-7H,1,4H2,2H3;1H/q+1;/p-1

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 

Downstream Products

• 616-47-7 1-methyl-1H-imidazole 
• 70529-85-0 1-methyl-3-(2-propenyl)-2(3H)-imidazolethione 
• 655249-87-9 1-allyl-3-methylimidazol-3-ium N-bis(trifluoromethanesulfonyl)imidate 
• 917956-73-1 1-allyl-3-methylimidazolium dicyanamide 

Relevant academic research and scientific papers

Separation and recovery of cellulose from Zoysia japonica by 1-allyl-3-methylimidazolium chloride

We investigated the use of ionic liquid (IL) 1-allyl-3-methylimidazolium chloride (AMIMCl) for extracting cellulose from Zoysia japonica by using Fourier transform infrared spectroscopy, nuclear magnetic resonance, scanning electron microscopy and thermogravimetric analysis to analyze the IL and its effects on cellulose extraction. After water pretreatment at 121 °C for several minutes, cellulose extraction rate was 71% under optimized conditions, and the yield of cellulose was >99% by AMIMCl. The effectiveness of AMIMCl as an extraction agent can be attributed to the prevalence of intra- and inter-molecular hydrogen bonding in cellulose. By contrast, hemicelluloses were not recovered by AMIMCl because hemicelluloses in plant cell walls are connected to lignin by covalent bonding. Results also showed that the regenerated cellulose was exactly the same as untreated cellulose, except for the degree of crystallinity.

Catalytic conversion of fructose and sucrose to 5-hydroxymethylfurfural using simple ionic liquid/DMF binary reaction media

The production of 5-hydroxymethylfurfural (HMF) from carbohydrates has been reported intensively in recent years. HMF is believed to be a versatile platform chemical and the focus of synthesizing it has especially been on the development of efficient catalysts, such as Lewis and Br?nsted Acids. On the contrary, herein, we report a novel catalytic system that consists of 1-allyl-3-methylimidazolium chloride ([AMIM]Cl) and N,N-Dimethylformamide (DMF) without any additional metal salts or acids, which leads to reasonable HMF yields (84.9%) and selectivities. In addition, the degradation mechanism of fructose catalyzed by [AMIM]Cl is also proposed in this communication.

Task-specific ionic liquid for the depolymerisation of starch-based industrial waste into high reducing sugars

Development of a simple route for the catalytic conversion of starch-based industrial waste (potato peels) and potato starch into reducing sugars was investigated in two ionic liquids for comparison - 1-allyl-3-methylimidazolium chloride [AMIM]Cl and 1-(4-sulfobutyl)-3-methylimidazolium chloride [SBMIM]Cl. Over a two hour period, a 20 wt% solution containing up to 43% and 98% of reducing sugars at low temperature in aqueous [SBMIM]Cl was achieved for the starch-based waste and the potato starch, respectively. In addition, the use of microwave and low frequency ultrasound to perform the depolymerisation of the raw starch-based material was explored and compared with conventional heating processes.

Successful application of an ionic liquid carrying the fluoride counter-ion in biomacromolecular chemistry: Microwave-Assisted acylation of cellulose in the presence of 1-allyl-3-methylimidazolium fluoride/DMSO mixtures

The use of ionic liquids with fluoride anion (IL-F) is challenging because of side reactions. Neat 1-allyl-3-methylimidazolium fluoride (AlMeImF) is used as a solvent in microwave-assisted acylation of cellulose. The results are disappointing due to side reactions in the IL proper, and F--mediated hydrolysis of the produced ester. A dramatic improvement is observed, when AlMeImF/DMSO mixture is employed. The results are comparable to those obtained when pure 1-allyl-3-methylimidazolium chloride is employed. FTIR spectroscopy shows that dissolving a carboxylic acid anhydride in IL-F leads to the formation of acyl fluoride. Thus ILs are far from being "spectator" solvents. The new approach (use of IL-F/DMSO) is attractive because of its efficiency, low cost, and applicability to the derivatization of any polymer.

Pretreatment of fibre sludge in ionic liquids followed by enzyme and acid catalysed hydrolysis

Pretreatment of fibre sludge in ionic liquids and enzyme or acid catalysed hydrolysis of fibre sludge is studied. Ionic liquids, i.e. 1-allyl-3- methylimidazolium chloride ([AMIM]Cl) and 1-butyl-3-methylimidazolium chloride ([BMIM]Cl), are used in the pretreatment step. Effect of ionic liquid (IL) pretreatment on the acid and enzyme catalysed hydrolysis of fibre sludge is considered. Cellulose content of fibre sludge is more than 80 wt%, and therefore, reducing sugars obtained as a result of hydrolysis contain mostly glucose. To maximize the yield of reducing sugars during the enzymatic hydrolysis, the combinations of selective enzymes are required. Results also show that the use of ionic liquids in the pretreatment step before acid and enzyme hydrolysis increases significantly the yield of total reducing sugars.

Functional ionic liquids for hydrolysis of lignocellulose

An efficient system for hydrolysis of lignocellulosic materials to prepare reducing sugar in a series of functional acidic ionic liquids with low synthetic cost and excellent dissolved and catalytic activity was established. High yield of reducing sugar was obtained with the use of 1-H-3-methylimidazolium chloride ([HMIM]Cl). The use of ionic liquid under ultrasound irradiation greatly improved the yield of total reducing sugar. The optimum reaction conditions were as follows: ratio of water/sample was 5 (w/w), ratio of IL/sample was 25 (w/w), 70 °C, 120 min and the yield of reducing sugar was up to 53.27 mg from 0.2 g of soybean straw and 50.03 mg from 0.2 g of corn straw.

Dissolution of cellulose from AFEX-pretreated Zoysia japonica in AMIMCl with ultrasonic vibration

In this study, 1-allyl-3-methylimidazolium chloride (AMIMCl), an ionic liquid, was synthesized and characterized by a series of test methods. Pretreatment of Zoysia japonica by ammonia fiber expansion (AFEX) was shown to reduce significantly the mass of hemicellulose and lignin in biomass, thereby breaking the lignocellulosic structure. Z. japonica samples pretreated with AFEX showed reasonable solubility in AMIMCl upon ultrasonic treatment. The rate of cellulose regeneration from Z. japonica samples pretreated with AFEX increased with increase in applied power of ultrasonication within a certain power range from 0 to 110 W. The regeneration rate of cellulose from AFEX-pretreated Z. japonica reached a maximum of 97% when the ultrasonic power was 110 W. Fourier transform infrared spectroscopy and nuclear magnetic resonance analyses indicated that the regenerated cellulose was similar to microcrystalline cellulose.

Dissolution of cellulose in 1-allyl-3-methylimizodalium carboxylates at room temperature: A structure-property relationship study

The development of highly efficient cellulose solvents is imperative to the effective utilization of cellulose. In this work, ionic liquids (ILs) with the same 1-allyl-3-methylimidazolium cation ([Amim]+) but different carboxylate anions, such

Synthetic, spectroscopic and structural behavior of unsaturated functionalized N-heterocyclic carbene complexes of group 11

A series of unsaturated functionalized silver(I) N-heterocyclic carbenes [{(κC-C7N2H10)AgCl}2] (1a), [{(κC-C8N2H12)2}2Ag][Ag2Cl4] (1b)

Investigations about dissolution of cellulose in the 1-allyl-3- alkylimidazolium chloride ionic liquids

In this work, the 1-allyl-3-alkylimidazolium chloride ionic liquids were synthesized and characterized by increasing carbon atoms (n ≤ 6) of alkyl chains on a cationic 3-imidazole ring. The results indicated that 1-allyl-3-alkylimidazolium chloride with asymmetrical structure on the two sides of a cationic 3-imidazole ring (i.e., n = 1, 2, 6) exhibited alkalinity and lower thermal stabilities, and showed better solubility to the cellulose samples at 60-120 °C than those with symmetrical structures (n = 3, 4). The cellulose samples treated by 20% (w/w) ethylenediamine solution showed better solubility in 1-allyl-3-ethyl, hexyl-imidazolium chloride ionic liquids than that treated with 20% (w/w) NaOH solution at 5 °C for 72 h. XRD and TG analysis indicated that 0 0 2 plane apparent crystallite size as well as thermal stability of the regenerated cellulose samples from the ionic liquids decreased significantly compared with the untreated cellulose samples.