Itaconic acid is a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. Itaconic acid is used as a biobased, renewable building block in the polymer industry. Production of itaconic acid from optimization of itaconic acid production by aspergillus terreus suk1 using responce surface 223 metabolic modelling of itaconic acid fermentation with ustilago maydis. Exploring saccharomyces cerevisiae to improve microbe. The resin and film have good release from adhesives and good processability. The pyrrole alkyalkone derivative which compounded by itaconic acid and aromatic diamine is good additive of lubricating agent,detergent,medicines or weed killer. It can be obtained directly from fermentation of glucose. A wide variety of price itaconic acid options are available to you, such as grade standard. It is a dicarboxylic acid and an olefinic compound. Aspergillus terreus nrrl 1960 was grown on porous disks rotating intermittently in and out of the liquid phase.
Itaconic acid market size, share, price report 2024. Syntheses, surface activities and aggregation morphologies. In this paper, we present the synthesis of a new family of surfactants having c12 and c18 alkyl chains obtained from itaconic acid and fatty amines, molecules industrially obtained from renewable resources. To this end, a carbon and energy balance for itaconic acid formation was established, which is 0. Ia polyol, intrinsic viscosity iv, tensile strength, elongation, shored. The plssn species have lower equilibrium surface tension. A series of novel itaconic acid based asymmetrical gemini surfactants.
The structure features of these surfactants have been confirmed by ir and 1 h nmr spectra. The copolymers were obtained by reprecipitation from petroleum ether 40. Plssn have been synthesized through esterification and sulfonation reaction using itaconic anhydride ian and. Direct production of itaconic acid from liquefied corn. Based on the preliminary test, three saturated samples in water are prepared, tightly stoppered and agitated at 30after one day, one of the samples was equilibrated for 24hours at 20. The information given is designed only as a guidance for safe handling, use, processing, storage, transportation, disposal and release and is not to be considered a warranty or quality specification. Biological routes to itaconic and succinic acids in.
Four series of nonionic copolymer surfactants have been prepared by the free radical copolymerizations of dioctyl itaconate doi with dioxypropylated itaconic acid. However, the production cost of itaconic acid is too high to be economically competitive with the petrochemicalbased products. The surface tension c and the critical micelle concentration cmc were determined as 25. These surfactants exhibit excellent properties of self. Synthesis and application of sodium octylphenol polyoxyethylene 10 itaconate monoester. This immobilized fungal cell bioreactor was used to produce itaconic acid from glucose in a continuous operation. Based on guideline eec 84449 b12, a micronucleus test was performed to assess the ability of itaconic acid to induce clastogenicity in mice bone morrow cells. As a comonomer in the polymerization of polyacrylonitrile pan to promote the thermooxidative stabilization of polymer. Itaconic acid is a naturally occurring bioactive monomer and is also derived from citric acid. Expressing the cad gene from aspergillus terreus opened the metabolic pathway towards itaconic acid in a. Itaconic acid, itaconic acid supplier, itaconic acid distributor, cas 97654, itaconic acid manufacturer, itaconic acid wholesale. It has a role as a fungal metabolite and a human metabolite.
The effect of temperature, ph, disk rotation speed, and feed rate on the itaconic acid concentration and volumetric productivity were studied. All the acids lower the surface tension of pure water. Ep1018533a2 siliconecontaining low surface tension film. A mixture of itaconic acid, 1butanol2isooctanol and catalyst were put into a 100 ml threeneck flask equipped with a reflex condenser under continuous stirring. Itaconic acid is used to enhance bioactivities when it undergoes polymerization and can be used in tissue engineering. Itaconic acid can react with acrylic and methacrylic acid or their esters to prepare resins which can be widely used in emulsion coating, leather coating, coatings for car, refrigerator and other electrical appliances to improve adhesion, color and weather resistance. Itaconic acid is generally produced from raw corn starch, including three steps. Itaconic acid is an unsaturated dicarboxylic acid with two pka values at 3. We extend our previous study of surface tension of ionic solutions and apply it to the case of acids and salts with strong ionsurface. The animals received a single oral dose of 1500 mgkg. Itaconic acid and its esters are good additive of making synthetic fibre,plastics and surface active agent. With all the above facts in mind, we have to synthesize an aliphatic. Surface tension values of some common test liquids for surface energy analysis.
Itaconic acid, or methylidenesuccinic acid, is an organic compound. Sigmaaldrich offers a number of itaconic acid products. Asia pacific dominated the global itaconic acid market both in terms of volume and revenue in 2014. Surface free energy components by polardispersion and. Itaconic acid and its polymers can be made into effective deodorant by adding a little natural substance, they can react with alkaline or acidic. Surface tension is the tendency of liquid surfaces to shrink into the minimum surface area. Manganese deficiency is required for high itaconic acid.
The information provided in this safety data sheet is correct to the best of our knowledge, information and belief at the date of its publication. Succinic acid was found to decrease the surface tension of water already at very low concentrations. It is concluded that itaconic acid did not show any clastogenic activity in cho cells under our experimental conditions. This dicarboxylic acid is a white solid that is soluble in water, ethanol, and acetone. Synthesis and characterization of sodium noctyl sulfoitaconate diester anionic surfactant article pdf available in journal of surfactants and detergents 192. High concentration of production capacities due to the shutdown of the manufacturing plants of itaconic acid in other parts of the world has led to this growth. Synthesis, characterization and in vitro anticancer. China itaconic acid market size is projected to surpass usd 20 million valuation by 2024. Ternary solution of sodium chloride, succinic acid and water.
Improving itaconic acid production through genetic engineering of an. Get a quick quote download product spec download sds. Itaconic acid is a white colourless crystalline carboxylic acid obtained by the fermentation of carbohydrates and used in the manufacture of synthetic resins. Itaconic acid is used as a biobased, renewable building block in the.
The resin and film are formed from i polyolefin, ii specific polysiloxanes in two separate groupings, iii vinyl silane compounds, and optionally an organic peroxide grafting agent and an organometallic moisture curing agent. Definition a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. Succinic acid and itaconic acid are two platform chemicals with very similar molecular structures, distinguished. Wilson, and floyd deeds from the pharmacology laboratory, bureau of agricultural and industrial chemistry, agricultural research administration, united states department of agriculture, albany, california received for publication, september 24, 1951. Synthesis and characterization of sodium n octyl sulfoitaconate diester anionic surfactant article pdf available in journal of surfactants and detergents 192.
List of surface tensions and surface energies dataphysics. Enhanced itaconic acid production in aspergillus niger. Historically, itaconic acid was obtained by the distillation of citric acid, but currently it is produced by fermentation. About 68% of these are organic acid, 3% are inorganic acids, and 0% are dyestuff intermediates. The surprising role of an industrial compound as a mammalian antimicrobial metabolite thekla cordes,1,2. Unsaturated solid bond makes a conjugated system with carbonly group. Syntheses, surface activities and aggregation morphologies of a.
Structure, properties, spectra, suppliers and links for. This table highlights polardispersion and acidbase breakouts of surface free energy, as well as hansen solubility parameters and radius of interaction, for a variety of polymers. The surface tension and the critical micelle concentration. Various parameters, such as the molar ratio of 1butanol2isooctanol to itaconic acid, amount of catalyst and reaction time were varied to optimize the reaction conditions. In combination with acrylamide to form polyacrylamidecoitaconicacid to synthesize biodegradable superabsorbent polymers. A siliconecontaining resin, film and film on a subweb are described. The name itaconic acid was devised as an anagram of aconitic acid, another derivative of citric acid. Continuous production of itaconic acid by aspergillus. Process engineering of ph tolerant ustilago cynodontis for efficient.
For increasing the productivity, the influence of starting substrate concentration, the optimum timing of. Improving itaconic acid production through genetic engineering of an industrial aspergillus terreus strain. These materials might also improve the bioavailability of the therapeutic agent by 1 only releasing it at the site of absorption in the intestine once the ph in the gastrointestinal tract has increased above the pka of itaconic acid ia and the network has swollen, and 2 by increasing its residence time in the intestine through bioadhesive. Itaconic acid is a potential green chemical to substitute maleic anhydride in upr production owing to its similar structure and has potential to be a good substitute. Surfactants are a wide class of compounds used in a broad spectrum of industrial and everyday applications. Synthesis and characterization of sodium noctyl sulfoitaconate. Itaconic acid is on the doe department of energy top 12 list of biotechnologically produced building block chemicals and is produced commercially by aspergillus terreus. Main physicochemical properties of synthesized surfactants have been measured and. Both organic acids are formed by the same metabolic pathway, but whereas citric acid is the end product in a. Citric acid production by aspergillus niger and itaconic acid production by aspergillus terreus are two major examples of technical scale fungal fermentations based on metabolic overflow of primary metabolism.
It held a share of more than 50% of the global itaconic acid market in 2014. Optimization of itaconic acid production by aspergillus. Characterization of phresponsive hydrogels of poly. This table is provided as an information service by diversified enterprises. Decrease surface tension progressively, as with most. Surface tensions and densities of oxalic, malonic, succinic, maleic. Stars this entity has been manually annotated by the chebi team. Aspergillus niger was selected as a host for producing itaconic acid due to its versatile and tolerant character in various growth environments, and its extremely high capacity of accumulating the precursor of itaconic acid. A novel itaconatebased surfactant, namely sodium noctyl sulfoitaconate diester sosid, has been synthesized from itaconic acid ia and noctanol by sulfonation and esterification reaction processes. A series of novel itaconic acid based asymmetrical gemini surfactants containing two long alkyl chains, two selfsame nonionic groups along with an anionic moieties covalently attached by an itaconic acid spacer group polyoxyethylene laurinol ether sodium sulfoitaconate. Itaconic acid also called methylene succinic acid is a white crystalline carboxylic acid obtained by the fermentation of carbohydrates. Exploring saccharomyces cerevisiae to improve microbebased production of itaconic acid.
The effects of reaction temperature, reaction time, molar ratios of noctanol to ia and the catalyst dosage on the esterification were investigated. Surface tensions plotted as a function of the concentration of plssn at different temperature. A simple preliminary test is carried out, and the approximate solubility in water is 10050 gl. Polymerization of itaconic acid summary polyitaconic acid pia has been prepared by various methods namely in radical polymerization in the presence of various initiators and. A wide variety of itaconic acid options are available to you, such. A series of novel itaconic acid based asymmetrical gemini surfactants containing two long alkyl chains. Nonionic surfactants based on copolymers of dioctyl.
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