39 results about "Glycolaldehyde" patented technology

Various processes for the pyrolysis of carbohydrates to prepare products such as glycolaldehyde are described. Also, various catalysts and processes for preparing catalysts useful for carbohydrate pyrolysis are described.

The invention relates to the technical field of organic catalysis, in particular to a method for preparing glycolaldehyde by catalyzing formaldehyde hydroformylation. The method comprises the following steps: introducing CO and H2 into a mixed solution of paraformaldehyde, a rhodium compound, a ligand and a solvent, and reacting to prepare glycolaldehyde, the ligands comprise a ligand 1 and a ligand 2; the ligand 1 is selected from one or more of compounds as shown in the following L1-L8: # imgabs0 #; the structural formula of the ligand 1 is as shown in the specification, the structural formula of the ligand 2 is as shown in the specification, namely # imgabs1 # or # imgabs2 #, R1 is H, (CH2) ACH3, O-(CH2) ACH3, X or CX3, the value range of A is 0-3, and X is a halogen atom. According to the method disclosed by the invention, different ligands are subjected to dominant combination and cooperate with the rhodium-based catalyst, so that glycolaldehyde is obtained with high conversion rate and high selectivity under relatively mild conditions.

The invention discloses a glycolaldehyde synthetase mutant and application of the glycolaldehyde synthetase mutant in improving the thermal stability of glycolaldehyde synthetase, and belongs to the technical field of biological catalysis application. According to the glycolaldehyde synthetase mutant disclosed by the invention, on the basis of an amino acid sequence as shown in SEQ ID NO.1, the glycolaldehyde synthetase mutant has the following mutations: A381P / E509F, A381P / K290P, A381P, S61A, A381P / K290P / E509F, A381P / C49A, A381P / T100V, A381P / S61A or A381P / K290P / S61A. The mutant protein can catalyze formaldehyde to prepare hydroxyacetaldehyde (glycolaldehyde). In addition, the mutant protein can also improve the catalytic efficiency from formaldehyde to glycolaldehyde, and due to the improvement of the thermal stability, continuous catalysis of industrial enzyme in actual reaction is facilitated, so that the mutant has a good industrial application prospect.

To provide means to produce glycolaldehyde dialkyl acetal in high yield.SOLUTION: A production method includes a glycolaldehyde formation step of converting paraformaldehyde to glycolaldehyde in an ether type solvent in the presence of an N-heterocyclic carbene catalyst, and an acetalization step of treating the glycolaldehyde with an alcohol solution of hydrogen chloride to obtain glycolaldehyde dialkyl acetal. The glycolaldehyde formation step and the acetalization step are performed in a single container.SELECTED DRAWING: None

The invention discloses an application of a Pd / TiO2 photocatalyst in preparation of glycolaldehyde by selective oxidation of glycerol, and in the Pd / TiO2 photocatalyst, the particle size range of Pd is 0.5-25 nm. The Pd / TiO2 photocatalyst is used for preparing glycolaldehyde through selective oxidation of glycerol, the particle size of Pd is regulated and controlled, then the adsorption configuration of glycerol molecules is regulated and controlled, selective fracture of C-C bonds is promoted, along with increase of the particle size of Pd, the glycerol conversion rate, the glycolaldehyde selectivity and the formation rate are in a remarkable rising trend, and the stability is good and is far superior to that of an existing reported catalytic system.

A process for the manufacture of ethyleneamines and ethanolamines, comprising the steps of (i) converting a glycolaldehyde derivative of formula (II), in which R2, R3 are—the same or different—hydrogen, alkyl, such as C1-6-alkyl, or cycloalkyl such as Cs-e-cycloalkyl; and an animating agent of formula (III); in which R1 is hydrogen (H), alkyl, such as C1-6-alkyl, or cycloalkyl such as C3-6-cycloalkyl, in the gas or liquid phase; (ii) feeding the reaction products obtained in step (i) into a hydrogenation reactor, where the reaction products are converted with hydrogen in the presence of a hydrogenation catalyst.

This invention discloses a mutant of glycolaldehyde synthase and its application in improving the thermostability of glycolaldehyde synthase, belonging to the field of biocatalysis application technology. The glycolaldehyde synthase mutant disclosed in this invention, based on the amino acid sequence shown in SEQ ID NO.1, contains the following mutations: A381P / E509F, A381P / K290P, A381P, S61A, A381P / K290P / E509F, A381P / C49A, A381P / T100V, A381P / S61A, or A381P / K290P / S61A. This mutant protein can catalyze the preparation of hydroxyacetaldehyde (glycoaldehyde) from formaldehyde. The mutant protein of this invention also improves the catalytic efficiency of the formaldehyde-to-glycoaldehyde conversion. Due to the improved thermostability, it is beneficial for continuous catalysis in actual industrial reactions, thus the mutant shows good prospects for industrial applications.

Various processes for preparing C4 aldoses and / or ketones thereof are described. Various processes are described for preparing C4 aldoses and / or ketones thereof from feed compositions comprising glycolaldehyde. Also, various processes for preparing useful downstream products and intermediates, such as erythritol and erythronic acid, from the C4 aldoses and / or ketones thereof are described.

An improved method for preparing polyethylene glycol acetal and aldehyde derivative, and the polyethylene glycol acetal derivative is represented by formula (1) or formula (2) used to preparing a series of linear and nonlinear polyethylene glycolaldehyde derivatives with a single aldehyde group or multiple aldehyde groups, and with high yield, high purity and high terminal substitution, using a small-molecule cyclic acetal derivative and a polyethylene glycol derivative as raw materials in the presence of a base reagent derivative.

The application discloses a formaldehyde lyase mutant and application thereof. The formaldehyde lyase mutant provided by the application can regulate the generation proportion of a two-carbon and three-carbon product generated by catalyzing formaldehyde condensation, has improved activity of catalyzing formaldehyde condensation into glycolaldehyde, and reduced activity of catalyzing formaldehyde condensation into 1,3-dihydroxyacetone, compared with formaldehyde lyase.

The present application relates to a method for preparing glycolaldehyde dimer, which comprises the following steps: under the condition of the presence of a catalyst, subjecting glycolide to a hydrogenation reduction reaction to prepare the glycolaldehyde dimer; the catalyst is a supported catalyst, comprising a carrier and an active component supported on the carrier, and the active component is a ruthenium complex of β-cyclodextrin. This preparation method uses glycolide as a raw material, and under the condition of the presence of a catalyst supported with a ruthenium complex of β-cyclodextrin, prepares the glycolaldehyde dimer through a hydrogenation reduction reaction. The steps of this preparation method for preparing the glycolaldehyde dimer are simple, the cost is low, the post-treatment is simple, it is suitable for large-scale production, and has good industrial application value.

The invention provides a diphosphine ligand modified rhodium catalyst as well as a preparation method and application thereof, and relates to the technical field of catalysts. The rhodium catalyst modified by the diphosphine ligand comprises an active metal component and a diphosphine ligand subjected to antioxidant modification treatment, the active metal component is Rh, and the diphosphine ligand is one or more of 2, 2 '-bis (diphenylphosphine) biphenyl, 1, 1'-binaphthyl-2, 2 '-diphenylphosphine, 4, 5-bis (diphenylphosphine-9, 9-dimethyl xanthene or (S)-DTBM-SEGPHOS. A large-steric-hindrance diphosphine ligand is selected to inhibit generation of side reactions and improve selectivity of glycolaldehyde through steric hindrance, coordination configurations of formaldehyde and CO are limited through a stereo effect, linear insertion of a C-C bond is promoted to generate glycolaldehyde, the diphosphine ligand subjected to antioxidant modification treatment can further enhance oxidation resistance of a ligand framework, and the selectivity of glycolaldehyde is improved. The thermal stability is improved.

The present invention is directed to providing a monoclonal antibody having high selectivity and affinity for AGEs, particularly, AGEs derived from glyceraldehyde or AGEs derived from glycolaldehyde, and an analysis method utilizing the same. Another object of the present invention is to provide methods for diagnosing, treating and preventing a disease using the monoclonal antibody.

This invention provides a non-naturally occurring genetically modified microbial organism that has been engineered to produce glyceraldehyde, glycerol, 3-hydroxypropionaldehyde or 1,3-propanediol using a pathway which enables the condensation of formyl-CoA with glycolaldehyde. This invention also provides a method for the production of glyceraldehyde, glycerol, 3-hydroxypropionaldehyde or 1,3-propanediol using a pathway which enables the condensation of formyl-CoA with glycolaldehyde. This invention additionally provides a method for the production of glycolaldehyde via the condensation of formyl-CoA and formaldehyde. Further, this invention provides a method for the formation of formyl-CoA from methane, methanol, formaldehyde or formate.

The present invention relates to a process for the pyrolysis of carbohydrates. Various methods for the pyrolysis of carbohydrates to produce a product, such as glycolaldehyde, are described. In addition, various catalysts and methods for preparing catalysts useful for the pyrolysis of carbohydrates are described.

The invention relates to a process for preparing (hetero)aromatic compounds substituted with a hydroxyethylamino group (B) from aromatic compounds bearing an amino group (A) in the presence i) of (di)(alkyl)glycolaldehyde dimer and ii) in a reduction medium, it being understood that step i) and ii) are performed simultaneously or as a "one pot" reaction.

The present invention relates to a binder composition comprising a) component A comprising polymer(s) A1 having primary and / or secondary amino groups, wherein polymer(s) A1 has(have) a primary and secondary amine group nitrogen content of at least 1 wt.-% and b) component B comprising component B1 which is 1,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or any mixture thereof, wherein the polymer(s) A1 has(have) a total weight average molecular weight Mw,total of at least 800 g / mol.

The invention relates to a process for preparing (hetero)aromatic compounds substituted with a hydroxyethylamino group (B) from aromatic compounds bearing a nitro(so) group (A) in the presence i) of (di)(alkyl)glycolaldehyde dimer and ii) in a reduction medium, it being understood that step i) and ii) are performed simultaneously or as a "one pot" reaction.

A method for the production of 2,5-furandicarboxylic acid (FDCA) comprising contacting glucose with a catalyst composition under conditions suitable for the formation of glucarate; acidifying glucarate to form glucaric acid; dehydrating glucaric acid to form FDCA; and recovering FDCA. A method for the production of 2,5-furan dicarboxylic acid dimethyl ester (FDME) comprising contacting glucose with a catalyst composition under conditions suitable for the formation of glycolaldehyde; contacting glycolaldehyde with a transition metal oxidation catalyst under conditions suitable for the formation of glucaric acid; esterifying glucaric acid to form glucaric acid methyl ester; dehydrating the glucaric acid methyl ester to form FDME; and recovering FDME.

Various methods for the pyrolysis of carbohydrates to produce products such as glycolaldehyde are described. In addition, various catalysts and methods for making catalysts useful for the pyrolysis of carbohydrates are described.

Formaldehyde is obtained from CO2 through hydrogenation of CO2 to methanol while the subsequent oxidation of methanol yields formaldehyde. This formaldehyde combined with the electrochemically produced glycolaldehyde generates sugars, thus establishing a route from CO2 to sugars.

The invention discloses a preparation method of glycolaldehyde dimer, which comprises the following step: in the presence of a titanium-silicon catalyst and an organic alkali assistant, carrying out contact reaction on hydrogen peroxide, a solvent and ethylene. According to the method disclosed by the invention, ethylene is used as a raw material, hydrogen peroxide is used as an oxidant, and a titanium-silicon catalyst and an organic alkali aid are used, so that the glycolaldehyde dimer with high added value can be generated through catalytic reaction. According to the method, the raw material ethylene is easy to obtain, the hydrogen peroxide is low in price, the supported titanium silicalite molecular sieve is cheaper than a rhodium catalyst and is not easy to inactivate, the solvent can be recycled, and the target product is high in selectivity.

A method for the production of glycolic acid comprising contacting ethylene glycol with an oxidase catalyst system under conditions suitable for the formation of glycolaldehyde; contacting glycolaldehyde with one or more metal oxidation catalysts under conditions suitable for the formation of glycolic acid; and recovering at least a portion of the glycolic acid. A method for the production of glycolic acid comprising contacting ethylene glycol with an oxidase catalyst system comprising galactose oxidase under conditions suitable for the formation of glycolaldehyde; contacting glycolaldehyde with an oxidation catalyst comprising gold on a carbon support under conditions suitable for the formation of glycolic acid; and recovering at least a portion of the glycolic acid.

The invention provides enzyme cross-linked polyvinyl protocatechuic aldehyde hydrogel as well as a preparation method and application thereof. The hydrogel is prepared from a cross-linked substance formed by a matrix and the balance of water or a phosphate buffer solution, the matrix is a polyvinyl protocatechuic aldehyde solution, and a cross-linking agent of the matrix is an enzyme catalysis system solution of horseradish peroxidase / hydrogen peroxide combination; the hydrogel has photo-thermal responsiveness to near infrared rays, and preferably, the hydrogel has photo-thermal responsiveness to near infrared rays with the wavelength of 808 nm. The hydrogel material is easy to prepare, green in synthesis and good in biological safety, the advantages of polyvinyl alcohol and protocatechualdehyde are combined, polyvinyl protocatechualdehyde is synthesized, and photo-thermal response type hydrogel is rapidly formed through catalysis of horseradish peroxidase / hydrogen peroxide. Extra photo-thermal corresponding materials do not need to be added, and the effects of rapidly killing bacteria at the wound part and promoting the wound to heal can be achieved by combining the characteristics of oxidation resistance, bacteria resistance and the like of the hydrogel and adopting a photo-thermal therapy method.

A process for the conversion of glycolaldehyde with an aminating agent in the presence of hy-5 drogen and of a catalyst, wherein the conversion is carried out in the gas phase.

The present invention provides a method for producing glycolaldehyde dialkyl acetal in high yield. This method for producing a glycolaldehyde dialkyl acetal comprises: a glycolaldehyde formation step in which paraformaldehyde is converted into glycolaldehyde in an ether solvent in the presence of an N-heterocyclic carbene catalyst; an acetalation step in which glycolaldehyde is treated with an alcoholic solution of hydrogen chloride to obtain a glycolaldehyde dialkyl acetal; the N-heterocyclic carbene catalyst is a compound represented by formula (I) or (II) (in the formula, R1, R2, R3, R4, R5, R6, R7, R8 and A-have the meanings described in the description and claims), and the glycolaldehyde formation step and the acetalation step are carried out in a single container. # imgabs0 #

The present invention provides a preparation method of ethanolamine, which relates to the technical field of the preparation of ethanolamine. First, the present invention uses a catalyst to promote the oxidation of ethylene glycol and obtain a mixed solution of glycolaldehyde, and then the mixed solution of glycolaldehyde is mixed with ammonia water and subjected to reductive amination to obtain ethanolamine. The synthesis process of the present invention has mild reaction conditions, no toxic by-products are generated, the conversion rate of ethylene glycol during the reaction process is as high as 80%, and the selectivity of ethanolamine is as high as 60%. It is a green preparation method of ethanolamine that is efficient, economical and easy to scale up production, and has broad application prospects.

The invention relates to phosphoketolase MaPKT and SzPKT with a function of catalyzing formaldehyde to synthesize acetyl phosphate and application of phosphoketolase MaPKT and SzPKT in CO2 biosynthesis of ethanol, and belongs to the technical field of enzyme mining and biological catalysis application. A phosphoketolase specific protein sequence database and an oligopeptide module sequence library are established through an oligopeptide module recognition (PPR) technology, two phosphoketolase PKTs capable of catalyzing formaldehyde to synthesize acetyl phosphate are efficiently and accurately excavated, further research finds that the formaldehyde tolerance of MaPKT is improved, and the catalytic efficiency of MaPKT on formaldehyde is 8 times that of glycolaldehyde. Based on this, the invention also constructs an efficient condensation approach for synthesizing ethanol by artificially biologically converting CO2, and has potential application prospects.

A method for the production of higher value chemicals comprising pyrolyzing one or more sugar oxidation products in the absence of oxygen under conditions suitable for the formation of a reaction mixture comprising from about 1 wt.% to equal to or greater than about 50 wt.% glycolaldehyde based on the total weight of the reaction mixture; and recovering at least a portion of the glycolaldehyde. A method for the production of higher value chemicals comprising; pyrolyzing reactants comprising glucodialdose, 2-keto-D-glucose or both in the absence of oxygen under conditions suitable for the formation of a reaction mixture comprising from about 1 wt.% to equal to or greater than about 50 wt.% glycolaldehyde; recovering at least a portion of the glycolaldehyde to obtain recovered glycolaldehyde; and purifying the recovered glycolaldehyde to obtain a purity of from about 70% to about 85% to obtain purified glycolaldehyde.

The present invention relates to a process for producing a foam, which comprises foaming a mixture, comprising one or more poly (amino acid) (A), one or more components (B) capable of reacting with said poly (amino acid) (A), wherein component (B) is selected from reducing sugars, 1,3-dihydroxyacetone, glycolaldehyde, glyceraldehyde or any mixture thereof and one or more blowing agents (F) and the foam obtainable by this process.