64 results about "Ene reaction" patented technology

A polyalkenyl succinic anhydride is prepared with low amounts of resinous or chlorinated byproducts in a two-step process whereby a polyalkene is first reacted with an unsaturated organic acid in a thermal ene reaction, followed with exposure to a gaseous halogen in presence of an additional amount of the unsaturated organic acidic reagent. The foregoing process produces a polyisobutenyl succinic anhydride having a high ratio of succinic anhydride functional groups to polyisobutenyl backbone groups. Such a polyisobutenyl succinic anhydride is particular suitable for the production of oil-soluble hydrocarbyl succinimides that have good dispersant properties when added to lubricating oil compositions.

A process for the manufacture of CF3CH═CHF and / or CF3CH═CF2 is disclosed. The process involves involves (a) reacting HF and at least one halopropene of the formula CX3CCI═CCIX (where each X is independently F or CI) to produce a product including both CF3CCI═CF2 and CF3CHCICF3; (b) reacting CF3CCI═CF2 and / or CF3CHCICF3 produced in (a) with hydrogen to produce a product including CF3CH2CHF2 and / or CF3CH2CF3; (c) dehydrofluorinating CF3CH2CHF2 and / or CF3CH2CF3 produced in (b) to produce a product comprising CF3CH═CHF and / or CF3CH═CF2; and (d) recovering CF3CH═CHF and / or CF3CH═CF2 from the product produced in (c). In (a), the CF3CCI═CF2 and CF3CHCICF3 are produced in the presence of a fluorination catalyst comprising at least one chromium-containing component selected from (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.

Polyester polyols containing adducts formed from Diels-Alder and Ene reactions are disclosed. Processes for making the polyester polyols and uses of the polyester polyols as polyurethane coatings, adhesives, sealants, elastomers, and foams are also disclosed. In some embodiments, the polyester polyols contain biorenewable adducts based on maleic anhydride and farnesene and have particular application in making rigid and flexible polyurethane or polyisocyanurate foams.

The invention discloses graphene-based super-hydrophobic fabric and a preparation method thereof. The preparation method comprises the following steps: firstly, performing surface modification on graphene oxide by a silane coupling agent containing an S-H group to obtain modified graphene oxide with the surface containing the S-H group; secondly, dispersing the modified graphene oxide and terminated vinyl polydimethylsiloxane into a solvent at room temperature, stirring uniformly, adding a crosslinking agent and a photoinitiator, and continuously stirring to form a uniform solution; finally, soaking the fabric in the prepared mixed solution by a dip-coating method, taking out, performing ultraviolet irradiation to enable the S-H group on the modified graphene oxide attached to the fabric and C=C double bond on the terminated vinyl polydimethylsiloxane to perform mercapto ene reaction to finally prepare the graphene-based super-hydrophobic fabric. The method is simple and convenient andthe surface water drop static contact angle of the prepared fabric is more than 150 degrees; meanwhile, the fabric has excellent heat resistance and chemical resistance.

A bioadherent substrate includes a medical gel or medical gel precursor having a plurality of reactive members of a specific binding pair attached on or adapted to be attached to a surface of the medical gel, said reactive members being capable of forming covalent bonds with a plurality of complementary reactive members of the specific binding pair via a reaction selected from a Huisgen cycloaddition reaction, a Diels-Alder reaction and a thiol-ene reaction. A method for adhering a medical gel to biological tissue includes providing a medical gel or a medical gel precursor having a plurality of reactive members of a specific binding pair attached on or adapted to be attached to a surface of the medical gel and providing tissue with a plurality of complementary reactive members of the specific binding pair, wherein upon contact of the reactive members on the medical gel with the complimentary reactive members on the tissue, covalent bonds are formed between the reactive members and the complementary reactive members, thus adhering the medical gel to the tissue.

A process for the manufacture of CF3CH═CHF and / or CF3CF═CH2 is disclosed. The process involves (a) reacting HF and chlorine and at least one halopropene of the formula CX3CCI═CCIX (where each X is independently F or Cl) to produce a product including both CF3CCI2CCIF2 and CF3CCIFCCI2F; (b) reacting CF3CCI2CCIF2 and CF3CCIFCCI2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2 and CF3CHFCH2F; (c) dehydrofluorinating CF3CH2CHF2 and CF3CHFCH2F produced in (b) to produce a product including both CF3CH═CHF and CF3CF═CH2; and (d) recovering CF3CH═CHF and / or CF3CF═CH2 from the product produced in (c). In (a), both CF3CCI2CCIF2 and CF3CCIFCCI2F are produced in the presence of a chlorofluorination catalyst consisting of (i) compositions comprising a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by copper, and (ii) compositions of (i) which have been treated with a fluorinating agent.

The invention provides an improved method of synthesizing chemicals according to the ene reaction. The method addresses two problems that previously could not be addressed simultaneously, preventing charring of the reaction, and preventing gaseous degradation of the reagents. The method involves adding a boron bearing compound and an aromatic / antioxidant compound to the ene reaction. Combining these two compounds together inhibits charring and also causes an effect that neither compound can accomplish alone. The addition of these two compounds together also more effectively prevents either of the reagents from degrading than when either reagent is added alone. As a result the method reduces costs by reducing the amount of reagents needed for a synthesis and further reduces costs by eliminating the need to filter out char from the end products of the ene reaction. The method is particularly useful in the ene reaction synthesis of ASA from olefins and maleic anhydride.

The invention is based on the discovery that compositions containing certain maleimide compounds and aromatic diene compounds are useful as thermosetting resins for the electronic packaging industry. The invention compositions described herein can be cured in a variety of ways, with or without a catalyst. In some embodiments, the well-known “ene” reaction can be used to cure the compositions described herein, and therefore no catalyst is required.

A method of conferring modified properties, e.g. modified physical and / or biochemical properties, to a metallic substrate surface, including at least two steps being (i) a first step including at least exposing the substrate surface to a hetero-bifunctional anchoring molecule carrying at least a silane group and at least a A1 group, the A1 group being optionally introduced within the anchoring molecule via a preliminary functionalizing step, and (ii) a second step of exposing the substrate surface to a polymer carrying at least three groups A2 capable of reacting with A1 in a thiol-ene reaction, the number average molecular weight of the polymer being greater than 1 000 g / mol.

Disclosed is a method for preparing a hydroxyl functionalized polymer from a Lewis acid promoted carbonyl-ene reaction comprising: selecting a vinylidene terminated polyolefin having a number average molecular weight from about 950 to about 5000 and having a terminal vinylidene content greater than 50 mole percent; selecting a carbonyl enophile; selecting a Lewis acid; and contacting the components in step a), b) and c) under reactive conditions to form the hydroxyl functionalized polymer.

A process is disclosed for the manufacture of CF3CH2CHF2 and CF3CHFCH2F. The process involves (a) reacting hydrogen fluoride, chlorine, and at least one halopropene of the formula CX3CCl═CClX (where each X is independently F or Cl) to produce a product including both CF3CCl2CClF2 and CF3CClFCCl2F; (b) reacting CF3CCl2CClF2 and CF3CClFCCl2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2, and CF3CHFCH2F; and (c) recovering CF3CH2CHF2 and CF3CHFCH2F from the product produced in (b). In (a), the CF3CCl2CF3 and CF3CClFCClF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and / or (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.

A chiral ligand represented by the formula and its enantiomer: wherein A, X, Y and Z are as defined in the specification is provided. Also provided is a process of making the chiral ligands and catalysts prepared from these ligands and a transition metal, a salt thereof or a complex thereof. In addition, a method of preparing an asymmetric compound by a transition metal catalyzed asymmetric reaction, such as, hydrogenation, hydride transfer reaction, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, allylic alkylation, epoxidation, cyclopropanation, Diels-Alder reaction, Aldol reaction, ene reaction, Heck reaction and Michael addition is provided.

A polyalkenyl succinic anhydride is prepared with low amounts of resinous or chlorinated byproducts in a two-step process whereby a polyalkene is first reacted with an unsaturated organic acid in a thermal ene reaction, followed with exposure to a gaseous halogen in presence of an additional amount of the unsaturated organic acidic reagent. The foregoing process produces a polyisobutenyl succinic anhydride having a high ratio of succinic anhydride functional groups to polyisobutenyl backbone groups. Such a polyisobutenyl succinic anhydride is particular suitable for the production of oil-soluble hydrocarbyl succinimides that have good dispersant properties when added to lubricating oil compositions.

A new and versatile class of cyclic diazodicarboxamides that reacts efficiently and selectively with phenols and the phenolic side chain of tyrosine through an Ene-like reaction is reported. This mild aqueous tyrosine ligation reaction works over a broad pH range and expands the repertoire of aqueous chemistries available for small molecule, peptide, and protein modification. The tyrosine ligation reactions are shown to be compatible with the labeling of native enzymes and antibodies in buffered aqueous solution. This reaction provides a novel synthetic approach to bispecific antibodies. This reaction will find broad utility in peptide and protein chemistry and in the chemistry of phenol-containing compounds.

Disclosed are a vegetable oil / inorganic nano particle composite super-hydrophobic coating solution and its preparation method and application. The preparation method includes introducing a polyhydroxystructure to a vegetable oil molecular structure through mercapto-ene reaction initiated by ultraviolet light, and performing esterification reaction to synthetize vegetable oil based mercaptan; uniformly mixing vegetable oil based mercaptan, polyene unsaturated monomer, inorganic nano particles and photoinitiators to obtain a mixture, coating a base material with the mixture, and irradiating thecoating by ultraviolet light, so as to obtain the super-hydrophobic coating. According to the preparation method, raw materials have wide source and low cost; the preparation process is simple and effective; the composite coating prepared by the method has the contact angle always greater than 150 degrees, has excellent super-hydrophobicity and self-cleaning performance, and can be applied to thefield of oil and water separation.

The invention provides a novel method for synthesizing leaf alcohol. In the method, in catalysis of lewis acid, one of formaldehyde, paraformaldehyde or trioxymethylene performs Alder Ene reaction with 1-amylene at the temperature of minus 40 and 20 DEG C, and the materials after reaction are separated, purified and refined to prepare the target compound conveniently. The method has low-price and easily obtained raw materials, and is particularly applied to industrialized production.

A process for forming an ene reaction product wherein an enophile, such as maleic anhydride, is reacted with reactive polyalkene having a terminal vinylidene content of at least 30 mol. %, at high temperature in the presence of a free radical inhibitor. The polyalkenyl acylating agents are useful per se as additives in lubricating oils, functional fluids, and fuels and also serve as intermediates in the preparation of other products (e.g., succinimides) useful as additives in lubricating oils, functional fluids, and fuels. The presence of the free radical inhibitor during the high temperature reaction results in a reaction product that is low, or substantially free from sediment.

The present invention provides abacavin preparing process. The process includes the reaction between 4-chloro-2-amino-purine and [(4-bromo)-cyclopentyl-2-ene-1-radical] methanol to prepare the key intermediate {(1R, 4S)-4-(2-amino-6-chloro-9H-purine-9 radical) -cyclopentyl-2-ene-1-radical} methanol; and subsequent known process to prepare abacavin. The present invention has less reaction steps, simple operation and easy-to-obtain material, and is suitable for industrial production.

A process for the preparation of ene reaction products in which an enophile, such as maleic anhydride, is reacted with a reactive polyene having a terminal vinylidene content of at least 30 mole percent at elevated temperature in the presence of a free radical inhibitor. The polyalkenyl acylating agent itself can be used as an additive in lubricating oil, functional fluids and fuels, and can also be used as an intermediate to prepare other products used as additives in lubricating oils, functional fluids and fuels (such as succinyl amine). The presence of free radical inhibitors in high temperature reaction processes can produce reaction products with low or substantially no deposits.

The invention relates to the field of organic chemistry, and in particular, relates to a preparation method of p-acetoxystyrene. The preparation method of p-acetoxystyrene provided by the invention comprises the steps: carrying out a reaction of p-hydroxyacetophenone with an acetylation reagent to prepare p-acetoxyacetophenone; carrying out hydrogenation reduction on p-acetoxyacetophenone to prepare 1-(4-acetoxyphenyl)ethanol; and carrying out an elimination reaction on 1-(4-acetoxyphenyl)ethanol to prepare p-acetoxystyrene. According to the preparation method of p-acetoxystyrene, starting from the most basic raw materials, three steps of reactions are carried out, especially in the third step of alkene formation reaction, alkaline elimination is creatively adopted, the defects that in traditional acid catalysis alkene formation elimination reaction, double-bond acid catalysis sudden side reactions are likely to happen, the reaction is likely to be out of control, and consequently theyield is low are overcome, and generated double bonds can stably exist for a long time in a reaction system.

The invention relates to a three-arm mannose derivative and a preparation method thereof through combination with double-click chemistry. Firstly, a three-arm terminal alkene / alkyne compound and [alpha]-D-azide mannose ([alpha]-Man-N3) are used for carrying out a CuAAC reaction between end group alkyne and azide to generate a rigid triazole group; then, the rigid triazole group and [alpha]-D-sulfydryl mannose ([alpha]-Man-SH) carry out a Thiol-ene reaction between end group alkene and the sulfydryl to generate a flexible thioether bond; and then, under an acidic condition of trifluoroacetic acid, protection of t-butyloxycarboryl is removed to obtain one series of three-arm mannose derivatives. Compared with the prior art, the invention utilizes the advantages of the click chemistry reaction to innovatively synthesize three kinds of three-arm mannose derivatives with different structures so as to be favorable for jointly utilizing RAFT polymerization in the later stage to prepare a sugar-containing polymer of which the side chain contains tri-functional mannose and perform an important guidance meaning for researching the influence of the rigidity and the flexibility of different branched chains of the polymer of which the side chain contains three-arm mannose for the biological characteristics.

The present invention relates to a compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof, (I) wherein R1, R2, R3, R4, R5, R6, R7, L1 and Q1 have the meaning defined in the claims and the description. The present invention also relates to a process for the preparation of the compound of formula (I). The present invention also relates to the use of a compound of formula (I) as an in situ precursor of a triazolinedione reagent for the functionalization of enes, dienes, aryl and heteroaryl systems via the ene reactions, Diels-Alder reactions, and electrophilic aromatic substitution reactions of said reagent. The present invention also relates to the use of a compound of formula (I) in polymers, membranes, adhesives, foams, sealants, molded articles, films, extruded articles, fibers, elastomers, polymer based additives, pharmaceutical and biomedical products, varnishes, paints, coatings, inks, composite material, organic LEDs, organic semiconductors, conducting organic polymers, or 3D printed articles. The present invention also relates to article comprising said compound of formula (I) and to a process for reshaping and / or repairing said article.

The invention relates to a method for preparing a super-hydrophobic polyester fabric based on a thiol-ene click reaction, and belongs to the field of functional textiles. Polyphenol-adhered polyester fabric is soaked in a solution containing multivalent metal ions, fabric with the surface modified by metal particles is obtained, then the fabric is placed in a solution containing alkyl mercaptan and a photosensitizer, under ultraviolet irradiation, the photosensitizer initiates the alkyl mercaptan and polyphenol to be subjected to a sulfydryl-alkene click chemical reaction, and the super-hydrophobic polyester fabric is obtained through a click chemistry method. The method disclosed by the invention is simple in super-hydrophobic material preparation process, green, environment-friendly, low in cost and suitable for large-scale production, a new way is opened up for expanding the additional value of polyester fabrics, and enlightenment for developing lasting super-hydrophobic fabrics in practical application is provided.

The invention relates to a preparation method of novel hot-vulcanized liquid silicone rubber. The preparation method comprises the following steps: (1) enabling D4 (octamethylcyclotetrasiloxane) to have a polymerization reaction with an end-capping reagent in presence of a catalyst to obtain base rubber; (2) adding a monomer A and a monomer B into an organic solvent to obtain a monomer mixture; adding the monomer mixture into a hydrolysis medium, and carrying out a hydrolysis reaction in presence of a hydrolysis catalyst to obtain silicon resin as a cross-linking agent, wherein the obtained silicon resin has different electrophilic group contents and has fluidity; (3) evenly mixing the base rubber, the cross-linking agent and filler, and then curing to obtain the novel hot-vulcanized liquid silicone rubber. The liquid silicone rubber prepared by the method is different from the condensed type, peroxide-crosslinking and hydrosilylation crosslinking systems of the traditional organic silicon rubber, and has a crosslinking mechanism of an amine ene reaction; the product is prepared from one component, can be cured when being heated at medium temperature, and can be stably stored at room temperature; the product with fluidity or thixotropy can be obtained by controlling the ratio of the filler, and can be used as a bonding agent or a sealant.

A method of making an ink for use in additive manufacturing of a self-healing product includes providing a thiol material. The method further includes oxidizing the thiol material to form a thiol-disulfide oligomer. The method further includes applying an alkene material to the thiol-disulfide oligomer to allow a thiol-ene reaction and form a self-healing ink embedded with a disulfide bond.

The invention discloses a synthesis method of an eribulin intermediate. The synthesis method comprises the following steps: (1) carrying out an alkene-forming reaction Julia Olefination on a compoundrepresented by formula X and a compound represented by formula IX to obtain a compound represented by formula VIII; (2) performing hydroxyl deprotection on the compound of formula VIII to obtain a compound represented by formula VII; (3) performing sulfonyl chloride protection on hydroxyl groups of the compound of the formula VII to obtain a compound represented by formula VI; and (4) carrying outan intramolecular cyclization reaction on the compound of formula VI to obtain the compound represented by formula V. The method has the advantages of convergence synthesis, short route, high yield,mild conditions, simplicity in operation and the like, and is suitable for industrial large-scale production.

The present invention relates to a compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof, (I) wherein R1, R2, R3, R4, R5, R6, R7, L1 and Q1 have the meaning defined in the claims and the description. The present invention also relates to a process for the preparation of the compound of formula (I). The present invention also relates to the use of a compound of formula (I) as an in situ precursor of a triazolinedione reagent for the functionalization of enes, dienes, aryl and heteroaryl systems via the ene reactions, Diels-Alder reactions, and electrophilic aromatic substitution reactions of said reagent. The present invention also relates to the use of a compound of formula (I) in polymers, membranes, adhesives, foams, sealants, molded articles, films, extruded articles, fibers, elastomers, polymer based additives, pharmaceutical and biomedical products, varnishes, paints, coatings, inks, composite material, organic LEDs, organic semiconductors, conducting organic polymers, or 3D printed articles. The present invention also relates to article comprising said compound of formula (I) and to a process for reshaping and / or repairing said article.

The invention discloses a method for preparing N, 2-allyl anilines, which belongs to the technical field of chemical synthesis. The method includes: using chloroform as solvent and using triethylamine as acid-binding agent to lead aromatic amine to be in reaction with bromopropylene, extracting, and column chromatographic separating to obtain N, N-diallyl anilines; and using chlorobenzene as solvent, allowing the N, N-diallyl anilines to be in reaction with anhydrous aluminium chloride, extracting, and column chromatographic separating to obtain N, 2-allyl anilines. Usage of noble metal catalysts is avoided, so that cost is reduced and the method is favorable for environment. Further, the method is simple in process procedure, mild in reaction conditions, short in reaction time, simple in post-treatment and simple and safe in operation, and has bright industrial application prospect.

The invention belongs to the field of high polymer materials and particularly discloses cardanol based epoxy resin containing a maleimide structure and a preparation method of the cardanol based epoxy resin. The preparation method of the cardanol based epoxy resin comprises steps as follows: cardanol is taken as a raw material, maleimide containing hydroxyl or carboxyl is added, cardanol containing the maleimide structure is obtained through the Alder-ene reaction and the diene addition reaction, the product and epoxy haloalkane have the epoxidation reaction in the presence of a solvent, a basic catalyst and inert gas, and the cardanol based epoxy resin containing the maleimide structure is prepared. The prepared cardanol based epoxy resin containing the maleimide structure has a maleimide ring structure and a cardanol C15 long carbon chain simultaneously, the toughness, the thermal stability, the wet-heat resistant property and the adhesive property of the cardanol based epoxy resin are better than those of conventional epoxy resin, and further, the preparation method of the cardanol based epoxy resin is simple and convenient to operate and suitable for industrial production.