1,5-bis-(2-hydroxyethyl)-biuret as a component polymer compositions and method thereof
(57) Abstract:Usage: in the chemistry of polymers as a component of the polymer compositions. The inventive product 1,5 bis (2 hydroxyethyl) biuret as a component of the polymer compositions and the method of its production. Reagent 1: 1 (2 hydroxyethyl) urea. Reaction conditions: reagent 1 is heated at 170 - 190°C to stop shedding ammonia. The output is close to quantitative. 2 S. p. f-crystals, 1 table. The invention relates to new chemical compound 1,5-bis-(2-hydroxyethyl)-biuret, or diethanolamine, and how to obtain it.There are various polyfunctional of hydroxycobalamin simple matter oligoesters used for the synthesis of polyesters, polyurethanes and other polymers 
Known methods for producing hydroxyl-containing substances simple oligoesters interaction of glycerol, trimethylolpropane, Ethylenediamine, hexanetriol and other compounds containing more than one active hydrogen atoms, with propylene oxide or a mixture of ethylene oxide 
The closest to the proposed substance on the structure is well-known compound 1,3-bis-(2-hydroabietyl)-urea, used as an inhibitor netref is a rule well-known way to obtain 1-(2-hydroabietyl)-urea (-acetylacetone) the interaction of equimolar amounts of urea and monoethanolamine  the Use of this substance as a component of the polymer compositions is not known.Closest to the proposed method is a method of obtaining biureta by heating urea reaction
2H2NCONH2__ H2NCONHCONH2+ NH3(1)
when 130-205aboutWith a residual pressure of not more than 200 mm RT.article before the formation of mixtures containing urea and biuret, followed by the separation of biureta of a mixture of 
To create different polymer compositions proposed new compound 1,5-bis-(2-hydroxyethyl)-biuret as a component of the polymer compositions.Also we propose a way to obtain 1,5-bis-(2-hydroxyethyl)-biureta, wherein 1-(2-hydroxyethyl)-urea (-acetylacetone) heated at 170-190aboutTo stop shedding ammonia.1,5-bis-(2-Hydroxyethyl)-biuret (diethanolamine) has the formula
HO(CH2)2NHCONHCONH(CH2)2OH and represents under normal conditions viscous colorless transparent liquid, not crystallized when cooled to -20aboutAnd not prehoneymoon when heated to 170aboutWith both at atmospheric pressure and in vacuum (residual pressure of 20 mm RT.cent.).The composition and structure of the obtained compounds proved by elemental analysis, determination of content CLASS="ptx2">WITH6H13N3O4.Calculated C Of 37.7; H 6,8; N 22,0.The content of Oh-groups found 18,0 calculated 17,8.Molecular weight (cryoscopy in phenol): found 194, calculated 191.Diethanolamine infinitely miscible with water, soluble in dimethylformamide, in little methanol and isopropanol, insoluble in heptane, benzene, toluene, xylene, carbon tetrachloride, dioxane, butyl acetate, chlorobenzene, cyclohexanone, acetone, diisopropyl ether. The viscosity of detonability at 20aboutWith equal 1634 SDR, 30aboutWith 715 SDRs, at 40aboutWith 330 centipoise at 50aboutWith SDR 166, at 60aboutWith 93 SDR.In the IR spectrum of the molecule of the compound has a biuret structure, which is confirmed by the characteristic frequencies 1680 and 1720 cm-1. In the field of high frequencies very broad intense band with a maximum 3390 cm-1is involved in a hydrogen bond with hydroxyl groups, and strips 2880 and 2935 cm-1belong to the ethylene groups-CH2-CH2-.The simultaneous presence in the molecule of detonability reactive OH - and NH-groups in combination with the linear structure of the molecule allows it to note is I get detonability-acetylacetone (pure or crude), heated up to 170-190aboutC and maintained at this temperature and with stirring until completion of the reaction, which is celebrated on the termination of the allocation of ammonia. Diethanolamine get to the exit, close to quantitative. The prior art reaction (1), in which the urea is converted into biuret. However, this reaction cannot be completely turned urea in biuret  in Addition, the unknown ways of getting whatever symmetrically disubstituted biletov by heating monosubstituted ureas. Therefore, the ability to implement the proposed method does not follow from the prior art.Examples 1-3 illustrate the method according to the invention. Examples 4, 5 are comparative examples 6, 7 illustrate the possibilities of using a diet - nabirat in polymer compositions.P R I m e R 1. 208 g-acetylacetone heated under stirring at 185aboutTo stop shedding ammonia 1 teaspoon Released ammonia absorb 0,5 N. HCl solution. Obtain 195 g of a viscous colorless liquid, not crystallized when cooled to -20aboutC, and 13 g of ammonia. After that, when the 120aboutThe product was incubated for 0.5 h in vacuum (residual pressure of 20 mm RT. Art. ), skipping the thief HCl. Remove from the refrigerator 2 g of solid by-product, melting at 84aboutWith and containing 37,9 With, 15,3 N 6.2 N, and 1.0 OH and HCl are 4 g of ammonia.After soaking in the vacuum get 185 g of diethanolamine (exit 97), the composition and characteristics described above.P R I m m e R 2. 280 g of distilled H2O dissolve 120 g of urea and 122 g of monoethanolamine. The resulting solution was heated at 103aboutC for 30 h under reflux until the termination of allocation of ammonia. Then clean the fridge and distilled water. Obtain 205 g of molten crude-acetylacetone, crystallized when cooled to temperatures below 93aboutWith containing 26,4 total nitrogen. Raise the temperature to 170aboutC and maintained at this temperature was obtained, acetylacetone for 2 h, absorbing the released gaseous ammonia (29 g) of 0.5 N. the HCl solution. The obtained viscous liquid is kept in a vacuum (residual pressure of 30 mm RT. Art. ) at 120aboutC for 0.5 hours Get 180 grams of diethanolamine (exit 95) in the form of a viscous slightly yellow liquid, in the IR spectrum does not differ from the ones described in example 1. The elemental composition of the product: From 38.9; H 7,8; N 22,1. The content of Oh-groups of 18.5
P R is (3 h). Get a product similar to example 1. Yield 95
P R I m e R 4 (comparative). Repeat the experiences of example 1, heat-acetylacetone at 160aboutC. for 6 h heating the evolution of ammonia ceases. Of the liquid product obtained after 6 h of heating, cooling crystallizes unreacted-acetylacetone.P R I m e R 5 (comparative). Repeat the experiences of example 1, heating-acetylacetone at 200aboutTo stop shedding ammonia (40 min). Get a product similar to example 1, however, painted a light brown color.P R I m e R 6. 100 wt.h. epoxy resin ED-20 or its mixture with the resin deg-1 was mixed with 15-20 wt.h. detonability, utverjdali the mixture at 90-100aboutC for 4 h and then at 150aboutC for 14 h, and investigated the physico-chemical and physico-mechanical characteristics of the obtained epoxypropanol. The research results shown in the table indicate the applicability of detonability for curing epoxy resins in compositions that can be used as a binder for fiberglass, caulking compounds and adhesives.P R I m e R 7. To 30.8 g of dimethylformamide are dissolved in permisiveness acid with ethylene glycol and glycerin, and 0.08 g of diethanolamine. The resulting solution was mixed with 3.4 g of diphenylmethanediisocyanate (MDI) containing 53,3 4,4'-MDI, 38.7% of 2,4'-MDI and 8 2,2'-MDI, heated to 70-80aboutC and stirred at this temperature for about an hour, until the content of NCO-groups reaches to 0.8 and then added 0.11 g of benzoyl chloride and 54.8 g of toluene. Get solution of polyurethane. 16.5 g of the resulting solution of polyurethane mixed with 16,35 g nitrocellulose lacquer SC-573, in which pre-add 0.5 g of castor oil and 0.5 g of dibutyl phthalate. The resulting mixture was diluted with 49,0 g of ethyl acetate and used as a varnish to fix the coating on the leather. Lacquer stable for more than 3 months, the stickiness of the coating is missing, it thermomechanical stability 130aboutWith, resistance to wet friction over 1,000 revolutions of the disk, resistance to repeated bending over 50,000. 1. 1,5-Bis-(2 hydroxyethyl)-biuret as a component of the polymer compositions.2. The way to obtain 1,5-Bis-(2-hydroxyethyl) biureta, wherein 1-(2-hydroxyethyl) urea is heated at 170 190oTo stop shedding ammonia.
FIELD: chemical industry; methods and the devices for production of the biuret.
SUBSTANCE: the invention is pertaining to the method of production of biuret and to the device for its realization. The process includes production in the pyrolysis furnace of the biuret and ammonia by the carbamide pyrolysis, purification of the gained biuret in the reactor of the recrystallization, production of the salt of the monohalogenbiuret metal by interaction of the biuret with the compound of the hypohalogen metal or with halogen and the base in the first reactor. Interaction in the second reactor of the produced biuret metal salt with ammonia, including the ammonia produced during the pyrolysis process of carbamide at the molar ratio of the salt of the monohalogenbiuret metal and the total amount of the ammonia making 1:1-1:1000. The separated excess of the ammonia extracted from biuret in the ammonia evaporator is sent to the ammonia concentrator. At that the ammonia concentrator is intended for concentration of the excess of the ammonia and the ammonia produced in the pyrolysis furnace and for delivery of the concentrated ammonia in the second reactor. The technical result of the invention is the development of the economically profitable continuous process with high efficiency and utilization of the easily accessible source product, reduction of the quantity of the by-products.
EFFECT: the invention ensures the development of the economically profitable continuous process with high efficiency and utilization of the easily accessible source product, reduction of the quantity of the by-products.
14 cl, 62 ex, 12 tbl
SUBSTANCE: method of producing biuret and cyanuric acid through thermal decomposition of urea involves cooling the product of thermal decomposition of urea in order to settle crystals which are then dissolved in an aqueous alkaline solution and cooled to obtain high-purity biuret, and after neutralising the filtered mother solution with acid, cyanuric acid crystals are settled to obtain a suspension of cyanuric acid crystals which is then filtered to separate the crystals and washed. The invention also relates to devices for realising the given methods.
EFFECT: development of a cheap and simple method of producing biuret and high-purity cyanuric acid.
19 cl, 2 ex, 1 dwg
SUBSTANCE: polyisocyanate contains biuret groups, has functionality on isocyanate groups of not less than 4 and not more than 10 and is obtained using a method which includes (A) reaction of a polyisocyanate adduct with a secondary monoamine of formula (R1)(R2)NH, with the ratio of the isocyanate equivalent to the amine equivalent ranging from approximately 4:1 to approximately 14:1 to introduce biuret groups into said polyisocyanate, and (B) reaction of the polyisocyanate containing biuret groups with a blocking reagent. The polyisocyanate adduct (a) is obtained from 1,6-hexamethylenediisocyanate, (b) has average functionality on isocyanate groups of not less than 2.5 and not more than 8, and (c) contains isocyanurate groups. The blocking reagent is selected from a group comprising phenol, cresol, amides, oximes, hydrazones, pyrazoles and phenols which are substituted with long aliphatic chains.
EFFECT: obtaining blocked polyisocyanates which combine relatively low viscosity and low molecular weight with high functionality on isocyanate groups and high reactivity relative to binders used in coatings, as well as which are stable during storage with respect to increase in viscosity and are virtually colourless, which is especially important for systems which form transparent coatings.
9 cl, 6 ex, 5 tbl
SUBSTANCE: described is a polymerisable iodonium salt containing a positively charged iodine atom bonded with two aryl rings and a negatively charged counter-ion and at least one substitute containing a urethane and/or urea group, which is bonded with at least one of said aryl rings, wherein said substitute contains at least one functional group capable of cationic or radical polymerisation. Described also is a polyvinyl alcohol acetal copolymer containing at least one functional group, which is capable of cationic or radical polymerissation, preferably vinyl ether, alkoxy-methylacrylamide or alkoxy-methacrylamide. The invention also describes polymer binder for coating an offset printing plate from the polyvinyl alcohol acetal family, cellulose ether family and binder based on monomers, each containing at least one functional group capable of cationic or radical polymerisation. Described also is an offset printing plate coating solution containing said polymerisable iodonium salt, said polyvinyl alcohol acetal copolymer and said binder.
EFFECT: high quality of high-resolution image when the offset printing plate is used repeatedly.
17 cl, 25 dwg, 21 ex
SUBSTANCE: invention relates to production of elastomeric composition based on butadiene-nitrile rubbers used for preparing molded thickening rubber-technical articles working in contact with different automobile oils and lubricants at temperatures below 130°C. Proposed elastomeric composition comprises the following components, mas. p. p.: butadiene-nitrile rubber, 5-70; partially hydrogenated butadiene-nitrile rubber with the residual content of double bonds from 1.0 to 5.5%, 30-95; bis-(tert.-butyl-peroxyisopropyl)-benzene as a vulcanizing agent, 4-8; triallyl isocyanurate as a coagent of peroxide vulcanization, 0.5-2.0; technical carbon, 40-60; stearic acid, 1-3, and antioxidant, 1-3. Composition is prepared by conventional methods. Invention provides enhancing resistance to oil and gasoline, resistance to atmosphere and resistance against accumulation of relative residual deformation at increased temperatures.
EFFECT: improved and valuable properties of composition.
5 cl, 2 tbl
SUBSTANCE: method involves denaturing soya flour which basically involves thermal treatment of the soya flour in an aqueous solution, and then adding urea to the denatured soya flour which is essentially free from urease. The soya flour is denatured by heating to temperature 40°C-100°C for at least 15-500 minutes. The method also involves adding a cross-linking agent to the mixture of soya flour and urea and/or adding an emulsified or dispersed polymer. The polymer is selected from polyvinyl acetate or phenol-formaldehyde dispersions. The adhesives demonstrate high stability and adhesion-strength properties.
EFFECT: high adhesion strength in wet or dry state, with high efficiency of production and low production costs.
33 cl, 18 ex, 25 tbl, 22 dwg
SUBSTANCE: invention relates to use of a composition obtained by reaction of polyisocyanate with index 100-250, which is diphenyl methane isocyanate, optionally containing a homologue which contains 3 or more isocyanate groups, and/or a version of such a diisocyanate with monoalkylether of polyoxyalkylene monoamine having average molecular weight of 550-3000 and content of oxyethylene higher than 50% by weight, calculated based on the weight of monoamine and an alkyl group having 1-4 carbon atoms as a plasticiser in thermoplastic and thermosetting materials which contain less than 50% hard units, and containing a certain number of urethane and/or urea groups. The invention also relates to a method of producing a plasticised thermoplastic or thermosetting material with content of hard units of less than 50%, which contains a certain number of urethane and/or urea groups, using said composition, as well as the material itself.
EFFECT: novel composition which is suitable as a plasticiser, is liquid at atmospheric pressure, does not migrate or is not released onto the surface of materials containing a certain number of urethane or urea groups, and is more effective than earlier urethane plasticisers.
11 cl, 4 tbl, 4 ex
SUBSTANCE: invention relates to a water-soluble resin composition, a method of producing such a resin composition, use of the resin composition as binding material for non-woven fibre material, particularly insulation materials, and a method of producing such insulation material. The water-soluble resin composition contains a resin which is a product of reaction of aldehyde, preferably selected from a group including formaldehyde and (lower alkyl (C1-C4)) mono- or di-aldehydes or formaldehyde precursors, which can form formaldehyde directly in the resin composition, and a hydroxyl-aromatic compound selected from a group including substituted and unsubstituted mono- or polycyclic phenols, preferably from phenol, said composition further containing: an amino compound containing 2-6 amino groups, which is selected from a group comprising urea, dicyandiamide and melamine, and where the amino compound can also be a mixture of two or more different amino compounds; and a sugar alcohol. The resin has initial molar ratio of aldehyde to the hydroxyl-aromatic compound from 2.3 to 5.5; the ratio of the resin to the amino compound plus the sugar alcohol ranges from 45:55 to 70:30 pts.wt; the ratio of the amino compound to the resin lies between 20:80 and 50:50 pts.wt; and the ratio of the sugar alcohol to the resin plus the amino compound lies between 5:95 and 30:70 pts.wt. The sugar alcohol has a boiling point higher than the setting point of the resin.
EFFECT: obtaining a resin composition having well preserved water-solubility and without ammonia, reduced phenol and formaldehyde emissions during hardening and preservation of mechanical properties of the hardened resin, particularly wet strength.
16 cl, 2 tbl, 6 ex
SUBSTANCE: invention relates to a polyisocyanate composition which is suitable for producing material which contains polyisocyanurate, a method of producing such a composition, a curable composition containing such a polyisocyanate composition and epoxy resin, and polyisocyanurate material. The polyisocyanate composition contains polyisocyanate, a lithium halide and a urea compound. The urea compound has average molecular weight of 500-15000 and optionally contains biurat groups. The number of lithium halide moles per equivalent isocyanate is in the range of 0.0001-0.04. The number of equivalents (urea+biuret) per equivalent isocyanate is in the range of 0.0001-0.4.
EFFECT: obtaining a polyisocyanate composition which is stable at normal conditions, which yields a curable composition with a long storage life.
29 cl, 3 tbl, 3 ex
SUBSTANCE: claimed invention relates to thermally hardened composition based on epoxy resins, which contains: (a) at least one epoxy resin A, which has on average more than one epoxy group per molecule; (b) at least one hardener B of opoxy resin, which is activated at increased temperature and represents amine, amide, anhydride of carboxylic acid or polyphenol; and (c) at least one accelerant C of formula (Ia) or (Ib), where R1 represents H or n-valent aliphatic, or araliphatic residue; R2 and R3 represent each independently on each other alkyl group; R1' represents n'-atom aliphatic residue; R2' represents alkyl group; R3' independently on each other represent H, or alkyl group, or aralkyl group; and n and n' - each has value from 1 to 4, in particular, 1 or 2; and d) at least one viscosity modifier D. Invention also relates to application of such composition in form of one-component thermally hardened glue, for obtaining coatings and for obtaining structural foam for reinforcement of cavities, as well as to method of gluing heat-resistant materials with application of composition by invention and to glued together/glued to product, thus obtained, and to vehicle or vehicle component, which contain such foamed product. Also described is application of accelerant of formula (Ia) or (Ib) for increasing viscosity of claimed compositions based on epoxy resins.
EFFECT: obtaining thermally hardened compositions based on epoxy resins, which have good stability in storage, are quickly hardened and have high impact strength.
26 cl, 2 tbl, 5 ex
FIELD: personal use articles.
SUBSTANCE: invention relates to dipped articles based on natural latex, in particular, to protective gloves used as personal protection equipment as part of kits for protection of personnel at chemically hazardous facilities. The natural caoutchouc cased composition for gloves manufacture includes butadiene-styrene latex, oleic acid, thiourea, black carbon, polymethylsiloxane liquid (PSM-200), dibutilphthalate, potassium hydroxide, naphtam-2, casein, ammonia water solution, NF disperser, zinc diethyl-dithiocarbamate, zinc oxide, sulphur.
EFFECT: invention enables improvement of the gloves resistance to hazardous chemicals.
SUBSTANCE: invention relates to a moisture-curable polyurethane formulation intended for joint sealing, method for producing a curable polyurethane formulation and method of bonding materials together using the formulation is also provided. A moisture-curable polyurethane formulation capable of curing to form a reaction product comprises: a) at least one isocyanate-terminated prepolymer wherein the NCO/OH mole ratio is within the range of 5 to 20, b) optionally, additional monomeric/polymeric isocyanate, c) at least one of (i) at least one of, or ii) a urea-based thixotropic additive compound produced by the in situ reaction of the excess of free isocyanate in the isocyanate-terminated prepolymer or the additional monomeric/polymeric isocyanate with an amine in the presence of a carrier in a NCO/NH2 equivalent ratio of at least 3, d) at least one rheology modifier or filler. The reaction product comprises more than 1 wt % of urea groups. The formulation is capable of reacting the components a, optionally b, c(i) or c(ii) and d. A method of adhering a first substrate to a second substrate comprising applying the polyurethane formulation to a first substrate and contacting the polyurethane formulation-applied first substrate surface with the second substrate. A method for bonding materials together which comprises applying the polyurethane formulation to a first substrate, bringing a second substrate in contact with the formulation applied to the first substrate, and subjecting the applied formulation to moisture which will allow the formulation to cure to an irreversible solid form.
EFFECT: achieved a formulation, capable of being dispensed from a caulking gun, with good adhesion and high green strength to adhesively bond a first substrate weighing at least 500 grams to a second substrate without the need for any holding instrument, wherein a contact surface between the first substrate and the second substrate is at least 116 cm2.
27 cl, 3 tbl, 8 ex
SUBSTANCE: invention relates to use, in a bitumen composition, of an organic gelling agent derivative, having molar mass of not more than 2000 g/mol and includes at least one hydrogen bond donor D, at least one hydrogen bond acceptor A and at least one compatibiliser C in the bitumen. The compatibiliser C includes a group selected from: at least one straight hydrocarbon chain including at least 4 carbon atoms, at least one aliphatic ring with 3-8 atoms, at least one aromatic ring, at least one aliphatic or partially or entirely aromatic condensed polycyclic system, where each ring includes 5-6 atoms, taken alone or as a mixture, excluding N,N'-ethylene bis(stearamide) and certain aliphatic polyamines.
EFFECT: use of the additive improves resistance of bitumen compositions to petroleum hydrocarbons.
17 cl, 3 tbl
SUBSTANCE: invention relates to a liquid phenol resin for addition to a gluing composition for mineral fibres, which primarily contains phenol-formaldehyde condensates and phenol-formaldehyde-glycine condensates. The invention also relates to a method of producing said resin, a gluing composition containing the resin and to insulating materials based on mineral fibres glued with said gluing composition.
EFFECT: improved resin properties.
16 cl, 2 tbl, 9 ex