RU2604069C1 - Polyurethane coating composition - Google Patents

Polyurethane coating composition Download PDF

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RU2604069C1
RU2604069C1 RU2015126577/04A RU2015126577A RU2604069C1 RU 2604069 C1 RU2604069 C1 RU 2604069C1 RU 2015126577/04 A RU2015126577/04 A RU 2015126577/04A RU 2015126577 A RU2015126577 A RU 2015126577A RU 2604069 C1 RU2604069 C1 RU 2604069C1
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coating
composition
solvent
polyurethane
molecular weight
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Индира Наилевна Бакирова
Светлана Евгеньевна Митрофанова
Наталья Викторовна Галкина
Лейсан Миннафиковна Замилова
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Общество с ограниченной ответственностью "ЛАКУР" (ООО "ЛАКУР")
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    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203Polyhydroxy compounds
    • C08G18/3218Polyhydroxy compounds containing cyclic groups having at least one oxygen atom in the ring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3225Polyamines
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4829Polyethers containing at least three hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/08Polyurethanes from polyethers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
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  • Engineering & Computer Science (AREA)
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  • Polyurethanes Or Polyureas (AREA)

Abstract

FIELD: chemistry.
SUBSTANCE: invention relates to compositions of film-forming polyurethane compositions and can be used as a protective coating for wood, concrete, metal, glass. Polyurethane coating composition contains polyoxypropylene triol with molecular weight 3,600, polyisocyanate based on 4,4′-diphenylmethane diisocyanate, diphenylol propane, solvent and additionally 2,4,6-tris-(dimethylaminomethyl)-phenol. As a solvent composition contains a mixture of acetone, toluene and cyclohexanone in ratio, wt%. %: 33:33:34, respectively. Ratio of components of composition is as follows, pts.wt: polyoxypropylene triol with molecular weight 3600 - 60, polyisocyanate based on 4,4′-diphenylmethane diisocyanate - 68, diphenylol propane - 40, 2,4,6-tris-(dimethylaminomethyl)-phenol 3.0-3.5, said solvent 110-160. Technical result is increase of viability of polyurethane composition by 3-5.5 times, increase of hardness of coating based thereon to 13.5 % while preserving strength properties (impact strength and bending strength) and adhesion.
EFFECT: longer life of polyurethane composition and high hardness of coating based thereon.
1 cl, 1 tbl, 6 ex

Description

Изобретение относится к составам пленкообразующих полиуретановых композиций и может быть использовано в качестве защитного покрытия для дерева, бетона, металла, стекла.The invention relates to compositions of film-forming polyurethane compositions and can be used as a protective coating for wood, concrete, metal, glass.

Известна полиуретановая композиция для покрытий, содержащая полиоксипропилентриол с молекулярной массой 3000-5000, полиизоцианат на основе 4,4′-дифенилметандиизоцианата и этилацетат при следующем соотношении компонентов, мас. ч.:Known polyurethane coating composition containing polyoxypropylene triol with a molecular weight of 3000-5000, a polyisocyanate based on 4,4′-diphenylmethanediisocyanate and ethyl acetate in the following ratio, wt. hours:

Указанный полиоксипропилентриолSpecified Polyoxypropylene Triol 100one hundred Полиизоцианат на основеBased polyisocyanate 4,4′-дифенилметандиизоцианата4,4′-diphenylmethanediisocyanate 100-200100-200 этилацетатethyl acetate 100-200100-200

(см. RU Патент №2073053, МПК 6 C09D 175/08, 1997 г.).(see RU Patent No. 2073053, IPC 6 C09D 175/08, 1997).

Недостатками полиуретановой композиции являются недостаточные прочность и твердость покрытия.The disadvantages of the polyurethane composition are insufficient strength and hardness of the coating.

Известна полиуретановая композиция для покрытий, включающая полиоксипропилентриол с молекулярной массой 3000-5000, полиизоцианат на основе 4,4′-дифенилметандиизоцианата, октоат олова и/или дибутилдилауриат олова, растворитель - этилацетат, бутилацетат и трибутиламин, при следующем соотношении компонентов, мас. ч.:Known polyurethane composition for coatings, including polyoxypropylene triol with a molecular weight of 3000-5000, a polyisocyanate based on 4,4′-diphenylmethanediisocyanate, tin octoate and / or tin dibutyl dilaurate, the solvent is ethyl acetate, butyl acetate and tributylamine, in the following ratio, wt. hours:

Указанный полиоксипропилентриолSpecified Polyoxypropylene Triol 100one hundred Полиизоцианат на основеBased polyisocyanate 4,4′-дифенилметандиизоцианата4,4′-diphenylmethanediisocyanate 100-200100-200 Октоат оловаTin Octoate 0,2-0,60.2-0.6 и/илиand / or Дибутилдилауриат оловаTin Dibutyl Dilauriate 0,2-0,40.2-0.4 ЭтилацетатEthyl acetate 30-7030-70 БутилацетатButyl acetate 30-7030-70 ТрибутиламинTributylamine 0,1-0,30.1-0.3

(см. RU Патент №2162478, МПК 7 C09D 175/08, 2001).(see RU Patent No. 2162478, IPC 7 C09D 175/08, 2001).

Недостатками полиуретановой композиции являются недостаточная ее жизнеспособность и твердость покрытия.The disadvantages of the polyurethane composition are its insufficient viability and hardness of the coating.

Наиболее близкой по технической сущности является полиуретановая композиция для покрытий, включающая полиоксипропилентриол с молекулярной массой 3000-5000, полиизоцианат на основе 4,4′-дифенилметандиизоцианата, дибутилдилауриат олова, дифенилолпропан и растворитель - ацетон, при следующем соотношении компонентов, мас. ч.:The closest in technical essence is a polyurethane coating composition, including polyoxypropylene triol with a molecular weight of 3000-5000, a polyisocyanate based on 4,4′-diphenylmethanediisocyanate, tin dibutyldiylaurate, diphenylolpropane and a solvent of acetone, in the following ratio of components, wt. hours:

Указанный полиоксипропилентриолSpecified Polyoxypropylene Triol 30-7030-70 Полиизоцианат на основеBased polyisocyanate 4,4′-дифенилметандиизоцианата4,4′-diphenylmethanediisocyanate 65-7065-70 Дибутилдилауриат оловаTin Dibutyl Dilauriate 0,1-0,20.1-0.2 ДифенилолпропанDiphenylolpropane 70-3070-30 ацетонacetone 125125

(см. RU Патент №2393189, МПК C09D 175/08 (2006.01), C08G 18/65 (2006.01), C08G 18/32 (2006.01), C08G 18/24 (2006.01), 2010).(see RU Patent No. 2393189, IPC C09D 175/08 (2006.01), C08G 18/65 (2006.01), C08G 18/32 (2006.01), C08G 18/24 (2006.01), 2010).

Недостатками полиуретановой композиции являются недостаточная ее жизнеспособность и твердость покрытия.The disadvantages of the polyurethane composition are its insufficient viability and hardness of the coating.

Задачей данного изобретения является увеличение жизнеспособности полиуретановой композиции, повышение твердости покрытия на ее основе при сохранении прочностных характеристик.The objective of the invention is to increase the viability of the polyurethane composition, increase the hardness of the coating based on it while maintaining strength characteristics.

Техническая задача решается тем, что полиуретановая композиция для покрытий, включающая полиоксипропилентриол с молекулярной массой 3600, полиизоцианат на основе 4,4′-дифенилметандиизоцианата, дифенилолпропан и растворитель, она дополнительно содержит 2,4,6-трис-(диметиламинометил)-фенол, а в качестве растворителя содержит смесь ацетона, толуола и циклогексанона в соотношении, мас. %: 33:33:34, соответственно, при следующем соотношении компонентов, мас. ч.:The technical problem is solved in that the polyurethane coating composition, including polyoxypropylene triol with a molecular weight of 3600, a polyisocyanate based on 4,4′-diphenylmethanediisocyanate, diphenylolpropane and a solvent, it additionally contains 2,4,6-tris- (dimethylaminomethyl) -phenol, and as a solvent contains a mixture of acetone, toluene and cyclohexanone in the ratio, wt. %: 33:33:34, respectively, in the following ratio of components, wt. hours:

Полиоксипропилентриол с молекулярной массой 3600Polyoxypropylene triol with a molecular weight of 3600 6060 Полиизоцианат на основеBased polyisocyanate 4,4′-дифенилметандиизоцианата4,4′-diphenylmethanediisocyanate 6868 ДифенилолпропанDiphenylolpropane 4040 2,4,6-трис-(диметиламинометил)-фенол2,4,6-tris- (dimethylaminomethyl) phenol 3,0-3,53.0-3.5 Указанный растворительSpecified Solvent 110-160110-160

Решение технической задачи позволяет увеличить жизнеспособность полиуретановой композиции в 3-5,5 раза, повысить твердость покрытия на ее основе до 13,5% при сохранении прочностных характеристик покрытия (прочности при ударе и прочности при изгибе) и адгезии. Характеристика веществ, используемых в композиции:The solution of the technical problem allows to increase the viability of the polyurethane composition by 3-5.5 times, increase the hardness of the coating based on it to 13.5% while maintaining the strength characteristics of the coating (impact strength and bending strength) and adhesion. Characteristics of the substances used in the composition:

- полиоксипропилентриол с молекулярной массой 3600 торговой марки Лапрол по ТУ 2226-015-10488057-94;- polyoxypropylene triol with a molecular weight of 3600 under the trademark Laprol according to TU 2226-015-10488057-94;

- полиизоцианат на основе 4,4′-дифенилметандиизоцианата торговой марки Суризон или Суризон П 85 по ТУ 113-03-29-84;- a polyisocyanate based on 4,4′-diphenylmethanediisocyanate of the Surizon or Surizon P 85 trademark in accordance with TU 113-03-29-84;

- дифенилолпропан по ТУ 2423-172-00203335-2007;- diphenylolpropane according to TU 2423-172-00203335-2007;

2,4,6-трис-(диметиламинометил)-фенол, Марка Алкофен МА, вязкая жидкость от желтого до коричневого цвета, эмпирическая формула: С15H27N3O, ТУ У 6-00209817.035-96;2,4,6-tris- (dimethylaminomethyl) phenol, Mark Alkofen MA, viscous liquid from yellow to brown, empirical formula: C 15 H 27 N 3 O, TU U 6-00209817.035-96;

- растворитель (растворитель марки Р-219) представляет собой смесь ацетона, толуола и циклогексанона в соотношении 33:33:34, соответственно, ТУ 6-10-960-76.- the solvent (solvent brand R-219) is a mixture of acetone, toluene and cyclohexanone in a ratio of 33:33:34, respectively, TU 6-10-960-76.

Пример 1 по прототипуPrototype Example 1

Полиуретановую композицию для покрытий получают путем смешения компонентов при следующем соотношении, мас. ч.:The polyurethane composition for coatings is obtained by mixing the components in the following ratio, wt. hours:

Полиоксипропилентриол с молекулярной массой 3600Polyoxypropylene triol with a molecular weight of 3600 6060 Полиизоцианат на основе 4,4′-дифенилметандиизоцианата4,4′-diphenylmethanediisocyanate polyisocyanate 6868 Дибутилдилаурат оловаTin Dibutyl Dilaurate 0,20.2 ДифенилолпропанDiphenylolpropane 4040 АцетонAcetone 125125

После смешения ее наносят на рабочую поверхность.After mixing, it is applied to the work surface.

Пример 2 по заявленному объектуExample 2 on the claimed object

Полиуретановую композицию для покрытий получают путем смешения компонентов при соотношении, мас. ч.:The polyurethane composition for coatings is obtained by mixing the components in the ratio, wt. hours:

Полиоксипропилентриол с молекулярной массой 3600Polyoxypropylene triol with a molecular weight of 3600 6060 Полиизоцианат на основе 4,4′-дифенилметандиизоцианата4,4′-diphenylmethanediisocyanate polyisocyanate 6868 ДифенилолпропанDiphenylolpropane 4040 2,4,-трис-(диметиламинометил)-фенол2,4, -tris- (dimethylaminomethyl) -phenol 3,53,5 Смесь ацетона, толуола и циклогексанонаA mixture of acetone, toluene and cyclohexanone в соотношении, мас. %: 33:33:34, соответственноin the ratio, wt. %: 33:33:34, respectively 160160

После смешения компонентов композиции ее наносят на рабочую поверхность.After mixing the components of the composition, it is applied to the work surface.

Примеры 3-6 аналогичны примеру 2.Examples 3-6 are similar to example 2.

Соотношения компонентов состава композиции приведены в Таблице.The ratio of the components of the composition are shown in the Table.

Покрытия на основе полиуретановой композиции по заявленному объекту и по прототипу для испытания получают на стальной, стеклянной и жестяной пластинках.Coatings based on a polyurethane composition according to the claimed object and the prototype for testing are obtained on steel, glass and tin plates.

Жизнеспособность композиции определяют по времени, в течение которого она может легко наноситься на стеклянную или стальную пластинку согласно ГОСТ 12812-80.The viability of the composition is determined by the time during which it can be easily applied to a glass or steel plate according to GOST 12812-80.

Относительную твердость покрытия на стеклянной пластинке определяют по отношению к твердости стекла на маятниковом приборе марки МЭ-3 по ГОСТ 5233-67.The relative hardness of the coating on the glass plate is determined in relation to the hardness of the glass on the pendulum device brand ME-3 according to GOST 5233-67.

Прочность при ударе покрытия на стальной пластинке определяют на приборе У-1А согласно ГОСТ 4763-73.The impact strength of a coating on a steel plate is determined on a U-1A device according to GOST 4763-73.

Прочность при изгибе определяют путем сгибания пластины из жести с нанесенным на нее покрытием из композиции вокруг цилиндрического стержня определенного диаметра по ГОСТ 5740-2007.Bending strength is determined by bending a sheet of tin with a coating of composition applied around it on a cylindrical rod of a certain diameter according to GOST 5740-2007.

Адгезию определяют методом решетчатых надрезов покрытия на стальной пластинке согласно ГОСТ 15140-78.Adhesion is determined by the method of lattice incisions of the coating on a steel plate according to GOST 15140-78.

Данные по примерам конкретного выполнения, включающие свойства, приведены в Таблице.Data on examples of specific performance, including properties, are shown in the Table.

Figure 00000001
Figure 00000001

Как видно из примеров конкретного выполнения, заявляемая полиуретановая композиция по сравнению с прототипом позволяет увеличить жизнеспособность композиции в 3-5,5 раза, увеличить твердость покрытия на ее основе до 13,5% при сохранении прочностных характеристик покрытия и адгезии покрытия к основе.As can be seen from examples of specific performance, the claimed polyurethane composition in comparison with the prototype allows to increase the viability of the composition by 3-5.5 times, increase the hardness of the coating on its basis to 13.5% while maintaining the strength characteristics of the coating and adhesion of the coating to the base.

Claims (1)

Полиуретановая композиция для покрытий, включающая полиоксипропилентриол с молекулярной массой 3600, полиизоцианат на основе 4,4′-дифенилметандиизоцианата, дифенилолпропан и растворитель, отличающаяся тем, что она дополнительно содержит 2,4,6-трис-(диметиламинометил)-фенол, а в качестве растворителя она содержит смесь ацетона, толуола и циклогексанона в соотношении, мас. %: 33:33:34 соответственно, при следующем соотношении компонентов, мас. ч.:
полиоксипропилентриол с молекулярной массой 3600 60 полиизоцианат на основе 4,4′-дифенилметандиизоцианата 68 дифенилолпропан 40 2,4,6-трис-(диметиламинометил)-фенол 3,0-3,5 указанный растворитель 110-160
A polyurethane coating composition comprising a polyoxypropylene triol with a molecular weight of 3600, a polyisocyanate based on 4,4′-diphenylmethanediisocyanate, diphenylolpropane and a solvent, characterized in that it additionally contains 2,4,6-tris- (dimethylaminomethyl) phenol, and as solvent, it contains a mixture of acetone, toluene and cyclohexanone in the ratio, wt. %: 33:33:34 respectively, in the following ratio of components, wt. hours:
polyoxypropylene triol with a molecular weight of 3600 60 polyisocyanate based 4,4′-diphenylmethanediisocyanate 68 diphenylolpropane 40 2,4,6-tris- (dimethylaminomethyl) phenol 3.0-3.5 specified solvent 110-160
RU2015126577/04A 2015-07-02 2015-07-02 Polyurethane coating composition RU2604069C1 (en)

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RU2737743C1 (en) * 2020-03-16 2020-12-02 федеральное государственное бюджетное образовательное учреждение высшего образования "Казанский национальный исследовательский технологический университет" (ФГБОУ ВО "КНИТУ") Polyurethane composition for protective coatings

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GB1026594A (en) * 1961-12-19 1966-04-20 Dunlop Rubber Co Improvements relating to coatings
US4435558A (en) * 1981-12-28 1984-03-06 Schering Ag Hardenable urethane-epoxy resin mixtures
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RU2534774C1 (en) * 2013-06-07 2014-12-10 Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Казанский национальный исследовательский технологический университет" Polyurethane coating composition
RU2536690C1 (en) * 2013-12-23 2014-12-27 Владимир Павлович Лобко Protective composition for covering and soaking surfaces of concrete, metal, wooden, plastic and glass construction materials

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Publication number Priority date Publication date Assignee Title
GB1026594A (en) * 1961-12-19 1966-04-20 Dunlop Rubber Co Improvements relating to coatings
US4435558A (en) * 1981-12-28 1984-03-06 Schering Ag Hardenable urethane-epoxy resin mixtures
RU2393189C1 (en) * 2008-10-30 2010-06-27 Государственное образовательное учреждение высшего профессионального образования "Казанский государственный технологический университет" Coating composition
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RU2536690C1 (en) * 2013-12-23 2014-12-27 Владимир Павлович Лобко Protective composition for covering and soaking surfaces of concrete, metal, wooden, plastic and glass construction materials

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2737743C1 (en) * 2020-03-16 2020-12-02 федеральное государственное бюджетное образовательное учреждение высшего образования "Казанский национальный исследовательский технологический университет" (ФГБОУ ВО "КНИТУ") Polyurethane composition for protective coatings

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