GB1024396A - Process for curing polyepoxides by polymercaptans and accelerators, and resulting products - Google Patents
Process for curing polyepoxides by polymercaptans and accelerators, and resulting productsInfo
- Publication number
- GB1024396A GB1024396A GB2525364A GB2525364A GB1024396A GB 1024396 A GB1024396 A GB 1024396A GB 2525364 A GB2525364 A GB 2525364A GB 2525364 A GB2525364 A GB 2525364A GB 1024396 A GB1024396 A GB 1024396A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solution
- accelerator
- polymercaptan
- ethers
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/10—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by other chemical means
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/48—Macromolecular compounds
- C04B41/488—Other macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/66—Mercaptans
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
- C04B2111/0075—Uses not provided for elsewhere in C04B2111/00 for road construction
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/60—Flooring materials
Abstract
A polyepoxide is cured by mixing it with a polymercaptan and applying it to a surface, and applying separately thereto an acclerator for the cure. The two components may be applied in either order, or simultaneously from different vessels. Pigments, fillers, dyes, plasticizers, and extenders may be included, and solvents or diluents including monoepoxy compounds may be used. The accelerator is preferably applied as a solution containing 1-80% by weight of the accelerator, in amount providing 0.1-5% of accelerator by weight of resin. The ratio of polymercaptan to resin is preferably at least 0.8:1. Cure occurs at room temperature but may be hastened by heating to 15-150 DEG C. if desired. Suitable polyepoxides are glycidyl ethers of polyhydric phenols, e.g. diphenylol alkanes, diphenylol sulphone, resorcinol, hydroquinone, dihydroxydiphenyl, and dihydroxynaphthalenes, and phenol-formaldehyde condensates, and of aliphatic polyhydroxy compounds, e.g. glycerol, ethylene glycol and trimethylol propane, and poly-(epoxyalky) esters of polycarboxylic acids and polymerized unsaturated acids, and epoxidized unsaturated acid esters and dienes, and di-(epoxyalkyl) ethers, and e.g. 3,4-epoxy-6-methyl - cyclohexylmethyl 3,4 - epoxy - 6 - methyl-cyclohexane carboxylate. Glycidyl polyethers of 2,2-bis-(4-hydroxyphenyl) propane of molecular weight 340-4000 are preferred. The polymercaptans preferably contain more than two mercapto groups per molecule and may be mercapto-hydrocarbons, esters, ethers, urethanes, and suphides, e.g. glycerol and hexane 1,2,6-triol trithioglycollates and pentaerythritol tetrathioglycollate, glycerol tri-(mercaptobutyl ether), tri-(mercaptoethyl) trimellitate, or products of the reaction between H2S and any of the above polyepoxides, notably polyglycidyl ethers of polyhydric alcohols and phenols. In particular, compounds containing heterocyclic rings substituted by at least three mercaptoalkyl groups are useful, e.g. 2,4,6-tri 1 (2 - mercaptoethyl) - 1,3,5 - trioxane. The accelerators include phenols, sulphides, tertiary amines, organic phosphines and arsines and antimony compounds, amine salts, and quaternary ammonium salts (long list). In Example I a bisphenol-A-based epoxy resin containing butyl glycidyl ether is mixed with a polymercaptan from H2S and a novolac polyglycidyl ether in solution, spread on a metal surface, and sprayed with benzyl dimethylamine solution. In Example II titanium-calcium pigment, diatomaceous silica and calcium carbonate are added as a pigment to the mixture as in I. In Examples III, IV and X other curing agents, and in V, IX and XI other accelerators are used, selected from the above lists. Uses.-Non-skid road coatings, coatings for loading + storage areas, factory floors and storage tanks; painting ships + car parts; lamination; filament winding; encapsulation.ALSO:Surfaces (e.g. roads and floors, wires) may be coated by applying thereto in separate applications (1) a mixture of a polyepoxide and a polymercaptan curing agent, and (2) an accelerator for the cure (see Division C3). The reagent (1) may be applied directly, if liquid, or in molten form or in solution while (2) maybe applied as a solution, or, preferably, in solution. The reagents may be applied in either order, or the separate solutions may be applied simultaneously by spraying.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US28942863A | 1963-06-20 | 1963-06-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1024396A true GB1024396A (en) | 1966-03-30 |
Family
ID=23111491
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2525364A Expired GB1024396A (en) | 1963-06-20 | 1964-06-18 | Process for curing polyepoxides by polymercaptans and accelerators, and resulting products |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE649471A (en) |
GB (1) | GB1024396A (en) |
NL (1) | NL6407000A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3857876A (en) * | 1969-12-29 | 1974-12-31 | Phillips Petroleum Co | Polyesters from the reaction of polyols and a mixture of mercaptoalkanoic and thioalkanoic acids |
WO2000022025A1 (en) * | 1998-10-13 | 2000-04-20 | International Coatings Limited | Curable coating compositions |
US20150024214A1 (en) * | 2012-01-19 | 2015-01-22 | Akzo Nobel Coatings International B.V. | Curable coating composition |
CN104955865B (en) * | 2012-12-21 | 2017-12-19 | 陶氏环球技术有限责任公司 | Thiol-cured elastomeric epoxy |
CN112574393A (en) * | 2020-11-27 | 2021-03-30 | 山东益丰生化环保股份有限公司 | Halogen-free mercapto-containing epoxy resin curing agent, and preparation method and application thereof |
CN114524655A (en) * | 2022-01-28 | 2022-05-24 | 广东铁科灌浆科技有限公司 | High-strength epoxy polymer modified cement mortar and preparation method thereof |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998001237A1 (en) * | 1996-07-08 | 1998-01-15 | The Dow Chemical Company | Method of applying a road marking composition |
-
1964
- 1964-06-18 BE BE649471D patent/BE649471A/xx unknown
- 1964-06-18 GB GB2525364A patent/GB1024396A/en not_active Expired
- 1964-06-19 NL NL6407000A patent/NL6407000A/xx unknown
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3857876A (en) * | 1969-12-29 | 1974-12-31 | Phillips Petroleum Co | Polyesters from the reaction of polyols and a mixture of mercaptoalkanoic and thioalkanoic acids |
WO2000022025A1 (en) * | 1998-10-13 | 2000-04-20 | International Coatings Limited | Curable coating compositions |
US20150024214A1 (en) * | 2012-01-19 | 2015-01-22 | Akzo Nobel Coatings International B.V. | Curable coating composition |
US9663679B2 (en) * | 2012-01-19 | 2017-05-30 | Akzo Nobel Coatings International B.V. | Curable coating composition |
CN104955865B (en) * | 2012-12-21 | 2017-12-19 | 陶氏环球技术有限责任公司 | Thiol-cured elastomeric epoxy |
CN112574393A (en) * | 2020-11-27 | 2021-03-30 | 山东益丰生化环保股份有限公司 | Halogen-free mercapto-containing epoxy resin curing agent, and preparation method and application thereof |
CN114524655A (en) * | 2022-01-28 | 2022-05-24 | 广东铁科灌浆科技有限公司 | High-strength epoxy polymer modified cement mortar and preparation method thereof |
CN114524655B (en) * | 2022-01-28 | 2022-09-09 | 广东铁科灌浆科技有限公司 | High-strength epoxy polymer modified cement mortar and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
BE649471A (en) | 1964-12-18 |
NL6407000A (en) | 1964-12-21 |
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