US2765288A - Coating compositions containing coal tar pitch and an epoxy ether resin - Google Patents

Coating compositions containing coal tar pitch and an epoxy ether resin Download PDF

Info

Publication number
US2765288A
US2765288A US478208A US47820854A US2765288A US 2765288 A US2765288 A US 2765288A US 478208 A US478208 A US 478208A US 47820854 A US47820854 A US 47820854A US 2765288 A US2765288 A US 2765288A
Authority
US
United States
Prior art keywords
epoxy
ether resin
coal tar
tar pitch
epoxy ether
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 - Lifetime
Application number
US478208A
Other languages
English (en)
Inventor
Whittier Fred
Raymond J Lawn
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pittsburgh Coke and Chemical Co
Original Assignee
Pittsburgh Coke and Chemical Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to BE556278D priority Critical patent/BE556278A/xx
Application filed by Pittsburgh Coke and Chemical Co filed Critical Pittsburgh Coke and Chemical Co
Priority to US478208A priority patent/US2765288A/en
Application granted granted Critical
Publication of US2765288A publication Critical patent/US2765288A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of 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
    • 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
    • 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
    • C09D195/00—Coating compositions based on bituminous materials, e.g. asphalt, tar, pitch
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31511—Of epoxy ether
    • Y10T428/31529—Next to metal
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31678—Of metal
    • Y10T428/31717—Next to bituminous or tarry residue
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31815—Of bituminous or tarry residue

Definitions

  • the present invention relatestofnovel coating compositions and, more particularly, to cold or air setting corrosion-resistant bituminous compositions which are especially adapted for application to steel and concrete surfaces, although not limited to such uses.
  • the joints of pipe lines are generally coated in either of two ways, namely, by
  • the products of the invention comprise a glycidyl 'polyether resin (epoxy ethers),-as more fully described hereinafter, and coal tar pitch, with or without .finely divided inert fillers, such as talc, mica, silica, and -one or more aromatic hydrocarbon vehicles (solvents or diluents).
  • glycidyl 'polyether resin epoxy ethers
  • coal tar pitch with or without .
  • finely divided inert fillers such as talc, mica, silica, and -one or more aromatic hydrocarbon vehicles (solvents or diluents).
  • the coal tar pitch employed-in the present invention is mainly hydrocarbon in nature and is practically insoluble in aqueousalkali, ethanol and isopropanol.
  • the pitch ofthe Bradley patent and the present coal tar pitch are non-analogous and it could not be predicted that coal tar pitch could be successfully employed with epoxy resins from the fact that phenolic pitches had been usedin the past with such resins.
  • the epoxy ethers or resins, suitable for use in the compositionsv of the invention correspond with those described in vU. S. Patents Nos. 2,528,417, of October 31,
  • a preferred group of epoxyethers for use in the' invention is prepared by reacting a dihydric'phenol'withepi- "chlorhydrin in alkaline solution.
  • These products are of hydroxy benzophenone, 'bis (4- hydroxyphenylyljl ethane, -bis-(4-hydroxyphenyl)-1,l-isobutane, bis-(4-hydroxyphenyl) -2,2butane, bis- ('4-hydroxy-2-methylphenyl)-2,2-propane, bis-(hydroxy-Ztertiary butyl phenyl)- 2,2-propane, bis-(2-dihydroxynaphthyl) methane, lj5 dihydroxy naphthalene,'etc.
  • the product may be represented by the formula:
  • n is an integer, preferably from 1 to 7, and R represents the divalent hydrocarbon radical of the dihydric phenol.
  • the preferred epoxy ethers for use in the invention are those having epoxy values'no les's'than 0:20 (Pyridinium Chloride Method and melting points no greater than -C. (Durrans Mercury Method).
  • the preferred phenol is bis-phenol A.
  • 1,2-epoxy-containing polyethers of polyhydric alcohols such aspolyglycidyl ethers thereof, like the diglycidyl ether of ethylene glycol, propylene glycol, trimethyleneglycol, diethylene glycol, triethylene glycol, glycerol, dipropylene glycol and the like.
  • Other typical ethers of. this class include glycidyl ethers of polyhydric alcohols having a 1,2-epoxy equivalency.
  • polyglycidyl ethers of glycol diglycerol, erythritol, pentaglycerol, rnannitol, sorbitolpolyallyl alcohol, polyvinyl alcohol, and thelike.
  • the glycidyl ether resin will havean-epoxy equivalency greater than-1 and usually less than 2L
  • the epoxy equivalency may be defined as the number of epoxy groups per molecule in contrast to the epoxy value which is the number of epoxy groups in grams of the resin.
  • the products of the invention should also include'an agent'for rapid setting or curing of the coating.
  • agent'for rapid setting or curing of the coating there may be used small amounts of poly-functional amines, such as ethylene 1 diamine, ethylene triamine, .diethylene triamine, benzyl dimethylamine, 3-dimethylaminopropylamine, 3-di- 1 ethylaminopropylamine, .tetra'ethylene”pentamine and the like.
  • These agents which apparently efiect cross linking in the epoxy resin, may be used in various amounts, although they usually are employed in the range of from 0.05 to 0.25 "part'p'er'part byweightofepoxy etherresin in conjunction with b'ituminouspitch'inert fillers and organic vehicles.
  • thepreferable epoxy resins may be set into a cured state simply by the additionthereto of the curing agent at ambient temperatures (10 to 60 C), thesetwo ingredients should be kept separated-until just before application of the composition to the surface to be coated, e. 2., metal or concrete surface or pipe linejoints.
  • the products'of the invention s'houl'dbe made up in the form of a two-component system, one
  • compositions of the invention may comprise from to 50 parts epoxy ether resin and from 85 to 50 parts pitch based on 100 parts by weight of the total resin-pitch content. Satisfactory products may also be obtained using proportions outside the range recited above, e. g., up to 80% by weight of resin, although where, for example, substantially lower amounts of the preferable epoxy ether resins than those stated are used, the curing time is usually too long.
  • aromatic hydrocarbon vehicles i. e., solvents or diluents, such as high flash naphtha, xylol, toluol, and the like, may be incorporated in the compositions of the invention in amounts sutficient to reduce the viscosity of the composition to a workable consistency.
  • the aromatic hydrocarbon vehicle may be excluded if a workable viscosity is obtained without the same.
  • EXAMPLE IV Component a Parts Epoxy resin from bis (4-hydroxyphenyl)-2,2-propane (melting point 25 C. and epoxy value 0.34)---- 50 Component b Diethylene tr V 3 Pitch V 35 Filler (inert mineral talc-clay) 15 Solvent (highflash naphtha) j 15 Components a and b were mixed together at the point of application and the resulting mixture brushed onto steel pipe line joints at 20 to 30 C. The mixture became set into a tough, corrosion resistant, rubbery film within about twenty-four hours.
  • a cold setting bituminous composition comprising coal tar pitch substantially insoluble in alkali, ethanol, and isopropanol, an epoxy ether resin having a 1,2-e'poxy equivalency greater than 1 and a curing agent for said epoxy ether resin, wherein said epoxyether resin is between 15% and of the mixture of epoxy ether resin prising coal tar pitch substantially insoluble in alkali,
  • the coating composition of claim 2 including an aromatic hydrocarbon vehicle.
  • the coating composition of claim 2 including an aromatic hydrocarbon vehicle and a filler.
  • composition of claim 2 comprising from 15 to 50 parts epoxy ether resin and having an epoxy value no less than 0.20 and a melting point no greater than 80 C., and to 50 parts of said coal tar pitch'based on '100 parts by weight of the resin-pitch content; from 0.05 to 0.25 part of said curing agent per each part by weight of epoxy ether resin; sufiicient solvent to give the desired consistency to said composition.
  • a steel base coated with a tough, corrosion resistant film obtained by permitting the composition of claim 2 to set thereon.
  • a concrete base coated with a tough, corrosion resistant film obtained by permitting the composition of claim 2 to set thereon.
  • composition according to claim 2 wherein the glycidyl polyether is a glycidyl polyether of bis-(4-hydroxyphenyl) 2,2-prop ane.
  • the coating composition of claim 11 wherein the glycidyl polyether has an epoxy value no less than 0.20 and a melting point no greater than 80 C.
  • composition of claim 13 comprising 15 to parts of the glycidyl polyether, to 50 parts of the coal tar pitch, from 0.05 to 0.25 part of curing agent per part by weight of polyether and sufficient solvent to give a workable viscosity to the composition.
  • composition of claim 11 wherein the curing agent is an amine having a plurality of amino groups.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Paints Or Removers (AREA)
  • Epoxy Resins (AREA)
US478208A 1954-12-28 1954-12-28 Coating compositions containing coal tar pitch and an epoxy ether resin Expired - Lifetime US2765288A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BE556278D BE556278A (is") 1954-12-28
US478208A US2765288A (en) 1954-12-28 1954-12-28 Coating compositions containing coal tar pitch and an epoxy ether resin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US478208A US2765288A (en) 1954-12-28 1954-12-28 Coating compositions containing coal tar pitch and an epoxy ether resin

Publications (1)

Publication Number Publication Date
US2765288A true US2765288A (en) 1956-10-02

Family

ID=23898967

Family Applications (1)

Application Number Title Priority Date Filing Date
US478208A Expired - Lifetime US2765288A (en) 1954-12-28 1954-12-28 Coating compositions containing coal tar pitch and an epoxy ether resin

Country Status (2)

Country Link
US (1) US2765288A (is")
BE (1) BE556278A (is")

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1020140B (de) * 1956-11-16 1957-11-28 Chemieprodukte G M B H Verfahren zum Abdichten, z.B. von Rohrverbindungen, oder zum Abdichten von Bautenteilen unter Verwendung von AEthoxylinharzen
US2889305A (en) * 1957-03-11 1959-06-02 Stanley L Lopata Corrosion-resistant coatings containing coal tar oil and an epoxy resin
US2903243A (en) * 1955-07-12 1959-09-08 Salt Water Control Inc Emulsion treater
US2939805A (en) * 1955-07-01 1960-06-07 Imp Flo Glaze Paints Ltd Self-locking bolt and method of making same
US2956034A (en) * 1958-04-25 1960-10-11 Shell Oil Co Bituminous compositions
US2980601A (en) * 1958-06-12 1961-04-18 Coast Paint And Lacquer Compan Coal tar modified amine type curing agent for polyepoxides
US3006877A (en) * 1958-06-11 1961-10-31 Ciba Ltd Resin solutions suitable for producing coatings
US3012487A (en) * 1959-04-10 1961-12-12 Shell Oil Co Polyepoxide compositions
US3015635A (en) * 1957-05-21 1962-01-02 Shell Oil Co Compositions containing epoxy esters and bituminous materials
US3024130A (en) * 1959-03-04 1962-03-06 Dresser Ind Process of bonding a bituminous enamel protective coating to a suitable base such asmetallic pipes and pipe couplings
US3029027A (en) * 1957-08-12 1962-04-10 Pittsburgh Chemical Company Apparatus for coating pipe surfaces
US3033088A (en) * 1956-08-20 1962-05-08 Shell Oil Co Composition comprising a coal product, a polyepoxide and abrasive particles and process for treating surfaces therewith
US3058839A (en) * 1960-05-10 1962-10-16 Koppers Co Inc Method of protecting wood from marine organisms
US3060140A (en) * 1960-03-23 1962-10-23 Greenlee Sylvan Owen Polyglycidyl ethers of hydroxyphenylated-phenyletherated polymers
US3061455A (en) * 1960-02-23 1962-10-30 Screw & Bolt Corp Of America Self-locking threaded fastener
US3062771A (en) * 1958-10-08 1962-11-06 Socony Mobil Oil Co Inc Compositions of epoxy resin and aromatic hydrocarbon oils
US3094498A (en) * 1963-06-18 Resinous compositions
US3105771A (en) * 1958-04-28 1963-10-01 Shell Oil Co Surfacing compositions comprising a mixture of a polyepoxide, a polyamide, and a petroleum derived bituminous material
DE1165791B (de) * 1964-03-19 Gelsenkirchener Bergwerks Ag Korrosionsschutzmittel mit thixotropen Eigenschaften
DE1171549B (de) * 1962-05-17 1964-06-04 Goldschmidt Ag Th Verfahren zur Herstellung von mit Aminen kalthaertenden Anstrich- und/oder Abdichtungs-mitteln auf Basis mehrwertiger Epoxyde unter Zusatz von Teer
US3138861A (en) * 1960-09-20 1964-06-30 Gaido Lingle Co Inc Butt edge joining of enamel coated pipes
US3190845A (en) * 1961-01-30 1965-06-22 Cook Paint & Varnish Co Coal tar coating composition
US3202621A (en) * 1960-07-27 1965-08-24 Reichhold Chemicals Inc Asphalt-epoxy compositions and method of making the same
US3274138A (en) * 1964-04-15 1966-09-20 Exxon Research Engineering Co Petroleum mulch film
US3280215A (en) * 1962-09-10 1966-10-18 Ceilcote Company Inc Modification of epoxy polymer with coumarone-indene resin
US3297056A (en) * 1963-12-13 1967-01-10 United States Steel Corp Concrete pipe having a liner of an epoxy resin-coal composition
US3331795A (en) * 1962-10-09 1967-07-18 Fmc Corp Novel coating compositions
US3383345A (en) * 1964-10-26 1968-05-14 Porter Paint Company Epoxy-coal tar film-forming compositions
US3409572A (en) * 1965-10-11 1968-11-05 Shell Oil Co Thermoplastic polymers prepared from coal tar
DE1295748B (de) * 1964-06-01 1969-05-22 United States Steel Corp UEberzugsmassen, die Steinkohlenteerpech und Polyaether enthalten
US3447955A (en) * 1965-09-22 1969-06-03 Shell Oil Co Process for sealing cement concrete surfaces
DE1298715B (de) * 1961-02-15 1969-07-03 Bakelite Ltd Verfahren zur Herstellung von UEberzuegen und Belaegen auf der Basis von Epoxydpolyaddukten
US3514418A (en) * 1963-11-19 1970-05-26 Shell Oil Co Epoxy ethers,their preparation and cured products obtained therefrom
US3676388A (en) * 1968-10-14 1972-07-11 Porter Paint Co Method of preparing antifoulant coating compositions and resulting product
US3717606A (en) * 1971-04-05 1973-02-20 H Lomasney Solventless coal tar extended antifouling coating
US3754974A (en) * 1971-12-22 1973-08-28 N Hirota Method and agent for preventing coating films from peeling
US3839061A (en) * 1971-04-09 1974-10-01 Rhone Progil Tar compositions comprising trifunctional aliphatic epoxide diluents
US3902006A (en) * 1971-11-19 1975-08-26 Rhone Progil Junction box
US3915730A (en) * 1972-04-07 1975-10-28 Rhone Progil Bituminous compositions comprising diepoxidized hydrogenated bisphenol A
US3966674A (en) * 1973-10-09 1976-06-29 Kureha Kagaku Kogyo Kabushiki Kaisha Epoxy resin composition
US3997461A (en) * 1968-10-14 1976-12-14 Porter Paint Co. Method of preparing antifoulant coating compositions and resulting product
US5266614A (en) * 1990-03-27 1993-11-30 Intevep, S.A. Corrosion resistant coating formed from a petroleum coke and epoxy resin composition
US5713393A (en) * 1994-12-08 1998-02-03 Reilly Industries, Inc. Coal tar enamel coated steel pipe and process for same
US6214414B1 (en) * 1999-07-22 2001-04-10 Ppg Industries Ohio, Inc. Method for forming a sequence of crosslinked pigmented coatings on ceramic substrates

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2528417A (en) * 1949-01-25 1950-10-31 Shell Dev Epoxy ether compositions containing phenolic pitch

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2528417A (en) * 1949-01-25 1950-10-31 Shell Dev Epoxy ether compositions containing phenolic pitch

Cited By (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1165791B (de) * 1964-03-19 Gelsenkirchener Bergwerks Ag Korrosionsschutzmittel mit thixotropen Eigenschaften
US3094498A (en) * 1963-06-18 Resinous compositions
US2939805A (en) * 1955-07-01 1960-06-07 Imp Flo Glaze Paints Ltd Self-locking bolt and method of making same
US2903243A (en) * 1955-07-12 1959-09-08 Salt Water Control Inc Emulsion treater
US3033088A (en) * 1956-08-20 1962-05-08 Shell Oil Co Composition comprising a coal product, a polyepoxide and abrasive particles and process for treating surfaces therewith
DE1020140B (de) * 1956-11-16 1957-11-28 Chemieprodukte G M B H Verfahren zum Abdichten, z.B. von Rohrverbindungen, oder zum Abdichten von Bautenteilen unter Verwendung von AEthoxylinharzen
US2889305A (en) * 1957-03-11 1959-06-02 Stanley L Lopata Corrosion-resistant coatings containing coal tar oil and an epoxy resin
US3015635A (en) * 1957-05-21 1962-01-02 Shell Oil Co Compositions containing epoxy esters and bituminous materials
US3029027A (en) * 1957-08-12 1962-04-10 Pittsburgh Chemical Company Apparatus for coating pipe surfaces
US2956034A (en) * 1958-04-25 1960-10-11 Shell Oil Co Bituminous compositions
US3105771A (en) * 1958-04-28 1963-10-01 Shell Oil Co Surfacing compositions comprising a mixture of a polyepoxide, a polyamide, and a petroleum derived bituminous material
US3006877A (en) * 1958-06-11 1961-10-31 Ciba Ltd Resin solutions suitable for producing coatings
US2980601A (en) * 1958-06-12 1961-04-18 Coast Paint And Lacquer Compan Coal tar modified amine type curing agent for polyepoxides
US3062771A (en) * 1958-10-08 1962-11-06 Socony Mobil Oil Co Inc Compositions of epoxy resin and aromatic hydrocarbon oils
US3024130A (en) * 1959-03-04 1962-03-06 Dresser Ind Process of bonding a bituminous enamel protective coating to a suitable base such asmetallic pipes and pipe couplings
US3012487A (en) * 1959-04-10 1961-12-12 Shell Oil Co Polyepoxide compositions
US3061455A (en) * 1960-02-23 1962-10-30 Screw & Bolt Corp Of America Self-locking threaded fastener
US3060140A (en) * 1960-03-23 1962-10-23 Greenlee Sylvan Owen Polyglycidyl ethers of hydroxyphenylated-phenyletherated polymers
US3058839A (en) * 1960-05-10 1962-10-16 Koppers Co Inc Method of protecting wood from marine organisms
US3202621A (en) * 1960-07-27 1965-08-24 Reichhold Chemicals Inc Asphalt-epoxy compositions and method of making the same
US3138861A (en) * 1960-09-20 1964-06-30 Gaido Lingle Co Inc Butt edge joining of enamel coated pipes
US3190845A (en) * 1961-01-30 1965-06-22 Cook Paint & Varnish Co Coal tar coating composition
DE1298715B (de) * 1961-02-15 1969-07-03 Bakelite Ltd Verfahren zur Herstellung von UEberzuegen und Belaegen auf der Basis von Epoxydpolyaddukten
DE1171549B (de) * 1962-05-17 1964-06-04 Goldschmidt Ag Th Verfahren zur Herstellung von mit Aminen kalthaertenden Anstrich- und/oder Abdichtungs-mitteln auf Basis mehrwertiger Epoxyde unter Zusatz von Teer
US3280215A (en) * 1962-09-10 1966-10-18 Ceilcote Company Inc Modification of epoxy polymer with coumarone-indene resin
US3331795A (en) * 1962-10-09 1967-07-18 Fmc Corp Novel coating compositions
US3514418A (en) * 1963-11-19 1970-05-26 Shell Oil Co Epoxy ethers,their preparation and cured products obtained therefrom
US3297056A (en) * 1963-12-13 1967-01-10 United States Steel Corp Concrete pipe having a liner of an epoxy resin-coal composition
US3274138A (en) * 1964-04-15 1966-09-20 Exxon Research Engineering Co Petroleum mulch film
DE1295748B (de) * 1964-06-01 1969-05-22 United States Steel Corp UEberzugsmassen, die Steinkohlenteerpech und Polyaether enthalten
US3383345A (en) * 1964-10-26 1968-05-14 Porter Paint Company Epoxy-coal tar film-forming compositions
US3447955A (en) * 1965-09-22 1969-06-03 Shell Oil Co Process for sealing cement concrete surfaces
US3409572A (en) * 1965-10-11 1968-11-05 Shell Oil Co Thermoplastic polymers prepared from coal tar
US3997461A (en) * 1968-10-14 1976-12-14 Porter Paint Co. Method of preparing antifoulant coating compositions and resulting product
US3676388A (en) * 1968-10-14 1972-07-11 Porter Paint Co Method of preparing antifoulant coating compositions and resulting product
US3717606A (en) * 1971-04-05 1973-02-20 H Lomasney Solventless coal tar extended antifouling coating
US3839061A (en) * 1971-04-09 1974-10-01 Rhone Progil Tar compositions comprising trifunctional aliphatic epoxide diluents
US3902006A (en) * 1971-11-19 1975-08-26 Rhone Progil Junction box
US3754974A (en) * 1971-12-22 1973-08-28 N Hirota Method and agent for preventing coating films from peeling
US3915730A (en) * 1972-04-07 1975-10-28 Rhone Progil Bituminous compositions comprising diepoxidized hydrogenated bisphenol A
US3966674A (en) * 1973-10-09 1976-06-29 Kureha Kagaku Kogyo Kabushiki Kaisha Epoxy resin composition
US5266614A (en) * 1990-03-27 1993-11-30 Intevep, S.A. Corrosion resistant coating formed from a petroleum coke and epoxy resin composition
JPH0674396B2 (ja) 1990-03-27 1994-09-21 インテヴェップ，エス．エイ 耐食性コーティング材料及びその調整方法
US5713393A (en) * 1994-12-08 1998-02-03 Reilly Industries, Inc. Coal tar enamel coated steel pipe and process for same
US6220305B1 (en) * 1994-12-08 2001-04-24 Reilly Industries, Inc. Coal tar enamel coated steel pipe and process for same
US6214414B1 (en) * 1999-07-22 2001-04-10 Ppg Industries Ohio, Inc. Method for forming a sequence of crosslinked pigmented coatings on ceramic substrates

Also Published As

Publication number Publication date
BE556278A (is") 1900-01-01

Similar Documents

Publication Publication Date Title
US2765288A (en) Coating compositions containing coal tar pitch and an epoxy ether resin
US2976256A (en) Bituminous compositions containing epoxy ether resin and chlorinated rubber
US5319004A (en) Hardener for epoxy resins comprising reaction products of polyamidoamines, secondary polyamines and epoxy-polyol adducts
CA1263574A (en) Polyoxyalkyleneamine modified epoxy coatings for corroded metal
WO2013138994A1 (en) A modified epoxy resin composition used in high solids coating
HUT70873A (en) Amine modified epoxide-resin
US3156660A (en) Epoxy resinous compositions and their preparation
US3062771A (en) Compositions of epoxy resin and aromatic hydrocarbon oils
CA1064892A (en) Curling agents for epoxide resins
JP2023539557A (ja) 透明な導電性エポキシ樹脂コーティング及び静電気散逸性フロア
TW201728707A (zh) 用於化學設備之表面之塗覆方法
JP2017025158A (ja) 防食塗料組成物、防食塗膜、防食塗膜付き基材及びその製造方法
US2889305A (en) Corrosion-resistant coatings containing coal tar oil and an epoxy resin
US3649589A (en) Coating compositions containing coal tar distillate extender resin and an epoxy ether resin
JP5361686B2 (ja) 液状アミン系潜在性硬化剤組成物
CS196303B2 (en) Hardenable mixture
US2980601A (en) Coal tar modified amine type curing agent for polyepoxides
WO2022165729A1 (en) Epoxy curing agents and uses thereof
US3354105A (en) Coal tar polyhydroxyether composition
US3992358A (en) Epoxy resin compositions
US3132115A (en) Composition comprising a liquid 1, 2-epoxy resin and d-limonene
EP0601668B1 (en) Epoxy resin composition
US3044900A (en) Electrical apparatus having a coating consisting of resinous polymeric epoxide containing finely divided aluminum oxide trihydrate and resinous polyamide
JPS5813568B2 (ja) アミンコウカカノウナ ポリエポキシドソセイブツ
JPS6146020B2 (is")