IP Library Granted Patent US 8,586,644
Granted Patent B2
US 8,586,644 · App. 13/295,132 · Granted Nov 19, 2013

Photocurable composition suitable for rust prevention of a threaded joint for steel pipes

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Quick Facts
Patent No.
US 8,586,644
App. No.
13/295,132
Granted
Nov 19, 2013
Kind
B2
Abstract

A thin and highly transparent coating having excellent air tightness, adhesion to a substrate, lubricating properties, galling resistance, and corrosion resistance is formed on the surface of a metal substrate and particularly on the surface of a threaded joint which is used for connection of oil country tubular goods. A photocurable composition comprising (A) a photocurable (meth)acrylate resin, (B) a (meth)acrylate monomer selected from a monofunctional (meth)acrylate monomer and a difunctional (meth)acrylate monomer, (C) a trifunctional or higher multifunctional (meth)acrylate monomer, (D) a photopolymerization initiator, (E) a benzotriazole anticorrosive agent, (F) an anticorrosive pigment selected from a phosphate anticorrosive pigment and calcium ion-exchanged silica, and (G) a phosphate ester is used to form a photocured coating.

Claims (34)

1. A photocurable composition consisting essentially of:

(A) a photocurable (meth)acrylate resin,

(B) a (meth)acrylate monomer selected from a monofunctional (meth)acrylate monomer and a difunctional (meth)acrylate monomer, said monofunctional (meth)acrylate monomer being selected from the group consisting of 2-ethylhexyl (meth)acrylate, phenoxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, butoxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, methyltriglycol (meth)acrylate, isodecyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth)acrylate, and lauryl (meth)acrylate,

(C) a trifunctional or higher multifunctional (meth)acrylate monomer,

(D) a photopolymerization initiator,

(E) a benzotriazole anticorrosive agent,

(F) an anticorrosive pigment selected from a phosphate anticorrosive pigment and calcium ion-exchanged silica, and

(G) a phosphate ester.

2. A photocurable composition as set forth in claim 1 wherein the phosphate ester (G) is a (meth)acrylate having a phosphate group in the molecule.

3. A photocurable composition as set forth in claim 1 wherein the photocurable (meth)acrylate resin (A) is at least one member selected from polyester (meth)acrylate, epoxy (meth)acrylate, polyether (meth)acrylate, and polyurethane (meth)acrylate.

4. A photocurable composition as set forth in claim 1 containing, in mass parts, 5-50 parts of component (A), 5-50 parts of component (B), 5-30 parts of component (C), 1-15 parts of component (D), 0.1-5 parts of component (E), 1-10 parts of component (F), and 1-5 parts of component (G), wherein the total of components (A)-(G) is 100 parts by mass.

5. A photocurable composition consisting essentially of:

(A) a photocurable (meth)acrylate resin,

(B) a (meth)acrylate monomer selected from a monofunctional (meth)acrylate monomer and a difunctional (meth)acrylate monomer, said monofunctional (meth)acrylate monomer being selected from the group consisting of 2-ethylhexyl (meth)acrylate, phenoxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, butoxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, methyltriglycol (meth)acrylate, isodecyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth)acrylate, and lauryl (meth)acrylate,

(C) a trifunctional or higher multifunctional (meth)acrylate monomer,

(D) a photopolymerization initiator,

(E) a benzotriazole anticorrosive agent,

(F) an anticorrosive pigment selected from a phosphate anticorrosive pigment and calcium ion-exchanged silica,

(G) a phosphate ester, and further containing a lubricant.

6. A photocurable composition consisting essentially of:

(A) a photocurable (meth)acrylate resin,

(B) a (meth)acrylate monomer selected from a monofunctional (meth)acrylate monomer and a difunctional (meth)acrylate monomer, said monofunctional (meth)acrylate monomer being selected from the group consisting of 2-ethylhexyl (meth)acrylate, phenoxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, butoxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, methyltriglycol (meth)acrylate, isodecyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth)acrylate, and lauryl (meth)acrylate,

(C) a trifunctional or higher multifunctional (meth)acrylate monomer,

(D) a photopolymerization initiator,

(E) a benzotriazole anticorrosive agent,

(F) an anticorrosive pigment selected from a phosphate anticorrosive pigment and calcium ion-exchanged silica,

(G) a phosphate ester, and further containing a fluorescent brightening agent.

7. The use of a photocurable composition as set forth in claim 1 as a material for forming a rust-preventing coating on a threaded joint for steel pipes.

8. A photocured coating formed from a photocurable composition as set forth in claim 1 .

9. A photocured coating as set forth in claim 8 having a turbidity of at most 40%.

10. A metal substrate with a photocured coating having a photocured coating as set forth in claim 8 on the surface of the metal substrate.

11. A threaded joint for steel pipes with a photocured coating having a photocured coating as set forth in claim 8 on the surface of a pin and/or a box of the threaded joint for steel pipes.

12. A rust-preventing method for a threaded joint for steel pipes including the steps of applying a photocurable composition as set forth in claim 1 on the surface of a pin and/or a box of a threaded joint for steel pipes and then irradiating the coated surface with active energy rays to cure the composition and form a photocured coating.

13. A method of manufacturing a threaded joint for steel pipes with a photocured coating including the steps of applying a photocurable composition as set forth in claim 1 on the surface of a pin and/or a box of a threaded joint for steel pipes and then irradiating the coated surface with active energy rays to cure the composition and form a photocured coating.

Assignments (5)
CHANGE OF NAME Recorded May 14, 2019
From: NIPPON STEEL & SUMITOMO METAL CORPORATION
To: NIPPON STEEL CORPORATION
Reel/Frame 049257/0828 →
CHANGE OF NAME Recorded Apr 25, 2014
From: VALLOUREC MANNESMANN OIL & GAS FRANCE
To: VALLOUREC OIL AND GAS FRANCE
Reel/Frame 032753/0743 →
MERGER Recorded Mar 11, 2013
From: SUMITOMO METAL INDUSTRIES, LTD.
To: NIPPON STEEL & SUMITOMO METAL CORPORATION
Reel/Frame 029961/0319 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ADD 7TH INVENTOR PREVIOUSLY RECORDED ON REEL 027559 FRAME 0284. ASSIGNOR(S) HEREBY CONFIRMS THE ADD 7TH INVENTOR, RYUICHI IMAI TO THE ASSIGNMENT. Recorded Mar 25, 2012
From: NAGAREO, TOMOMITSU; KAMEDA, YOSHINORI; MATSUMOTO, KEISHI; KAMIMURA, TAKAYUKI; TAKAHASHI, MASARU; GOTO, KUNIO; IMAI, RYUICHI
To: SUMITOMO METAL INDUSTRIES, LTD.; VALLOUREC MANNESMANN OIL & GAS FRANCE; CHUGOKU MARINE PAINTS, LTD.
Reel/Frame 027922/0872 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 19, 2012
From: NAGAREO, TOMOMITSU; KAMEDA, YOSHINORI; MATSUMOTO, KEISHI; KAMIMURA, TAKAYUKI; TAKAHASHI, MASARU; GOTO, KUNIO
To: SUMITOMO METAL INDUSTRIES, LTD.; VALLOUREC MANNESMANN OIL & GAS FRANCE; CHUGOKU MAINE PAINTS, LTD.
Reel/Frame 027559/0284 →