Patents by Inventor Werner T. Raudenbusch
Werner T. Raudenbusch has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
-
Patent number: 5003040Abstract: Disclosed is a process for preparing an epoxy resin containing on average from 1.5 to 2.5 epoxy groups and at least one primary hydroxyl group per molecule, the method comprising reacting, in the presence of an etherification catalyst, tris(2-hydroxyethyl)isocyanurate with a diglycidylether having the general formula ##STR1## wherein R is an alkylene group, a cycloalkylene group, or an alkylene group containing a cyclic moiety.Type: GrantFiled: December 27, 1989Date of Patent: March 26, 1991Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Werner T. Raudenbusch
-
Patent number: 4937275Abstract: This invention relates to a process for the preparation of water-thinnable, curable binders for coatings prepared by reacting a multifunctional polyglycidyl ether (epoxy novolac resin), a diglycidyl ether of a polyhydric phenol and an amino compound.Type: GrantFiled: June 13, 1989Date of Patent: June 26, 1990Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Stephen A. Stachowiak, Werner T. Raudenbusch, Jurrianus Bekooy
-
Patent number: 4738995Abstract: This invention relates to a process for the preparation of water-thinnable, curable binders for coatings prepared by reacting a multifunctional polyglycidyl ether (epoxy novolac resin), a diglycidyl ether of a polyhydric phenol and an amino compound.Type: GrantFiled: October 18, 1984Date of Patent: April 19, 1988Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Stephen A. Stachowiak, Werner T. Raudenbusch, Jurrianus Bekooy
-
Patent number: 4686248Abstract: The preparation of water-thinnable thermosetting resin binder compositions for coatings is described wherein a polyglycidyl ether prepared by reacting a multifunctional polyglycidyl ether with a monofunctional phenol is reacted with a dicarboxylic acid in the presence of an esterification catalyst.Type: GrantFiled: May 29, 1986Date of Patent: August 11, 1987Assignee: Shell Oil CompanyInventors: Jurrianus Bekooij, Petrus G. Kooijmans, Werner T. Raudenbusch, Stephen A. Stachowiak
-
Patent number: 4614775Abstract: The preparation of water-thinnable thermosetting resin binder compositions for coatings is described wherein a polyglycidyl ether prepared by reacting a multifunctional polyglycidyl ether with a monofunctional phenol is reacted with a dicarboxylic acid in the presence of an etherification catalyst.Type: GrantFiled: January 25, 1985Date of Patent: September 30, 1986Assignee: Shell Oil CompanyInventors: Jurrianus Bekooij, Petrus G. Kooijmans, Werner T. Raudenbusch, Stephen A. Stachowiak
-
Polyglycidyl ethers, their preparation and their use in preparing thermosetting coating compositions
Patent number: 4593078Abstract: The present invention is directed to polyglycidyl ethers having, on average, n epoxy groups per molecule, where 1<n.ltoreq.2, which comprise the reaction products of multifunctional polyglycidyl ethers having, on average, x epoxy groups per molecule, where x>2, with (x-n) mol of monofunctional phenols per mol of the multifunctional polyglycidyl ether and to a process for their preparation and their use in preparing thermosetting coating compositions, particularly for use in electrodeposition coating of articles.Type: GrantFiled: May 14, 1984Date of Patent: June 3, 1986Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Stephen A. Stachowiak, Jurrianus Bekooij, Werner T. Raudenbusch -
Patent number: 4491611Abstract: Catalytically self-cross-linking resinous binders are prepared by (a) addition reaction of a primary amine to a beta-hydroxyalkyl ester of an alpha, beta-ethylenically unsaturated acid, and (b) reaction of this secondary amine adduct, optionally in combination with other amines, with an epoxy resin. Curing catalysts are transesterification-promoting metal compounds. Protonized binders can be used in a cathodic electrodeposition bath.Type: GrantFiled: March 12, 1984Date of Patent: January 1, 1985Assignee: Shell Oil CompanyInventors: Adrianus J. M. Barnhoorn, Werner T. Raudenbusch
-
Patent number: 4478985Abstract: Carboxyl-containing resinous compounds, suitable for making water-dilutable thermosetting coating compositions after at least partial neutralization with a base, are prepared by a process wherein a non-acidic hydroxyl-containing resinous intermediate prepared by reacting at a temperature in the range 120.degree. to 180.degree. C. in the presence of an esterification catalyst in one or more steps (a) a diglycidyl ether of a dihydric phenol having an epoxy molar mass not exceeding 1100 with (b) a monofunctional phenol, and (c) dimerized unsaturated fatty acids in an epoxy phenolic or acidic equivalent ratio of (a), (b) and (c) from x/2/(x-2) to (x+0.1)/2/(x-2), wherein x is at least 4 for a diglycidyl ether having an epoxy molar mass from 400 to 1100 and x is at least 6 for a diglycidyl ether having an epoxy molar mass below 400, is reacted at a temperature not higher than 150.degree. C. with a carboxylic acid anhydride in an amount to produce a half-ester having an acid value in the range 15 to 80 mg KOH/g.Type: GrantFiled: December 12, 1983Date of Patent: October 23, 1984Assignee: Shell Oil CompanyInventors: Jurrianus Bekooij, Werner T. Raudenbusch, Stephen A. Stachowiak, Petrus G. Kooijmans, Henricus P. H. Scholten
-
Patent number: 4459393Abstract: Catalytically self-cross-linking resinous binders are prepared by (a) addition reaction of a primary amine to a beta-hydroxyalkyl ester of an alpha, beta-ethylenically unsaturated acid, and (b) reaction of this secondary amine adduct, optionally in combination with other amines, with an epoxy resin. Curing catalysts are transesterification-promoting metal compounds. Protonized binders can be used in a cathodic electrodeposition bath.Type: GrantFiled: September 30, 1982Date of Patent: July 10, 1984Assignee: Shell Oil CompanyInventors: Adrianus J. M. Barnhoorn, Werner T. Raudenbusch
-
Patent number: 4427805Abstract: The present invention is directed to thermosetting binder compositions for coating, comprising:(I)(1) a non-acidic resinous compound, saturated, molecular weight at least 900, alcoholic hydroxyl content at least 0.2 eq/100 g;(2) a cross-linking agent comprising a nonacidic polyester of a polycarboxylic acid, having more than one beta-hydroxyl ester group per molecule, at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) a curing catalyst comprising a transesterification-promoting metal compound which is insoluble in liquid hydrocarbons.These compositions can be used in solvent-based lacquers and paints, in coating powders, aqueous powder suspensions, in aqueous coating compositions for cathodic electrodeposition; for aqueous compositions component (1) (1) is preferably an epoxy resin/amine adduct.Type: GrantFiled: September 7, 1982Date of Patent: January 24, 1984Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Werner T. Raudenbusch, Adrianus M. C. Van Steenis, Wolfgang Kunze, Josepha M. E. Seelen-Kruijssen
-
Patent number: 4405662Abstract: A thermosetting resinous binder composition, heat-curable in combination with a transesterification-promoting metal compound as a catalyst to provide an insoluble infusible coating, comprising a mixture of:(1) a non-acidic resinous compound essentially free of ethylenical unsaturation, having a molecular weight of at least 900 and a hydroxyl content of at least 0.Type: GrantFiled: September 24, 1982Date of Patent: September 20, 1983Assignee: Shell Oil CompanyInventors: Werner T. Raudenbusch, Adrianus J. M. Barnhoorn, Petrus G. Kooijmans, Willem L. Sederel, Adrianus M. C. Van Steenis, Theresia F. M. Schets
-
Patent number: 4405763Abstract: A thermosetting binder composition for coating, comprising:(I) (1) A non-acidic resinous saturated compound having a molecular weight of at least 900, and an alcoholic hydroxyl content of at least 0.2 eq./100 g;(2) A non-acidic polyester of a polycarboxylic acid cross-linking agent having more than one .beta.-hydroxyl ester group per molecule, and at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) A transesterification-promoting metal salt or complex curing catalyst which is soluble in liquid hydrocarbons.For aqueous compositions, component (I) (1) is preferably a neutralized epoxy resin/amine adduct and component (II) should be insoluble in water; they can be used for cathodic electrodeposition.Type: GrantFiled: February 16, 1982Date of Patent: September 20, 1983Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Johannes J. M. H. Wintraecken, Werner T. Raudenbusch, Josepha M. E. Seelen-Kruijssen, Gerardus C. M. Schreurs
-
Patent number: 4401774Abstract: A thermosetting binder composition for coating, comprising:(I) (1) A non-acidic resinous saturated compound having a molecular weight of at least 900, and an alcoholic hydroxyl content of at least 0.2 eq./100 g;(2) A non-acidic polyester of a polycarboxylic acid crosslinking agent having more than one .beta.-hydroxyl ester group per molecule, and at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) A transesterification-promoting metal salt or complex curing catalyst which is soluble in liquid hydrocarbons.For aqueous compositions, component (I) (1) is preferably a neutralized epoxy resin/amine adduct and component (II) should be insoluble in water; they can be used for cathodic electrodeposition.Type: GrantFiled: February 16, 1982Date of Patent: August 30, 1983Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Johannes J. M. H. Wintraecken, Werner T. Raudenbusch, Josepha M. E. Seelen-Kruijssen, Gerardus C. M. Schreurs
-
Patent number: 4397990Abstract: A thermosetting binder composition for coating, comprising:(1) A non-acidic resinous saturated compound having a molecular weight of at least 900, and an alcoholic hydroxyl content of at least 0.2 eq./100 g;(2) A non-acidic polyester of a polycarboxylic acid cross-linking agent having more than one .beta.-hydroxyl ester group per molecule, and at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) A transesterification-promoting metal salt or complex curing catalyst which is soluble in liquid hydrocarbons.For aqueous compositions, component (I) (1) is preferably a neutralized epoxy resin/amine adduct and component (II) should be insoluble in water; they can be used for cathodic electrodeposition.Type: GrantFiled: February 16, 1982Date of Patent: August 9, 1983Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Johannes J. M. H. Wintraecken, Werner T. Raudenbusch, Josepha M. E. Seelen-Kruijssen, Gerardus C. M. Schreurs
-
Patent number: 4362847Abstract: The present invention is directed to thermosetting binder compositions for coating, comprising:(I) (1) A non-acidic resinous compound, saturated, molecular weight at least 900, alcoholic hydroxyl content at least 0.2 eq/100 g;(2) a cross-linking agent comprising a non-acidic polyester of a polycarboxylic acid, having more than one beta-hydroxyl ester group per molecule, at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) a curing catalyst comprising a transesterification-promoting metal compound which is insoluble in liquid hydrocarbons.These compositions can be used in solvent-based lacquers and paints, in coating powders, aqueous powder suspensions, in aqueous coating compositions for cathodic electrodeposition; for aqueous compositions component (I) (1) is preferably an epoxy resin/amine adduct.Type: GrantFiled: April 20, 1981Date of Patent: December 7, 1982Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Werner T. Raudenbusch, Adrianus M. C. Van Steenis, Wolfgang Kunze, Josepha M. E. Seelen-Kruijssen
-
Patent number: 4352842Abstract: A thermosetting binder composition for coating, comprising:(I)(1) A non-acidic resinous saturated compound having a molecular weight of at least 900, and an alcoholic hydroxyl content of at least 0.2 eq./100 g;(2) A non-acidic polyester of a polycarboxylic acid crosslinking agent having more than one .beta.-hydroxyl ester group per molecule, and at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) A transesterification-promoting metal salt or complex curing catalyst which is soluble in liquid hydrocarbons.For aqueous compositions, component (I) (1) is preferably a neutralized epoxy resin/amine adduct and component (II) should be insoluble in water; they can be used for cathodic electrodeposition.Type: GrantFiled: February 16, 1982Date of Patent: October 5, 1982Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Johannes J. M. H. Wintraecken, Werner T. Raudenbusch, Josepha M. E. Seelen-Kruijssen, Gerardus C. M. Schreurs
-
Patent number: 4332711Abstract: A thermosetting binder composition for coating, comprising:(I)(1) A non-acidic resinous saturated compound having a molecular weight of at least 900, and an alcoholic hydroxyl content of at least 0.2 eq./100 g;(2) A non-acidic polyester of a polycarboxylic acid crosslinking agent having more than one .beta.-hydroxyl ester group per molecule, and at least one of components (1) and (2) having an alcoholic hydroxyl functionality of more than 2, and(II) A transesterification-promoting metal salt or complex curing catalyst which is soluble in liquid hydrocarbons.For aqueous compositions, component (I) (1) is preferably a neutralized epoxy resin/amine adduct and component (II) should be insoluble in water; they can be used for cathodic electrodeposition.Type: GrantFiled: December 3, 1979Date of Patent: June 1, 1982Assignee: Shell Oil CompanyInventors: Petrus G. Kooymans, Johannes J. M. H. Wintraecken, Werner T. Raudenbusch, Josepha M. E. Seelen-Kruijssen, Gerardus C. M. Schreurs
-
Patent number: 4331574Abstract: Resinous compounds suitable for aqueous thermosetting coating dispersions or solutions after neutralization, are prepared by reacting a diglycidyl ether of a dihydric phenol with a hydroxyalkane monocarboxylic acid and dimerized unsaturated fatty acids, with epoxy equal to or in slight excess over carboxyl, below 150.degree. C. in the presence of an epoxy/carboxyl esterification catalyst to produce a non-acidic intermediate, and then reacting the intermediate at a temperature below 150.degree. C. with a polycarboxylic acid anhydride in amounts to provide an acid value from 5 to 35. Aqueous dispersions are prepared by at least 50% neutralization of such compounds having acid value 5-15.Type: GrantFiled: March 6, 1981Date of Patent: May 25, 1982Assignee: Shell Oil CompanyInventors: Jurrianus Bekooij, Werner T. Raudenbusch, Stephen A. Stachowiak
-
Patent number: 4150006Abstract: Novel resinous binders useful for coating articles by cathodic electrodeposition are described. These binders contain tertiary amino groups and are derived from glycidyl esters of alpha-branched monocarboxylic acids containing from 6 to 20 carbon atoms in the acid group.Type: GrantFiled: June 5, 1978Date of Patent: April 17, 1979Assignee: Shell Oil CompanyInventors: Werner T. Raudenbusch, Gerardus C. M. Schreurs, Petrus G. Kooymans, Josepha M. E. Seelen-Kruijssen