Patents by Inventor Petrus G. Kooijmans
Petrus G. Kooijmans 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: 6359080Abstract: A (powder) coating composition comprises an epoxy-functional polyester storage-stable at temperatures of up to 40° C. and having a Tg of more than 40° C. and a crosslinking resin, wherein the epoxy-functional polyester is prepared by the reaction of (III) an intermediate epoxy-functional polyester produced by glycidating a carboxyl-functional polyester derived from (a) secondary carboxyl groups-containing aromatic or cycloaliphatic dicarboxylic acid (anhydride)(s), (b) aliphatic hydroxyl groups-containing diol(s), (c) optionally, a compound containing one primary or secondary hydroxyl group, or a compound comprising one primary or secondary hydroxyl group and one tertiary aliphatic carboxyl group, (d) optionally, a compound comprising a tertiary aliphatic carboxyl group and two aliphatic hydroxyl groups and (e) optionally, a trihydroxyalkane or tetrahydroxyalkane; with (IV) a carboxyl-functional polyester obtained from (a) and (b) above, or (a) alone.Type: GrantFiled: May 16, 2000Date of Patent: March 19, 2002Inventors: Edward John Marx, Simon Ming-kung Li, Petrus G. Kooijmans
-
Patent number: 6103835Abstract: An epoxy-functional polyester storage-stable at temperatures of up to 40.degree. C. and having a Tg of more than 40.degree. C. is prepared by the reaction of an epoxy-functional polyester intermediate (III) produced by glycidating a carboxyl-functional polyester derived from (a) at least one secondary carboxyl groups-containing aromatic or cycloaliphatic dicarboxylic acid (anhydride), (b) at least one aliphatic hydroxyl groups-containing diol, (c) optionally, a compound containing one primary or secondary hydroxyl group, or a compound comprising one primary or secondary hydroxyl group and one tertiary aliphatic carboxyl group, (d) optionally, a compound comprising a tertiary aliphatic carboxyl group and two aliphatic hydroxyl groups and (e) optionally, a trihydroxyalkane or tetrahydroxyalkane; with (IV) a carboxyl-functional polyester obtained from (a) and (b) above, or (a) alone.Type: GrantFiled: November 11, 1998Date of Patent: August 15, 2000Assignee: Shell Oil CompanyInventors: Edward John Marx, Simon Ming-kung Li, Petrus G. Kooijmans
-
Patent number: 5480960Abstract: A process for the preparation of a linear tertiary aliphatic carboxyl functional polyester resin by reactinga) at least one compound A' comprising one monofunctional primary- or secondary hydroxyl group and/or at least one compound A" comprising one primary- or secondary hydroxyl group and one tertiary aliphatic carboxyl group andb) at least one aromatic or cycloaliphatic dicarboxylic acid compound B comprising two aromatic- or secondary aliphatic carboxyl groups or the anhydride thereof andc) at least one diol compound C comprising two aliphatic hydroxyl groups which may each independently be a primary or a secondary hydroxyl group andd) at least one dihydroxymonocarboxylic acid compound D comprising a tertiary aliphatic carboxyl group and two aliphatic hydroxyl groups, which may each independently be primary or secondary hydroxyl,the molar ratio of compounds A':A":B:C:D being M:N:X+Y+1:X:Y,wherein M+N=2X ranges from 2 to 8 andY ranges from 2-N to 8,at a temperature of from 100.degree. to 240.degree. C.Type: GrantFiled: July 14, 1994Date of Patent: January 2, 1996Assignee: Shell Oil CompanyInventors: Jan Freriks, Pieter Groenveld, Petrus G. Kooijmans, Werner T. Raudenbush
-
Patent number: 5064913Abstract: An epoxy-based coating formulation includes a curing agent comprising oligomeric adducts of trimellitic anhydride and the glycidyl ester of pivalic acid. Such curing agents having a melting point of from 80 to 110.degree. C., making the epoxy-based formulation suitable for powder coating applications.Type: GrantFiled: February 21, 1991Date of Patent: November 12, 1991Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Johannes M. Van Der Mark, Willem Karzijn
-
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: 4840979Abstract: This invention provides a process for the preparation of cationic coating compositions, which comprises blending:(1) 5-35% w of a crosslinking compound, and(2) 65-95% w of a carboxylated amide group-containing amino binder being the reaction product of an amino group-containing resin binder and not more than about 0.1 mole of a cyclic anhydride per amino group equivalent of said amino group containing resin binder, which amino group-containing binder comprises the reaction product of(a) ammonia, and(b) a blend of(b.sub.1) a polyglycidyl ether having n epoxy groups per molecule, wherein 1<n<1.9, said polyglycidyl ether being the reaction product of a multifunctional polyglycidyl ether having x epoxy groups per molecule, wherein x>2, and (x-n) mol of a monofunctional phenol per mol of the multifunctional polyglycidyl ether, and(b.sub.Type: GrantFiled: June 10, 1988Date of Patent: June 20, 1989Assignee: Shell Oil CompanyInventors: Roeland Van Iperen, Johannes M. Van Der Mark, Petrus G. Kooijmans
-
Patent number: 4816300Abstract: The invention provides a process for the preparation of water-reducible carboxylated amide binders comprising the steps of:(1) reacting:(a) a substantially epoxy-free compound of general formula ##STR1## wherein A is the organic residue of a ring opening reaction of a vicinal epoxy group of a polyepoxide with ammonia or amine having at least two amino hydrogens, R.sup.1, R.sup.3 and R.sup.4 each is hydrogen or a C.sub.1-6 alkyl group, with the proviso that at least one of R.sup.1, R.sup.3 and R.sup.4 is hydrogen, R.sup.2 is a C.sub.2-12 alkylene group, x is 0 or 1 and y is a number from 0 to 4, with(b) a carboxyl group-containing mono- or polyester compound derived from a di- or polycarboxylic acid and a polyhydric alcohol having at least one glycol group per molecule, with the proviso that only one carboxyl group per molecule or di- or polycarboxylic acid has been esterified and the or each ester group is a .beta.-hydroxyester group,at a temperature in the range of from 80.degree. to 160.degree. C.Type: GrantFiled: January 15, 1988Date of Patent: March 28, 1989Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Roeland Van Iperen, Arjan Sikking
-
Patent number: 4769402Abstract: Aqueous solutions containing an epoxy resin in which epoxy groups have been replaced with a group M.sup.+ [--CH(OH)--CH.sub.2 --X--Ar--NH--C(O)--Q--C(O)--O].sup.- in which M is an alkali metal or onium ion, Q an organic bridging group having 2-3 carbon atoms in the bridge, Ar is arylene, X is S, O, NH, N-alkyl, SO.sub.2 NH or SO.sub.2 N-allyl, and preparation thereof by reacting an N-substituted imide with an epxoy resin and reacting the adduct thus formed with a base in the presence of water.Type: GrantFiled: May 11, 1987Date of Patent: September 6, 1988Assignee: Shell Oil CompanyInventors: Willem Karzijn, Petrus G. Kooijmans
-
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
-
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: 4446257Abstract: Aqueous powder suspensions for thermoset coatings are prepared by intimately blending a mixture of(a) an epoxy resin/amine adduct having terminal amino groups,(b) a curing agent (phenolic resin, aminoplast resin, non-acidic polyester+transesterification catalyst), and, optionally,(c) a solid epoxy resin, said blend having a softening point of at least 70.degree. C., and milling down in water to a particle size of less than 20 micrometers.Type: GrantFiled: May 27, 1982Date of Patent: May 1, 1984Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Wolfgang Kunze
-
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: 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: 4332709Abstract: Water soluble binders for can lacquers are prepared by reacting an epoxy resin (polyglycidyl ether of polyhydric phenol) with an aliphatic amino carboxylic acid, e.g., (glycine, alanine, glutamic acid), wherein at least 50% of the acid groups have been neutralized with a base (alkali metal hydroxide, tertiary amine or quaternary ammonium hydroxide.Type: GrantFiled: January 16, 1981Date of Patent: June 1, 1982Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Wolfgang Kunze, Arend Noordam
-
Patent number: 4317757Abstract: Water-thinnable, heat curable binders for coatings are prepared by reacting a polyglycidyl ether of a polyhydric phenol with neutralized sulphanilic acid in a ratio of from 0.9 to 1.1 aminohydrogen equivalents per epoxy equivalent.Type: GrantFiled: December 4, 1980Date of Patent: March 2, 1982Assignee: Shell Oil CompanyInventors: Petrus G. Kooijmans, Wolfgang Kunze
-
Patent number: 4195004Abstract: The invention relates to the preparation of hydroxyl- and carboxyl-containing resins for aqueous paint dispersions which are prepared by reacting a copolymer component (A) prepared from vinyl esters of alpha-branched acids, styrene or vinyl toluene, hydroxyalkyl ester and alkyl of alpha-beta ethylenically unsaturated acid, with (B) a substantially 1:1 molar reaction product of trimellitic anhydride and glycidyl esters of alpha-branched acids.Type: GrantFiled: November 21, 1978Date of Patent: March 25, 1980Assignee: Shell Oil CompanyInventors: Eduard M. A. A. J. Van Acker, Petrus G. Kooijmans, Aart de Heer