Dsm IP Assets B.v.

Covestro (Netherlands) B.v.

Zeneca Resins Bv

Avecia Bv

Zeneca Limited

Avecia Limited

Aquasol Limited

Covestro B.v.

Gerardus Cornelis Overbeek

Ronald Tennebroek

Tijs Nabuurs

Alfred Jean Paul Bückmann

Jurgen Scheerder

Daan Van Der Zwaag

Patrick Johannes Maria Stals

John Christopher Padget

Ilse Van Casteren

Michael Arnoldus Jacobus Schellekens

Emilio Martin

Pablo Steenwinkel

Yvonne Wilhelmina Smak

Roel Johannes Marinus Swaans

Alfred Jean Paul Buckmann

Marc Roelands

Jeffrey Stubbs

Jourraine Celestijn

Johannes Hendrikus De Bont

Jan Van Riel

Matthew Stewart Gebhard

Richard George Coogan

Franciscus Adrianus Cornelis Bergman

Paul De Kok

Rajasingham Satgurunathan

John Geurts

Josephus Christiaan Van Oorschot

Stella Josette Van Dijk

Jacobus Willem Griffioen

Tom Annable

David Mark Haddleton

Ilse Casteren Van

John Barbosa

Johannes Ludovicus Martinus Van Hilst

Jon Andrew Cronin

Charles Shearer

Alfred Jean Buckmann

Antonius Carolus Ida Adrianus Peters

Jan Bouman

David Alan Pears

Emile J Stevens

Peter Lear

Adrianus Antonius Johannes Van Geel

Adriaan Hofland

Maud Kastelijn

Hendricus Cornelis Goos

Ann Kuzmin

Willem-Jan Soer

Hinrike Malda

Danny Visser

Petrus Johannes Maria Van Oorschot

Kristel De Vos Verschuren

Hermanus Adrianus Langermans

Kristel De Vos-Verschuren

Franciscus Adrianus Johannes Suykerbuyk

Rob Looijmans

Alison Dawn Bedells

Mourad Aabich

Gerhardus Antonius Roescher

Jelle Bernardus Otto Van Der Werf

Erik Hendrik Colstee

Phillip Cheshire

Michel Johannes Jan Ruts

Terence Yeates

David Charles Hinde

Andreas Jacobus Josine Goos

Paulus Johannes Maria Hönen

Frank Vaes

Van Ilse Casteren

Johannes Hilst Van

Alfred Jean Paul BÜCKMANN

Van Der Jelle Bernardus Otto Werf

Koen Biemans

De Paul Kok

Paulus Johannes Maria HÖNEN

Johannes Van Hilst

The present application relates to aziridine functional compounds with reduced genotoxicity and good crosslinking efficiency, for use in the preparation of, for example, coatings.

Aziridine functional compound

The present invention relates to a multi-aziridine compound having: a) at least 2 of the following structural units (A) whereby Ris H; Rand Rare independently chosen from H, a linear group containing from 1 to 8 carbon atoms and optionally containing one or more heteroatoms, a branched or cyclic group containing from 3 to 8 carbon atoms and optionally containing one or more heteroatoms, phenyl, benzyl, or pyridinyl; Ris chosen from a linear group containing from 1 to 8 carbon atoms and optionally containing one or more heteroatoms, a branched or cyclic group containing from 3 to 8 carbon atoms and optionally containing one or more heteroatoms, phenyl, benzyl, or pyridinyl; or Rand R(in case Ris different than H) may be part of the same cyclic group containing from 3 to 8 carbon atoms; R' and R″ are independently H or an aliphatic hydrocarbon group containing from 1 to 12 carbon atoms; and b) a molecular weight of at least 600 Daltons, wherein the molecular weight is determined using MALDI-TOF mass spectrometry according to the description.

Multi-aziridine compound

The present invention relates to a multi-aziridine crosslinker composition, characterized in that the multi-aziridine crosslinker composition is an aqueous dispersion having a pH ranging from 8 to 14 and comprises a multi-aziridine compound in dispersed form, wherein said multi-aziridine compound has: a. from 2 to 6 of the following structural units A: whereby Ris H, Rand Rare independently chosen from H or an aliphatic hydrocarbon group containing from 1 to 4 carbon atoms, R a is an aliphatic hydrocarbon group containing from 1 to 4 carbon atoms, m is 1, b. one or more linking chains wherein each one of these linking chains links two of the structural units A; and c. a molecular weight in the range from 500 to 10000 Daltons wherein the molecular weight is determined using MALDI-TOF mass spectrometry according to the description.

Waterborne crosslinker composition

The present invention relates to a multi-aziridine compound having: a) from 2 to 6 of the following structural units (A): whereby R′, R″ are as defined herein m is an integer from 1 to 6; b) one or more linking chains wherein each one of these linking chains links two of the structural units A; and c) a molecular weight in the range from 840 Daltons to 5000 Daltons. The multi-aziridine compound can be used for example for crosslinking of for example carboxylic acid functional polymers dissolved and/or dispersed in an aqueous medium.

The present invention relates to a two-component coating system comprising a first component and a second component each of which is separate and distinct from each other, wherein the first component comprises a carboxylic acid functional polymer dissolved and/or dispersed in an aqueous medium, and the second component comprises a multi-aziridine compound having: a) from 2 to 6 of the following structural units (A): b) whereby m is an integer from 1 to 8; and R' and R″ are both H b) one or more linking chains wherein each one of these linking chains links two of the structural units A; c) one or more connecting groups whereby each one of the connecting groups connects two of the structural units A; and d) a molecular weight in the range from 840 Daltons to 5000 Daltons, wherein the molecular weight is measured using MALDI-TOF mass spectrometry.

Two-component coating system

The present invention relates to a multi-aziridine crosslinker composition, including an aqueous dispersion having a pH ranging from 9 to 14 and including a multi-aziridine compound in dispersed form. The multi-aziridine compound has: a. from 2 to 6 of the following structural units A: (A) whereby R1, R2, R3 and R4 are H; m is 1, R′ and R″ are according to (1) or (2): (2) R′=H or an aliphatic hydrocarbon group containing from 1 to 14 carbon atoms, and R″=an alkyl group containing from 1 to 4 carbon atoms, CH2-O—(C═O)—R′″ or CH2-O—R″″, whereby R′″ is an alkyl group containing from 4 to 12 carbon atoms and R″″ is an alkyl group containing from 1 to 14 carbon atoms, (2) R′ and R″ form together a saturated cycloaliphatic hydrocarbon group containing from 5 to 8 carbon atoms.

The present invention relates to a multi-aziridine compound having: a) at least 2 of the following structural units (A): (A) whereby Ris H; Rand Rare independently chosen from H, a linear group containing from 1 to 8 carbon atoms and optionally containing one or more heteroatoms, a branched or cyclic group containing from 3 to 8 carbon atoms and optionally containing one or more heteroatoms, phenyl, benzyl, or pyridinyl; Ris chosen from a linear group containing from 1 to 8 carbon atoms and optionally containing one or more heteroatoms, a branched or cyclic group containing from 3 to 8 carbon atoms and optionally containing one or more heteroatoms, phenyl, benzyl, or pyridinyl; or Rand R(in case Ris different than H) may be part of the same cyclic group containing from 3 to 8 carbon atoms; R' and R″ are independently H or an aliphatic hydrocarbon group containing from 1 to 12 carbon atoms; and b) a molecular weight from 600 to 20000 Daltons, wherein the molecular weight is determined using MALDI-TOF mass spectrometry according to the description.

The present invention relates to a multi-aziridine compound having: ⋅a) from 2 to 6 of the following structural units (A): whereby Ris H, Rand Rare independently chosen from H or an aliphatic hydrocarbon group containing from 1-4 carbon atoms, Ris an aliphatic hydrocarbon group containing from 1-4 carbon atoms, R'═H or an aliphatic hydrocarbon group containing from 1 to 4 carbon atoms; R″ and R′″ are independently chosen from an aliphatic hydrocarbon group containing from 1 to 4 carbon atoms, a cycloaliphatic hydrocarbon group containing from 4 to 12 carbon atoms or an aromatic hydrocarbon group containing from 6 to 12 carbon atoms, b) one or more linking chains wherein each one of these linking chains links two of the structural units A; and c) a molecular weight in the range from 600 Daltons to 5000 Daltons.

The present invention relates to a multi-aziridine compound having: The multi-aziridine compound can be used for example for crosslinking of for example carboxylic acid functional polymers dissolved and/or dispersed in an aqueous medium.

The present invention relates to a process for preparing a waterborne dispersion comprising amphiphilic block copolymer comprising at least blocks [A] and [B], and polymer P comprising ethylenically unsaturated monomer(s) different from monomer(s) (i) (monomer(s) (iii)), whereby the amount of block copolymer is higher than 0.5 and lower than 50 wt. %, based on the total weight of monomers used to prepare the block copolymer and polymer P, wherein the process comprises at least the following steps: (I) subjecting at least ethylenically unsaturated monomer(s) (i) bearing acid-functional groups to a free-radical polymerization process in an aqueous medium in the presence of a free radical initiator and a cobalt chelate complex to obtain block [A], (II) subjecting at least ethylenically unsaturated monomer(s) (ii) different from monomer(s) (i) to an emulsion polymerization process in aqueous medium in the presence of block [A] and a free radical initiator, whereby the amount of ethylenically unsaturated monomer(s) (ii) in block [B] is at least 70 wt. %, relative to the total weight amount of monomers used to prepare block [B] and whereby the ethylenically unsaturated monomer(s) (ii) is (are) selected from the group consisting of methacrylic acid esters, dialkyl esters of itaconic acid, methacrylonitrile, α-methyl styrene and any mixture thereof, (III) subjecting at least ethylenically unsaturated monomer(s) (iii) different from monomer(s) (i) to an emulsion polymerization process in aqueous medium at a pH in the range of from 5 to 10 in the presence of the amphiphilic block copolymer to obtain the block copolymer-polymer P, and the process further comprises deactivating the cobalt chelate complex, which remains from step (I), prior to and/or during step (II).

Process for preparing waterborne dispersion

The present invention further relates to a waterborne dispersion comprising (A) polymer P; (B) amphiphilic block copolymer obtained with a controlled radical polymerization process and comprising at least blocks [A] and [B], whereby block [A] comprises ethylenically unsaturated monomer(s) bearing water-soluble and/or water-dispersible functional groups (monomer(s) (i)), and block [B] comprises ethylenically unsaturated monomer(s) different from monomer(s) (i) (monomer(s) (ii)); and (C) crosslinker, characterized in that the polymer P is crosslinkable and comprises ethylenically unsaturated monomer(s) bearing crosslinkable functional groups different from monomer(s) (i) and monomer(s) (ii) (monomer(s) (iii)) in an amount of from 1 to 10 wt. %, based on the total weight of monomers used to prepare the polymer P, the amount of lock copolymer is higher than 1 wt. % and lower than 30 wt. %, based on the total weight of monomers used to prepare the block copolymer and polymer P; the acid value of the composition consisting of block copolymer and polymer P is higher than 1 and lower than 17 mg KOH per g of the block copolymer-polymer P composition.

Waterborne crosslinkable dispersions

The present invention relates to a multi-aziridine compound having: a) from 2 to 6 of the following structural units (A): (A) whereby R′, R″, R, R, Rand Rare as defined herein m is an integer from 1 to 6; b) one or more linking chains wherein each one of these linking chains links two of the structural units A; and c) a molecular weight in the range from 600 Daltons to 5000 Daltons. The multi-aziridine compound can be used for example for crosslinking of for example carboxylic acid functional polymers dissolved and/or dispersed in an aqueous medium.

The current invention relates to an one-pack aqueous coating composition comprising dispersed carbonyl functional vinyl polymer(s) particles, characterized in that the coating composition further comprises carbodihydrazide, whereby (i) the equivalent molar ratio of hydrazide groups to carbonyl groups is from 0.1 to 0.95, (ii) the ratio of number-average molecular weight of the carbonyl functional vinyl polymer(s) to acid value of the carbonyl functional vinyl polymer(s) is higher than 400, and (iii) the acid value of the carbonyl functional vinyl polymer(s) is from 2 to 100 mg KOH/gram carbonyl functional vinyl polymer.

Aqueous crosslinkable coating composition

The present invention relates to a waterborne dispersion comprising (A) amphiphilic block copolymer obtained with a controlled radical polymerization process and comprising at least blocks [A] and [B], whereby block [A] comprises ethylenically unsaturated monomer(s) bearing water-soluble and/or water-dispersible functional groups (monomer(s) (i)), and block [B] comprises ethylenically unsaturated monomer(s) different from monomer(s) (i) (monomer(s) (ii)); and (B) polymer P comprising ethylenically unsaturated monomer(s) different from (i) (monomer(s) (ii)), characterized in that the amount of block copolymer is higher than 1 and lower than 30 wt. %, based on the total weight of monomers used to prepare the block copolymer and polymer P; the acid value of the composition consisting of block copolymer and polymer P is higher than 1 and at most 35 mg KOH per g of the block copolymer-polymer P composition; the block copolymer has a calculated glass transition temperature of higher than 10&#xb0; C. and lower than 250&#xb0; C.; and polymer P comprises at least 20 wt. % (relative to the total monomer composition to prepare the polymer P) of a polymer fraction with calculated glass transition temperature higher than 10&#xb0; C. and lower than 100&#xb0; C.

Waterborne dispersions

The present invention relates to an aqueous coating composition comprising polyurethane A and vinyl polymer, wherein the polyurethane A comprises as building blocks at least: (a) a polyisocyanate(s) containing at least two cyclic groups, (b) a non-cyclic aliphatic diisocyanate(s) whereby the non-cyclic aliphatic group connecting the two isocyanate groups has from 4 to 36 carbon atoms, and (c) a component(s) containing an isocyanate-reactive group(s), whereby the summed amount of (a) and (b) is 10 to 60 wt. %, relative to the total weight amount of components used to prepare the polyurethane A; and whereby the weight ratio between (a) and (b) is in the range from 50:50 to 99:1.

Aqueous coating composition

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Waalwijk, Netherlands

Gerardus Cornelis Overbeek