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Crosslinkable composition cross-linkable by real michael addition reaction and resins for use in said composition

Inactive Publication Date: 2014-08-07
ALLNEX NETHERLANDS BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent text describes the technical problem of achieving a good appearance for a coating while ensuring fast curing. This means that the coating needs to be fully leveled during the initial period after application, while also being free from solvent or gas bubbles and surface irregularities that may occur during curing. Additionally, film hardness build-up and solvent entrapment may also be affected by the catalyst levels used in the coating composition. The text emphasizes that achieving both fast curing and a good surface appearance can be challenging, but highlights the importance of achieving both requirements simultaneously.

Problems solved by technology

In particular, there is a continuous desire to improve the appearance and hardness of the coatings and the problem is to provide RMA cross-linkable compositions that result in coatings having improved appearance and hardness.

Method used

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  • Crosslinkable composition cross-linkable by real michael addition reaction and resins for use in said composition
  • Crosslinkable composition cross-linkable by real michael addition reaction and resins for use in said composition
  • Crosslinkable composition cross-linkable by real michael addition reaction and resins for use in said composition

Examples

Experimental program
Comparison scheme
Effect test

example 11

Impact on Conversion Kinetics

[0093]The conversion of the acryloyls in the system can be followed by FTIR, focusing on the 809 cm−1 band characteristic of the acryloyl. Doing that, the impact of added succinimide on total conversion can be made visible. Two systems were formulated (according to compositions of No-D example 1 (without succinimide) and example formulation 1 (with 150% succinimide relative to solids). FIG. 1 compares the conversion of these systems after application on top of an ATR crystal, the IR beam probing the deepest layers, close to the substrate. Initial conversion of the formulation without the succinimide is fast, which is also the cause for solvent entrapment and potential appearance problems. It can be seen that the addition of succinimide, even at these very low levels, leads to a significant retardation of the initial conversion; simultaneously, it illustrates that after this initial retardation period, the conversion rate is accelerating, so that the rate...

example 12

Determination of Michael Addition Reactivity of Succinimide

[0094]5 grams of succinimide (50.5 mmole) were dissolved in a mixture of 42 grams of butyl acrylate and 42 grams of methanol, and maintained at room temperature as such, or after adding a strong base (9.82 grams of a 1.12 meq / g solution of tetrabutylammonium hydroxide in methanol, 11 meq). Subsequently, the concentration of succinimide is determined as a function of time by taking samples, neutralizing with a known excess of HCl in water, and backtitration with a KOH solution. Without base initiation, no significant loss of succinimide N—H in this solution is observed in two weeks. With the base added, the succinimide concentration can be seen to decrease with time, as illustrated in the table F below. Succinimide concentration is expressed as % relative to the theoretical level based on used amounts.

TABLE FTime (min)Succinimide remaining (%)399308760771206018048

[0095]At this catalyst level ([succinimide] / [base]=5), it takes...

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Abstract

An RMA crosslinkable composition having at least one crosslinkable component including reactive components A and B each including at least 2 reactive groups, the at least 2 reactive groups of component A being acidic protons (C—H) in activated methylene or methine groups and the at least 2 reactive groups of component B are activated unsaturated groups (C═C) and a base catalyst (C) which reactive components A and B crosslink by Real Michael Addition (RMA) reaction under action of the base catalyst, characterised in that the at least one crosslinkable component including reactive components A and B in the composition have a total hydroxy number of less than 60, preferably less than 40 and more preferably less than 20 mg KOH / g solids. Further, specific resins A and B having a low hydroxy number for use in RMA cross-linkable compositions and a process for the manufacture thereof.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application is a continuation of PCT application number PCT / EP2012 / 069904 filed on 8 Oct. 2012, which claims priority from European application number 11184439.5 filed on 7 Oct. 2011. Both applications are hereby incorporated by reference in their entireties.BACKGROUND OF THE INVENTION[0002]1. Field of the Invention[0003]The present invention relates to a crosslinkable composition cross-linkable by real Michael addition (RMA) reaction and resins for use in said composition. Real Michael Addition is a reaction wherein a reactive component B with at least 2 activated unsaturated groups (hereafter also referred to as the RMA acceptor) and a reactive component A with at least 2 acidic protons C—H in activated methylene or methine groups (hereafter also referred to as the RMA donor) react in the presence of a strong base catalyst.[0004]2. Description of the Related Art[0005]RMA chemistry can be tuned to give very fast curing compositions ...

Claims

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Application Information

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IPC IPC(8): C09D167/00
CPCC09D167/00C08J3/24C08J3/246C08K5/21C09D167/02C09D175/06C08J2367/02C08J2375/06C08L67/02C08J2367/00C08J2369/00C08J2375/04B01J31/0205B01J31/0239B01J31/0268B01J2231/341C08K3/01C08K5/0008C08G63/12C09D133/14
Inventor BRINKHUIS, RICHARD HENDRIKUS GERRITBUSER, ANTONIUS JOHANNES WILHELMUSELFRINK, PETRUS JOHANNES MARIA DAVIDTHYS, FERRY LUDOVICUSMANGNUS-VERHAGEN, NICOLEDE WOLF, ELWIN ALOYSIUS CORNELIUS ADRIANUS
Owner ALLNEX NETHERLANDS BV
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