Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds

An epoxide, reaction product technology, applied in dentistry and other directions, can solve the problems of low adhesion and limitation of metal substrates

Inactive Publication Date: 2007-02-07
ASHLAND LICENSING & INTPROP LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] The use of acrylate-based resin systems is limited due to their relatively low adhesion to metal substrates

Method used

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  • Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds
  • Dual cure reaction products of self-photoinitiating multifunctional acrylates with cycloaliphatic epoxy compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Novel Michael addition polyacrylate resins were synthesized based on the Michael donor ethyl acetoacetate and 2,4-pentanedione according to the methods described in US Patent 5945489 and US Patent 6025410. The Michael polyacrylate resins were blended with various cycloaliphatic epoxies at varying levels. The resin / epoxide composition was applied to a phosphated steel substrate and cured at a UV dose of 1500 mJ / cm2. All tests were carried out on cured resin coatings 24 hours after UV radiation to ensure that the subsequent so-called dark cure of the epoxy component was complete. The results are shown in Table I, Table II and Table III.

[0067] 1

2

3

4

5

Michael plus polypropylene

Acrylic resin A

100.00

50.00

0.00

50.00

0.00

UVR 6105

0.00

50.00

100.00

0.00

0.00

UVR 6128

0.00

0.00

0.00

50.00

100.00

Sarto...

Embodiment 2

[0075] According to the method described in US Patent 5945489 and US Patent 6025410, Michael addition polyacrylate resin was synthesized based on 75:25 HDDA and TMPTA and ethyl acetoacetate. The resin with Uvacure TM 1562 (UCB Chemicals) Blend, Uvacure TM 1562 (UCB Chemicals) is an acrylate-cycloaliphatic epoxy blend containing two acrylate and epoxy functionalities. The mixture was applied to a phosphate steel or aluminum substrate and cured at a UV dose of 1500 mJ / cm2. Adhesion, solvent resistance, pencil hardness, gloss, abrasion resistance are as given above in the preceding examples. As explained in Example 1, all tests were performed 24 hours after UV irradiation.

[0076] 1

2

3

4

5

resin

Example 2

Example 2

Example 2

Example 2

---

epoxy

---

1562

1562

1562

1562

weight % epoxy

---

10

25

50

100

adhesiveness

...

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Abstract

Photopolymerizable liquid oligomeric compositions are disclosed. The oligomeric compositions are formed from cycloaliphatic epoxides and Michael addition polyacrylate resins, synthesized from multifunctional acrylates and beta-dicarbonyl Michael donors, specifically beta-keto esters, beta-diketones, beta-ketoamides or beta-ketoanilides or combinations thereof. The oligomeric compositions are provided along with uses thereof and methods of fabricating.

Description

technical field [0001] The present invention relates generally to photopolymerizable resins, and more particularly to oligomeric compositions comprising cycloaliphatic epoxides and multifunctional acrylate oligomers composed of multifunctional acrylate and especially β-ketoesters, β-diketones, β-ketoamides or β-ketoanilides. Background technique [0002] The information provided below is not prior art to the present invention, but is provided merely to aid the reader's understanding. [0003] Acrylates, methacrylates, and other unsaturated monomers are widely used in coatings, adhesives, sealants, and elastomers, and can be exposed to ultraviolet light in the presence of free radicals initiated by photoinitiators or peroxides. Joint curing. These photoinitiators and / or peroxides are typically low molecular weight polyfunctional compounds that can be volatile or readily absorbed through the skin, causing adverse health effects. Functionalized oligomer...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L63/00C08L63/10A61CC08F222/10C08G59/24
CPCC08F222/1006C08L63/00C08G59/24C08G2261/135C08G2261/334C08G2261/76C08F222/102C08F222/103C08L2666/14C08G16/00C08G59/40C08L63/10
Inventor 劳伦斯·G.·达曼罗伯特·B.·费克特斯里德威·纳拉扬-萨拉希
Owner ASHLAND LICENSING & INTPROP LLC
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