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Initiator blends and photocurable compositions containing such initiator blends useful for 3D printing

A composition and light-curing technology, applied in the direction of 3D object support structure, optics, optomechanical equipment, etc.

Pending Publication Date: 2019-07-19
ARKEMA FRANCE SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, to date, formulating photocurable resin compositions with such characteristics has proven challenging

Method used

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  • Initiator blends and photocurable compositions containing such initiator blends useful for 3D printing
  • Initiator blends and photocurable compositions containing such initiator blends useful for 3D printing
  • Initiator blends and photocurable compositions containing such initiator blends useful for 3D printing

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0182] Example 1 (tert-amyl type monoperoxycarbonate peroxide)

[0183] In this example, a selection of peroxides of the tert-amyl type monoperoxycarbonate class, in particular the chemical name tert-amylperoxy-2-ethylhexyl monoperoxycarbonate, is shown. Use of TAECs. It is used at low levels and produces a 3D printed finished part that yields a low residual monomer content and has a low color.

[0184] Material : UV-photoinitiator: 819 (phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide) CAS# 162881-26-7 (structure provided below). It is also known as Photoinitiator 819 or "BAPO" and has a UV absorption (nm) range of 295-370nm UV laser and 390-405nm UV LED light.

[0185]

[0186] SR-150 (ethoxylated bisphenol A dimethacrylate)

[0187]

[0188] Resin Formulation in 3D Printer Test of Example 1

[0189] The structure used in the 3D printing composition is SR-150 (ethoxylated bisphenol A dimethacrylate, product of Sartomer, Exton, PA) provided above, with and wi...

example 2

[0206] In this example, as described earlier, the TAEC and TBEC is compared on an equal ROS basis. In this way, the two peroxides were compared on the basis of equal peroxide (-OO-) groups, which corrected for the number of peroxide groups and peroxide molecular weight and % analysis. with use TBEC compared with using UV photoinitiator alone, using TAEC, followed by heat treatment to decompose the peroxide provides significantly lower residual monomer levels. Example 2 (tert-amyl type dialkyl peroxide)

[0207] In this example, a 50:50 blend of two Sartomer monomers (SR-833 and SR-531) was used

[0208] SR-833 (tricyclodecane dimethanol diacrylate) has the following structure:

[0209]

[0210] SR-531 (cyclic trimethylolpropane formal acrylate) has the following structure:

[0211]

[0212] The 3D article marked #1 was printed using the following recipe:

[0213] 50.00 copies SR-833 (tricyclodecane dimethanol diacrylate)

[0214] 50.00 copies SR-53...

example 3

[0228] Example 3 (tert-amyl type diperoxyketal peroxide)

[0229] The high molecular weight diacrylate monomer ( SR9003B) (its chemical name is propoxylated neopentyl glycol diacrylate) and CN9007 (aliphatic polyether urethane acrylate oligomer) blended 50:50 by weight

[0230] Diacrylate monomer; SR9003B structure

[0231]

[0232] In addition to UV initiator In addition to 819, this example also contains a second UV initiator: Lambson BEM, which is a blend of benzophenone + 2-methylbenzophenone + 4-methylbenzophenone photoinitiator.

[0233] The 3D article marked #1 was printed using the following recipe:

[0234] 50.00 copies SR9003B

[0235] 50.00 copies CN9007

[0236] 2.00 Lambson BEM (the aforementioned benzophenone blend)

[0237] 0.50 servings 819 (Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide)

[0238] 0.30 servings 531M80 (80% analysis) (1,1-di-t-amylperoxycyclohexane), a preferred t-amyl type diperoxyketal peroxide initiator for use...

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Abstract

Photocurable compositions useful in the fabrication of 3D printed articles are formulated to contain a) at least one of a photoinitiator or a photo-releasable base and b) at least one t-amyl peroxide,in addition to at least one photocurable compound.

Description

technical field [0001] The present invention relates to initiator systems useful for curing photocurable compositions, such as photocurable compositions comprising one or more ethylenically unsaturated compounds, and photocurable combinations useful as resins in 3D printing applications things. Background technique [0002] In recent years, there has been intense interest in developing resin compositions for three-dimensional (3D) printing applications that can be cured by photoinitiated methods, wherein the resin compositions contain one or more photocurable compounds (monomers and / or or oligomers), wherein curing is initiated by exposure to radiation such as ultraviolet radiation. Photocurable resin compositions of this type desirably have certain attributes such as, for example, good storage or shelf-life stability. That is, they should not undergo a significant amount of reaction or cure when stored at room temperature for extended periods of time in the absence of rad...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G03F7/031G03F7/028G03F7/00G03F7/038
CPCG03F7/0037G03F7/028G03F7/031G03F7/038G03F7/0381B33Y70/00B29C71/0009B29C71/02B33Y10/00B33Y80/00B29C64/129
Inventor S·简恩M·E·S·马勒尔维M·德斯泊托泊罗M·B·艾布拉姆斯L·H·帕莱斯
Owner ARKEMA FRANCE SA