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Urethane oligomer and active energy ray curable resin composition containing same

An active energy ray, polyurethane technology, used in polyurea/polyurethane adhesives, polyurea/polyurethane coatings, adhesive types, etc., can solve the problems of rising product costs, complicated processes, etc., and achieve high elongation. , The effect of excellent surface curability and excellent chemical resistance

Active Publication Date: 2016-10-12
科捷化成品公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, secondary irradiation will lead to complicated procedures and higher product costs, so it is not advisable

Method used

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  • Urethane oligomer and active energy ray curable resin composition containing same
  • Urethane oligomer and active energy ray curable resin composition containing same
  • Urethane oligomer and active energy ray curable resin composition containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0090] Hereinafter, the present invention will be more specifically described based on synthesis examples and evaluation examples, but the present invention is not limited to these examples. The physical property analysis of the obtained polyurethane oligomer can be carried out by the following method.

[0091] (1) Molecular weight determination

[0092] The weight-average molecular weight of the obtained polyurethane oligomer and the content of low molecular weight components were determined by high-speed liquid chromatography (chromatography) (manufactured by Shimadzu Corporation "LC-10A", column: Shodex GPC KF-806L (excluding Limit molecular weight: 2×10 7 , Separation range: 100~2×10 7 , number of theoretical plates: 10,000 plates / column, filler material: styrene-divinylbenzene copolymer, filler particle size: 10 μ m), eluent: tetrahydrofuran), and the standard polystyrene molecular weight Calculated.

[0093] (2) Viscosity measurement

[0094] Using a cone-plate visc...

Embodiment B-1

[0168] 100 parts by weight of polyurethane (meth)acrylamide oligomer UTB-1 obtained in Synthesis Example 1, 100 parts by weight of methyl ethyl ketone (MEK) and 3 parts by weight of Darocur 1173 as a photopolymerization initiator were uniformly The mixture was mixed to prepare an active energy ray-curable resin composition. Thereafter, an active energy ray cured film was produced by the following method using the obtained curable resin composition.

[0169] Production method of active energy ray cured film

[0170]Primer coated with a coating bar (RDS 12) on a polyethylene terephthalate (PET) film ("Cosmoshine A4100" manufactured by Toyobo Co., Ltd., single-sided anchor coat treatment) with a thickness of 100 μm On the surface, a coating film was prepared so that the thickness of the dry coating film became 10 μm. After drying the obtained coating film at 80° C. for 2 minutes with an explosion-proof dryer, UV irradiation (device: spot irradiation SUPERCURE-204S manufactured ...

Embodiment B-2～B18、 comparative Embodiment B-19～B-24

[0201] Except having changed into the composition described in Table 3, it carried out similarly to Example B-1, prepared the active energy ray-curable resin composition, produced the cured film, and evaluated it by the said method. The results are shown in Tables 3 and 4.

[0202] [table 3]

[0203]

[0204] [Table 4]

[0205]

[0206] As shown in the results of evaluation examples and evaluation comparative examples, polyurethane oligomers containing 5% by weight or more of low-molecular-weight components require a lot of time and energy to cure, and the cured products obtained have poor adhesion resistance, shrinkage resistance, and water absorption. Difference. The inventors of the present invention think that the reason is that the low molecular weight component is a high polarity component, and since the low molecular weight component is contained, the polarity of the polyurethane oligomer increases as a whole, and the adhesiveness decreases. The content rate of...

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Abstract

The purpose of the present invention is to provide a (meth)acrylamide-based urethane oligomer which has excellent compatibility with organic solvents and general purpose acrylic monomers and oligomers and a high curing speed when irradiated with active energy rays; and to provide an active energy ray curable resin composition, and a formed product thereof, which contains said urethane oligomers, has excellent adhesion, moisture resistance and surface curability and has low curing shrinkage. By using a (meth)acrylamide-based urethane oligomer having a carbonate skeleton, a diene skeleton or a hydrogenated diene skeleton in the molecule and containing 5 wt% or less of a component having one or more (meth)acrylamide groups and a molecular weight of less than 1000 (excluding (meth)acrylamide compounds (A) having a hydroxyl group), it is possible to obtain an oligomer which has excellent compatibility with organic solvents and general purpose acrylic monomers and oligomers and high curability, and to obtain an active energy ray curable resin composition which contains said oligomer and has excellent adhesion, tack resistance, moisture resistance and shrinkage resistance.

Description

technical field [0001] The present invention relates to a polyurethane (meth)acrylamide oligomer having excellent compatibility with organic solvents, general-purpose acrylic monomers, and oligomers and a high curing speed to active energy rays, and its adhesiveness and moisture resistance An active energy ray-curable resin composition and its molded article having excellent surface curability, low curing shrinkage, high transparency, and high elongation. Background technique [0002] Urethane acrylate is often used as an ultraviolet (UV) curable resin composition in paints, printing inks, adhesives, adhesives, and the like. Among them, having a polybutadiene or polycarbonate skeleton can impart adhesion, water resistance, chemical resistance, flexibility, elasticity, and toughness. In recent years, it has also been actively studied in the fields of optical elements, electronic materials, and semiconductors. This kind of urethane acrylate is usually obtained by reacting pol...

Claims

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Application Information

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IPC IPC(8): C08G18/67C08F299/06G02B1/04
CPCC08F299/06G02B1/04C09D175/16C08F290/067C08G18/4825C08G18/6208C08G18/678C08G18/69C08G18/698C08G18/73C08G18/4018C08G18/44C08G18/10C08G18/755C09J175/16C08G18/672C08L75/04C08L33/26C08F220/52C08F220/20C08G18/62C08F220/1811C08F220/54C08F220/58C08G18/673C08L75/14C08L75/16C09D11/101C09D175/14C09J175/14C09D11/102C09D11/30
Inventor 竹之内美希足立祐辅平田明理
Owner 科捷化成品公司
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