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EP-4737493-A1 - MODIFIED POLYOLEFIN RESIN COMPOSITION AND USE FOR SAID RESIN COMPOSITION

EP4737493A1EP 4737493 A1EP4737493 A1EP 4737493A1EP-4737493-A1

Abstract

The present invention provides a modified polyolefin resin composition that exhibits excellent water resistance, excellent bending resistance, sufficient fluidity within a specific temperature range, and excellent adhesion to polyolefin substrates. Specifically, the present invention provides a modified polyolefin resin composition containing an acid-modified polyolefin resin (A) and a compound having a polymerizable unsaturated group (B), in which the compound having a polymerizable unsaturated group (B) contains a compound having a polymerizable unsaturated group with an elongation at break of 30% or more (B-1).

Inventors

  • YAMASAKI, HOKUTO
  • KASHIHARA, KENJI

Assignees

  • TOYOBO MC Corporation

Dates

Publication Date
20260506
Application Date
20240617

Claims (18)

  1. A modified polyolefin resin composition comprising an acid-modified polyolefin resin (A) and a compound having a polymerizable unsaturated group (B), wherein the compound having a polymerizable unsaturated group (B) comprises a compound having a polymerizable unsaturated group with an elongation at break of 30% or more (B-1).
  2. The modified polyolefin resin composition according to claim 1, wherein the acid-modified polyolefin resin (A) is contained in an amount of 10 to 50 parts by mass, per 100 parts by mass of the compound having a polymerizable unsaturated group (B) .
  3. The modified polyolefin resin composition according to claim 1, wherein the compound having a polymerizable unsaturated group with an elongation at break of 30% or more (B-1) is at least one compound selected from the group consisting of urethane (meth)acrylate, epoxy (meth)acrylate, polyester (meth)acrylate, polyether (meth)acrylate, and vinyl ester.
  4. The modified polyolefin resin composition according to claim 1, wherein the compound having a polymerizable unsaturated group (B) comprises a compound having a polymerizable unsaturated group with an elongation at break of less than 30% (B-2).
  5. The modified polyolefin resin composition according to claim 4, wherein the ratio by mass of the compound having a polymerizable unsaturated group with an elongation at break of 30% or more (B-1) to the compound having a polymerizable unsaturated group with an elongation at break of less than 30% (B-2) is the following: (B-1):(B-2) = 99:1 to 5:95.
  6. The modified polyolefin resin composition according to claim 4, wherein the compound having a polymerizable unsaturated group with an elongation at break of less than 30% (B-2) comprises a compound having an alkyleneoxy group and/or a linear or branched alkyl group having 1 to 20 carbon atoms, and one or more polymerizable unsaturated groups (B-21).
  7. The modified polyolefin resin composition according to claim 4, wherein the compound having a polymerizable unsaturated group with an elongation at break of less than 30% (B-2) comprises a compound having a hydroxyl group and one or more polymerizable unsaturated groups (B-211).
  8. The modified polyolefin resin composition according to claim 4, wherein the compound having a polymerizable unsaturated group with an elongation at break of less than 30% (B-2) comprises a compound containing a unit with a carbonyl group and one or more polymerizable unsaturated groups (B-22).
  9. The modified polyolefin resin composition according to claim 8, wherein the unit with a carbonyl group is represented by the following formula (1) or (2): wherein R 1 represents a hydrogen atom or a methyl group, and asterisk * represents a binding site, wherein R 2 represents an optionally substituted hydrocarbon group having 1 to 10 carbon atoms, R 3 represents a hydrogen atom, or an optionally substituted hydrocarbon group having 1 to 10 carbon atoms, and asterisk * represents a binding site, with the proviso that the optionally substituted hydrocarbon groups having 1 to 10 carbon atoms represented by R 2 and R 3 may each independently further have a branched structure, an alicyclic structure, or an aromatic ring structure.
  10. The modified polyolefin resin composition according to claim 1, wherein the modified polyolefin resin composition comprises a polyetheramine (C).
  11. The modified polyolefin resin composition according to claim 10, wherein the polyetheramine (C) is contained in an amount of 6 to 100 parts by mass, per 100 parts by mass of the acid-modified polyolefin resin (A).
  12. The modified polyolefin resin composition according to claim 10, wherein the polyetheramine (C) has a primary amino group or a secondary amino group at one end thereof, and wherein the polyetheramine (C) has a weight average molecular weight (Mw) of 200 to 50000.
  13. A cured product obtained by curing the modified polyolefin resin composition of any one of claims 1 to 12.
  14. An ink comprising the modified polyolefin resin composition of any one of claims 1 to 12.
  15. An adhesive comprising the modified polyolefin resin composition of any one of claims 1 to 12.
  16. A primer comprising the modified polyolefin resin composition of any one of claims 1 to 12.
  17. A paint comprising the modified polyolefin resin composition of any one of claims 1 to 12.
  18. An in-mold coating paint comprising the modified polyolefin resin composition of any one of claims 1 to 12.

Description

Technical Field The present invention relates to a modified polyolefin resin composition and use of the modified polyolefin resin composition. Background Art Polyolefin resins such as polypropylene and polyethylene have been widely used in materials in fields such as automotive parts, electrical components, building materials, and packaging films, due to their relatively low cost and excellent properties, such as chemical resistance, water resistance, and heat resistance. However, polyolefin resins generally have high crystallinity and low polarity, which may make it difficult for materials such as paint, printing ink, and adhesives to adhere to them. To address this issue, a widely known method has been used: the method includes spray-coating a paint containing an organic solvent, an aqueous solvent, or other solvents by using various primers such as chlorinated polyolefin resins and acrylic resins, which adhere well to polyolefin resin (e.g., PTL 1). However, from an environmental perspective, the method disclosed in PTL 1 may not be desirable because of the organic solvents released into the atmosphere during spray coating. Therefore, in-mold coating, in which coating is performed inside a mold, has been attracting attention as an alternative coating method for spray coating. In-mold coating is a technique in which paint is injected into the gap between the surface of a molded plastic article and the mold surface within the mold, and then the paint is cured by heat or other means inside the mold to form a coating film. For example, PTL 2 discloses a method for producing an in-mold-coated injection-molded article by coating an injection-molded article made of thermoplastic resin as a raw material resin in a mold. The method includes a primary molding step of injecting a heat-melted raw material resin into a cavity formed of a set of molds composed of a movable mold and a fixed mold, which are equipped with a heating device and a cooling device, to form a primary molded article; a coating material injection step of relatively separating the movable mold and the fixed mold to ensure a secondary space between the movable mold and the primary molded article, and injecting a coating material into this secondary space; a heat-curing step of heating the mold with the heating device to cure the injected coating material; and a cooling step of cooling the mold with the cooling device. Citation List Patent Literature PTL 1: JP2002-201236APTL 2: JP2003-19731A Summary of Invention Technical Problem However, the in-mold-coated injection-molded article obtained according to the production method described in PTL 2 may be unsatisfactory in terms of adhesion to polyolefin substrates and bending resistance. The present invention has been made in view of the problems above, and an object of the present invention is to provide a modified polyolefin resin composition that has excellent water resistance, excellent bending resistance, sufficient fluidity within a specific temperature range, and excellent adhesion to polyolefin substrates. Solution to Problem With the aim of achieving the object above, the present inventors conducted extensive research on dispersing and/or dissolving acid-modified polyolefin resin in a compound having a polymerizable unsaturated group, and found that a modified polyolefin resin composition containing an acid-modified polyolefin resin and a compound having a polymerizable unsaturated group with specific physical properties can achieve the object, thus arriving at the present invention. The present invention encompasses, for example, the subject matter described in the following item. Item 1. A modified polyolefin resin composition comprising an acid-modified polyolefin resin (A) and a compound having a polymerizable unsaturated group (B), wherein the compound having a polymerizable unsaturated group (B) comprises a compound having a polymerizable unsaturated group with an elongation at break of 30% or more (B-1). Advantageous Effects of Invention The modified polyolefin resin composition of the present invention has excellent water resistance, excellent bending resistance, sufficient fluidity within a specific temperature range, and excellent adhesion to polyolefin substrates. Because of its sufficient fluidity within a specific temperature range, the modified polyolefin resin composition of the present invention thus can be suitably used as a liquid modified polyolefin resin composition for various applications. Description of Embodiments Preferred embodiments of the present invention will be described in detail below. The following description of technical elements may be based on representative embodiments and specific examples; however, the present invention is not limited to such embodiments. In the present specification, the terms "comprise" and "contain" include the concepts of comprising, containing, consisting essentially of, and consisting of. In the numerical ranges described in stage