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BR-112021026786-B1 - LAMINATE MADE FROM A SOLVENT-FREE ADHESIVE COMPOSITION

BR112021026786B1BR 112021026786 B1BR112021026786 B1BR 112021026786B1BR-112021026786-B1

Abstract

SOLVENT-FREE COMPOSITION, AND LAMINATED. The embodiments of this disclosure refer to solvent-free compositions that include a reaction product formed by the reaction of a polyol and an aminopolycarboxylic compound.

Inventors

  • Yinzhong Guo
  • Xue Chen
  • STEPHEN W. KING

Assignees

  • ARKEMA FRANCE

Dates

Publication Date
20260310
Application Date
20200707
Priority Date
20190712

Claims (8)

  1. 1. A laminate formed from a solvent-free adhesive composition, characterized in that the solvent-free adhesive composition comprises: - the reaction product produced by the reaction of a polyol comprising castor oil and an aminopolycarboxylic compound, wherein the aminopolycarboxylic compound is an ethylenediaminetetraacetic acid compound; and - an isocyanate; wherein the solvent-free adhesive composition has from 0 percent by weight to 5 percent by weight of solvent based on the total weight of the composition and the reaction product has from 0.03 to 10.0 percent by weight of units derived from the aminopolycarboxylic compound based on the total weight of the reaction product, wherein this content refers to the mass proportion of ethylenediaminetetraacetic acid dianhydride in the reaction mixture consisting of ethylenediaminetetraacetic acid dianhydride and polyol; The formation of reaction products of the polyol and ethylenediaminetetraacetic dianhydride is confirmed by the variation in the OH number values (mg KOH/g), determined according to ASTM E 1899-08, and the acid value, determined according to ASTM D4274-16, and by the increase in number-average molecular weight Mn and weight-average molecular weight Mw, obtained from SEC analysis, all in relation to the unreacted polyol.
  2. 2. A laminate, according to claim 1, characterized in that the aminopolycarboxylic compound is selected from ethylenediaminetetraacetic anhydride, ethylenediaminetetraacetic acid, and combinations thereof.
  3. 3. A laminate, according to either claim 1 or 2, characterized in that the polyol has a weight-average molecular weight of 300 to 12,000 g/mol.
  4. 4. Laminate, according to any one of claims 1 to 3, characterized in that the polyol has an average functionality of 1.5 to 5.0.
  5. 5. A laminate, according to any one of claims 1 to 4, characterized in that the polyol and the aminopolycarboxylic compound react at a molar ratio of 100:0.5 to 100:10 moles of polyol hydroxyl group to moles of aminopolycarboxylic compound functional group.
  6. 6. A laminate, according to any one of claims 1 to 5, characterized in that the solvent-free composition has an isocyanate index in the range of 1.0 to 1.6.
  7. 7. Laminate, according to claim 1, characterized in that the composition is coated onto a substrate.
  8. 8. Laminate, according to claim 7, characterized in that the substrate is a material selected from a group consisting of polyethylene terephthalate, polyethylene, polypropylene and combinations thereof.

Description

Field of dissemination [0001] The embodiments of this disclosure relate to solvent-free compositions, more specifically, the embodiments relate to solvent-free compositions that include a reaction product formed by the reaction of a polyol and an aminopolycarboxylic compound. Background [0002] Solvent-free compositions may include a polyol and an isocyanate, among other possible ingredients. A solvent-free composition may be brought into contact with two substrates so that the polyol and isocyanate can react with each other to form a cured product and form a bond between the two substrates, when used for an adhesive application, for example. A solvent-free composition may be brought into contact with a substrate so that the polyol and isocyanate can react with each other to form a cured product, when used for a coating application, for example. Summary [0003] This disclosure provides solvent-free compositions that include: a reaction product produced by the reaction of a polyol and an aminopolycarboxylic compound and an isocyanate. [0004] The summary above this disclosure is not intended to describe every embodiment disclosed or every implementation of this disclosure. The following description exemplifies, in particular, the illustrative embodiments. In various places throughout the filing, guidance is provided by means of lists of examples, which examples may be used in various combinations. In each instance, the cited list serves only as a representative group and should not be construed as an exclusive list. Detailed description [0005] Reaction products of a polyol and an aminopolycarboxylic compound are disclosed in this document. The reaction product can be used in a solvent-free composition that may desirably provide one or more improved properties. The solvent-free composition may also be called a solvent-free adhesive composition or a solvent-free coating composition, for example. [0006] For example, solvent-free compositions that include the reaction product can provide an improved, i.e., increased, peel-at-T adhesion strength at 7 days compared to other compositions that include a polyol that is similar to the polyol used to produce the reaction product. A peel-at-T adhesion strength at 7 days indicates greater adhesive strength, which is desirable for a range of applications. [0007] Furthermore, solvent-free compositions that include the reaction product may provide an improved, i.e., increased, boil-in-bag value compared to other compositions that include a polyol similar to the polyol used to produce the reaction product. The improved boil-in-bag value may indicate greater adhesion strength when packaging products produced with the solvent-free compositions disclosed herein are used in conjunction with consumer products. Greater adhesion strength is desirable for a number of applications. [0008] As used herein, a “solvent-free composition” refers to a composition that has from 0 percent by weight to 5 percent by weight of solvent, for example, an organic solvent or water, based on the total weight of the composition. One or more embodiments provide that the solvent-free composition does not include solvent and/or is applied without solvent. Herein, using from 0 percent by weight to 5 percent by weight of solvent based on the total weight of the solvent-free composition is considered a nominal amount of solvent and therefore may be referred to as solvent-free. [0009] As mentioned, the reaction products of a polyol and an aminopolycarboxylic compound are disclosed in this document. As used in this document, “aminopolycarboxylic compound” includes derivatives and/or structural analogs thereof. One or more embodiments provide that the aminopolycarboxylic compound is an ethylenediaminetetraacetic compound. Examples of aminopolycarboxylic compounds, derivatives and/or structural analogs include, but are not limited to, ethylenediaminetetraacetic anhydride, ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid dianhydride, 4,4'-(propane-1,2-di-yl)bis(morpholine-2,6-dione), 4,4'-(propane-1,3-di-yl)bis(morpholine-2,6-dione) and 4,4'-(oxybis(ethane-2,1-di-yl))bis(morpholine-2,6-dione). One or more embodiments of this disclosure provide that the ethylenediaminetetraacetic compound may be selected from ethylenediaminetetraacetic anhydride, ethylenediaminetetraacetic acid, and combinations thereof. [0010] Ethylenediaminetetraacetic dianhydride can be represented by the following formula: [0011] The embodiments of this disclosure provide that the polyol that reacts with the aminopolycarboxylic compound may be a polyether polyol, a polyester polyol, or combinations thereof. [0012] Polyol can be produced by a known process, for example, using known components, known equipment, and known reaction conditions. Polyol can be obtained commercially. [0013] Examples of commercially available polyols include, but are not limited to, polyols sold under the trade names VORANOL™, TERCAROL™, MOR-FREE™, PRIP