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EP-4735501-A1 - COMPOSTABLE ADHESIVE COMPOSITION AND LAMINATE

EP4735501A1EP 4735501 A1EP4735501 A1EP 4735501A1EP-4735501-A1

Abstract

The present disclosure provides a composition. In an embodiment, an adhesive composition is provided. The adhesive composition includes a reaction product composed of (A) a polyester polyol component comprising (i) a dicaboxylic acid, (ii) a CB-CS diol, (iii) a glycol; and (B) an aliphatic isocyanate. The present disclosure also provides a laminate with a first substrate and a second substrate and the present adhesive composition located between the first substrate and the second substrate.

Inventors

  • GUO, YINZHONG
  • WU, JIE
  • LI PI SHAN, COLIN
  • LI, WENWEN
  • MIYAKE, Kevin, K.
  • XIONG, Jie
  • STULTZ, Conner
  • CHAI, Yunzhou
  • THELUSMOND, Jean-Rene

Assignees

  • DOW GLOBAL TECHNOLOGIES LLC
  • Rohm and Haas Company

Dates

Publication Date
20260506
Application Date
20240410

Claims (14)

  1. 1. An adhesive composition comprising: a reaction product comprising (A) a polyester polyol component comprising (i) a dicaboxylic acid, (ii) a Cs-Ce diol, (iii) a glycol; and (B) an aliphatic isocyanate.
  2. 2. The adhesive composition of claim 1, wherein the dicarboxylic acid is succinic acid.
  3. 3. The adhesive composition of any of claims 1-2, wherein the C3-C6 diol is butane diol.
  4. 4. The adhesive composition of any of claims 1-3, wherein the glycol is selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, and combinations thereof.
  5. 5. The adhesive composition of any of claims 1-5 wherein the polyester polyol component (A) is a reaction product of a reaction mixture comprising (i) from 35 wt% to 65 wt% of the dicarboxylic acid, (ii) from 5 wt% to 25 wt% of the unsaturated C3-C6 diol, (iii) from 20 wt% to 40 wt% of the glycol, and (iv) from 0.0001 wt% to 0.005 wt% of a catalyst.
  6. 6. The adhesive composition of any of claims 1-5 comprising an enhancer selected from the group consisting of a hydroxyl functionalized carboxylic acid, caprolactone, hydroxyalkanoate, isosorbide, 2,5-furandicarboxylic acid, and combinations thereof.
  7. 7. The adhesive composition of claim 6 wherein the polyester polyol component (A) is a reaction product of a reaction mixture comprising (i) from 35 wt% to 65 wt% of the dicarboxylic acid, (ii) from from 5 wt% to 25 wt% of the C3-C6 diol, (iii) from 20 wt% to 40 wt% of the glycol, (iv) from 1 wt% to 5 wt% of a first enhancer, (v) from 2 wt% to 10 wt% of a second enhancer, and (vi) from 0.0001 wt% to 0.003 wt% of a catalyst.
  8. 8. The adhesive composition of any of claims 1-7, wherein the aliphatic isocyanate is selected from the group consisting of 1,5-pentamethylene diisocyanate, poly(l,5- pentamethylene diisocyanate), and combinations thereof.
  9. 9. The adhesive composition of any of claims 1-8 comprising (A) from 70 wt% to 90 wt%, of the polyester polyol component, and (B) from 10 wt% to 30 wt% of the aliphatic isocyanate.
  10. 10. The adhesive composition of any of claims 1-9, wherein the adhesive composition further comprises a solvent.
  11. 11. The adhesive composition of claim 10, wherein the solvent is selected from the group consisting of ethyl acetate, butyl acetate, methylethylketone, acetone, methylbutylketone, water, and combinations thereof.
  12. 12. The adhesive composition of any of claims 1-10 wherein the adhesive composition has as a DtCCh value of greater than 90% after 120 days.
  13. 13. A laminate comprising: a first substrate; a second substrate; and an adhesive layer between the first substrate and the second substrate, the adhesive layer is an adhesive composition comprising a reaction product comprising (A) a polyester polyol component comprising (i) a dicarboxylic acid, (ii) a C3-C6 diol, and (iii) a glycol; and (B) an aliphatic isocyanate.
  14. 14. The laminate of claim 13 wherein the first substrate and the second substrate each individually is composed of a material selected from the group consisting of polylactic acid, polybutylene succinate, polycaprolactone, and a cellulose material.

Description

COMPOSTABLE ADHESIVE COMPOSITION AND LAMINATE BACKGROUND [0001] Adhesives are ubiquitous in the packaging art. Adhesives adjoin different functional layers together in order to meet packaging requirements such as heat sealability, attractive appearance, and suitable barrier properties. Adhesives also need to meet processability requirements such as fast cure, good heat resistance, adequate chemical resistance, and compliance with governmental food regulations. Polyurethane-based adhesives are a common material used in packaging applications. [0002] Sustainability is growing in significance in the packaging industry. It is known that packaging materials made from non-compostable and/or non-biodegradable plastic films negatively impact landfill sites. As consumers become more environmentally conscious, suppliers and converters have made progress in developing recyclable and biodegradable substrates for packaging in order to reduce the negative environmental concerns resulting from conventional flexible packaging. [0003] Hence, the art recognizes the need to develop adhesive compositions that have the necessary functionality (processability, adhesion performance, etc.) and yet will readily degrade and/or readily decompose when subject to stimulation from a bioactive environment. A need further exists for polyurethane-based adhesive compositions for packaging that are compostable. SUMMARY [0004] The present disclosure provides a composition. In an embodiment, an adhesive composition is provided. The adhesive composition includes a reaction product composed of (A) a polyester polyol component comprising (i) a dicaboxylic acid, (ii) a C3-C6 diol, (iii) a glycol; and (B) an aliphatic isocyanate. [0005] The present disclosure also provides a laminate. In an embodiment, a laminate is provided and includes a first substrate and a second substrate. The the present adhesive composition is located between the first substrate and the second substrate. The adhesive composition located between the first substrate and the second substrate includes a reaction product composed of (A) a polyester polyol component comprising (i) a dicaboxylic acid, (ii) a Cs-Ce diol, (iii) a glycol; and (B) an aliphatic isocyanate. DEFINITIONS [0006] Any reference to the Periodic Table of Elements is that as published by CRC Press, Inc., 1990-1991. Reference to a group of elements in this table is by the new notation for numbering groups. [0007] For purposes of United States patent practice, the contents of any referenced patent, patent application or publication are incorporated by reference in their entirety (or its equivalent US version is so incorporated by reference) especially with respect to the disclosure of definitions (to the extent not inconsistent with any definitions specifically provided in this disclosure) and general knowledge in the art. [0008] The numerical ranges disclosed herein include all values from, and including, the lower and upper value. For ranges containing explicit values (e.g., a range from 1, or 2, or 3 to 5, or 6, or 7), any subrange between any two explicit values is included (e.g., the range 1-7 above includes subranges 1 to 2; 2 to 6; 5 to 7; 3 to 7; 5 to 6; etc.). [0009] Unless stated to the contrary, implicit from the context, or customary in the art, all parts and percents are based on weight and all test methods are current as of the filing date of this disclosure. [0010] "Bio-based" or "bio-based material" refers to a material derived from plants and/or other naturally occurring agricultural, marine, and forestry materials. The benefit of a bio-based material resides its origin and is recognized by the industry. The term "bio-based" refers to a raw material, which is at least partially derived, or wholly derived, from natural and/or renewable sources. A bio-based material excludes a petroleum-based material. The term "bio-based material" does not refer to the production process of the material, but only to the source from which the bio-based material is derived. [0011] "Biomass" as used herein means organic material. [0012] The term "composition" refers to a mixture of materials which comprise the composition, as well as reaction products and decomposition products formed from the materials of the composition. [0013] The terms "comprising," "including," "having," and their derivatives, are not intended to exclude the presence of any additional component, step or procedure, whether or not the same is specifically disclosed. In order to avoid any doubt, all compositions claimed through use of the term "comprising" may include any additional additive, adjuvant, or compound, whether polymeric or otherwise, unless stated to the contrary. In contrast, the term "consisting essentially of" excludes from the scope of any succeeding recitation any other component, step, or procedure, excepting those that are not essential to operability. The term "consisting of" excludes any component, step, or procedure not s