Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
  • C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
  • B32B7/04—Interconnection of layers
  • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
  • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
  • C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
  • C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
  • C08G63/6886—Dicarboxylic acids and dihydroxy compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
  • C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
  • C09J167/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl - and the hydroxy groups directly linked to aromatic rings
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J2301/00—Additional features of adhesives in the form of films or foils
  • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
  • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J2467/00—Presence of polyester
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
  • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
  • Y02W90/00—Enabling technologies or technologies with a potential or indirect contribution to greenhouse gas [GHG] emissions mitigation
  • Y02W90/10—Bio-packaging, e.g. packing containers made from renewable resources or bio-plastics

Definitions

• a composition comprises an amorphous copolyester resin comprising the reaction product of (a) at least two diols comprising ethylene glycol at a mole fraction of at least about 0.25, preferably at least about 0.5, and most preferably at least about 0.7 and at most about 0.97, preferably at most about 0.95, and most preferably at most about 0.92 mole fraction based on the total amount of diols; and (b) at least three diacids or diesters comprising: (i) at least one sulfomonomer at a mole fraction based on the diacids or diesters of at least 0.02, preferably at least 0.03, more preferably at least 0.05, more preferably at least 0.07, preferably at least 0.08, and most preferably at least 0.09 and at most 0.2, more preferably at most 0.15, and most preferably at most 0.12; (ii) at least one aromatic diacid or diester; and (iii)
• a composition comprises an amorphous copolyester resin described above and a solvent, which may be selected from the group consisting of water, an organic solvent, or both.
• the resulting bond has a bond strength sufficient to achieve an average of above 300 grams per linear inch (gli), as measured by the bond strength test as conducted on an Instron 5543 tensile tester following ASTM D903, at ambient conditions (25°C and 50% RH), with a peel speed of 12 in/minutes.
• the lower and upper limits of the operable range would be 200 to 500 grams per linear inch (gli) and the lower and upper limits of the preferred range would be 300 to 400 grams per linear inch (gli).
• the bond is both formed and peeled at ambient conditions.
• the copolyester resin is sulfonated.
• the copolyester resin is the reaction product of monomers containing at least one sulfomonomer.
• the sulfomonomer is difunctional and is preferably a dicarboxylic acid or ester thereof containing a metal sulfonate group or a glycol containing a metal sulfonate group or a hydroxy acid containing a metal sulfonate group.
• the difunctional monomer component may be either a dicarboxylic acid or a diol adduct containing a -SO3M group.
• the sulfomonomer is dimethyl 5-sulfoisophthalate sodium or 5- sulfoisophthalic acid.
• the monomers used may include the following: a. at least one sulfomonomer selected from at least one of dimethyl-5- sulfoisophthalate sodium (DMSIP) or 5-sulfoisophalic acid (SIP A), preferably DMSIP; b. at least one aliphatic diacid or diester selected from the group consisting of at least one of succinic acid, sebacic acid, azelaic acid, and adipic acid, preferably sebacic acid; c.
• DMSIP dimethyl-5- sulfoisophthalate sodium
• SIP A 5-sulfoisophalic acid
• the resin produced by these monomers provides the cohesive strength as described above.
• the copolyester resin solvates easily at up to 40% solids in water and an organic solvent, such as isopropyl alcohol or acetone.
• the glass transition temperature is within the range desired for use as a cold seal adhesive.
• the monomers used as charges to the reaction may include the following, in the following amounts: a.
• the diols comprise, consist essentially of, or consist of ethylene glycol, diethylene glycol, and neopentyl glycol.
• the molar ratio of ethylene glycol :diethylene glycol: neopentyl glycol is from about 3: 1: 1 to about 20: 1 : 1, preferably between about 4: 1 :1 to about 15: 1 : 1, more preferably between about 5: 1 : 1 to about 12: 1 : 1, and most preferably between about 7: 1: 1 and about 17:2:2.
• Inoculum A 3-month-old compost is used; it is sieved through a 9.5 mm sieve and mixed. Ammonium chloride is added such that the C/N ratio is less than 15 and water volume is adjusted so that the moisture content is 50%.
• Disintegration test The test starts with 200g of 2cmx2cm squares of the product, which are added to 1.2 kg of compost and put into the 7.5 liters vessel. The mixture is composted for 12 weeks; the vessel is shaken weekly to mix samples and compost and to prevent channeling. After 12 weeks, material is screened through a 2mm sieve. No more than 10% of the original dry weight of the product can be retained on the sieve.
• Biodegradation This test is made with four mixes: Sample (10g of the product and 600g of compost), positive control (replacing the product by cellulose), a negative control (100g of PET and 600g of compost), and a blank (600g of compost only).
• copolyesters of the present invention can contain substantially equal molar proportions of diacid or diester residues and diol residues.
• the mole percentages provided in the present disclosure may be based on the total moles of diacid and diester charges or the total moles of diol charges, except where noted as bound mole fractions or ratios.
• Certain preferred aspects of this embodiment of the invention relate to the monomers used, and some not used, in making the copolyester resin.
• propane diol, butane diol, isopropyl alcohol, or both are not used in making the coplyester resin of the present invention.
• no alcohol, such as ethanol is used in the solvent mixture.
• the copolyester resin (prior to solvation) is in the form of pellets. Alternative forms include granules, chopped rods, or powder.
• Aspect 14 The method of any of aspects 9-13, wherein the diols are mostly, substantially all, or all aliphatic.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Polyesters Or Polycarbonates (AREA)
• Sealing Material Composition (AREA)
• Adhesives Or Adhesive Processes (AREA)
• Laminated Bodies (AREA)

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Publications (1)

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Cited By (2)

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Citations (6)

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• 2021
  • 2021-10-20 AU AU2021366642A patent/AU2021366642A1/en active Pending
  • 2021-10-20 WO PCT/US2021/055804 patent/WO2022087102A1/en not_active Ceased
  • 2021-10-20 CA CA3195919A patent/CA3195919A1/en active Pending
  • 2021-10-20 JP JP2023524173A patent/JP2023546588A/ja active Pending
  • 2021-10-20 EP EP21883792.0A patent/EP4232495A4/en active Pending
  • 2021-10-20 MX MX2023004544A patent/MX2023004544A/es unknown
  • 2021-10-20 US US18/032,598 patent/US20230383154A1/en active Pending
  • 2021-10-20 KR KR1020237016560A patent/KR20230091932A/ko active Pending
  • 2021-10-20 CN CN202180071063.4A patent/CN116390964A/zh active Pending

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Non-Patent Citations (1)

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