WO2024021182A1 - Film adhésif thermofusible auto-cicatrisant en ptu et son procédé de préparation - Google Patents

Film adhésif thermofusible auto-cicatrisant en ptu et son procédé de préparation Download PDF

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Publication number
WO2024021182A1
WO2024021182A1 PCT/CN2022/112221 CN2022112221W WO2024021182A1 WO 2024021182 A1 WO2024021182 A1 WO 2024021182A1 CN 2022112221 W CN2022112221 W CN 2022112221W WO 2024021182 A1 WO2024021182 A1 WO 2024021182A1
Authority
WO
WIPO (PCT)
Prior art keywords
self
healing
melt adhesive
hot melt
adhesive film
Prior art date
Application number
PCT/CN2022/112221
Other languages
English (en)
Chinese (zh)
Inventor
宾家荃
宾家齐
Original Assignee
广东汇齐新材料有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 广东汇齐新材料有限公司 filed Critical 广东汇齐新材料有限公司
Publication of WO2024021182A1 publication Critical patent/WO2024021182A1/fr

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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
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08—Macromolecular additives
    • 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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/10—Adhesives in the form of films or foils without carriers
    • 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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/35—Heat-activated
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2312/00—Crosslinking
    • 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
    • C09J2301/304—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 the adhesive being heat-activatable, i.e. not tacky at temperatures inferior to 30°C
    • 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
    • C09J2475/00—Presence of polyurethane

Definitions

  • the invention relates to the field of hot-melt adhesive film materials, and in particular to a self-healing TPU hot-melt adhesive film and a preparation method thereof.
  • Polymer-based composite materials with self-healing function can imitate the self-healing mechanism of biological damage to self-repair material processing or microscopic cracks that are difficult to detect with the naked eye during use.
  • Self-healing materials have a wide range of applications, including military equipment, electronic products, automobiles, aircraft, building materials and other fields.
  • the ultimate goal is to improve the adhesive force of the adhesive film.
  • the adhesive film itself is damaged, such as cracks or breaks, on the one hand, it will cause a rapid decrease in the adhesive peeling force.
  • Existing repair technology can be used to online Repairing defects such as damage or cracks in the packaging film is complicated and cumbersome, and the repair cost is high.
  • the present invention provides a self-healing TPU hot-melt adhesive film that realizes rapid repair of products.
  • the invention also provides a method for preparing a self-repairing TPU hot-melt adhesive film with a simple and convenient process.
  • a self-healing TPU hot-melt adhesive film includes the following raw materials in parts by weight: 80-100 parts of TPU particles; 20-43 parts of nitrile rubber; 5-8 parts of self-healing supramolecular compounds; 2-4 parts of cross-linking agent; 1-2 parts of UV stabilizer; 0.5-2 parts of tackifier.
  • melt flow index of the TPU particles is 0.5-40g/10min.
  • nitrile rubber is one or more mixtures of nitrile rubber, hydrogenated nitrile rubber or carboxyl nitrile rubber without special treatment.
  • the self-healing supramolecular compound is an olefin amide-containing polysiloxane or a self-polymer of a polysilsesquioxane monomer.
  • cross-linking agent is tert-amyl benzoate, tert-butyl peroxybenzoate, tert-amyl peroxybenzoate, n-butyl-4,4-di(tert-amyl peroxybenzoate)
  • the cross-linking agent is tert-amyl benzoate, tert-butyl peroxybenzoate, tert-amyl peroxybenzoate, n-butyl-4,4-di(tert-amyl peroxybenzoate)
  • the cross-linking agent is tert-amyl benzoate, tert-butyl peroxybenzoate, tert-amyl peroxybenzoate, n-butyl-4,4-di(tert-amyl peroxybenzoate)
  • UV light stabilizer is 2-hydroxy-5-chlorobenzophenone, 2,2′-tetramethylenebis(3,1-benzoxazine-4- ketone), 2-hydroxy-4-benzoyloxybenzophenone, 2-(2-hydroxy-3,5-di-tert-amylphenyl)benzotriazole, 2,2′,4,4 ′-One or a mixture of two or more tetrahydroxybenzophenones.
  • tackifier is 3-aminopropyltriethoxysilane, 4-aminobutyltriethoxysilane, vinyltris( ⁇ -methoxyethoxy) One of the silane and vinyltriethoxysilane.
  • a method for preparing a self-healing TPU hot melt adhesive film including the following steps:
  • step S2 Add the molten material obtained in step S1 to a twin-screw extruder for extrusion to obtain hot melt rubber pellets;
  • step S3 Add the hot melt adhesive particles obtained in step S2 to a casting machine and cast them to obtain a hot melt adhesive film.
  • the casting temperature is 120-140°C.
  • a further improvement to the above technical solution is that in the S1 step, the melting temperature is 135-150°C, the stirring speed is 150-200r/min, and the stirring time is 5-8 minutes.
  • a further improvement to the above technical solution is that in the S2 step, the extrusion temperature is 150-170°C and the stirring speed is 660-850r/min.
  • the present invention uses self-repairing supramolecular compounds to introduce into the TPU polymer molecular chain. Due to the self-polymerization of polysiloxane or polysilsesquioxane monomers of olefin amide, a hydrogen bond cross-linked network is formed in the TPU polymer. Through the breaking and healing of hydrogen bonds, the material has good self-healing ability and special properties such as repeatable processing and active self-healing, thereby reducing the tediousness of online repair operations, reducing repair costs, and improving products. service life and efficiency.
  • a self-healing TPU hot-melt adhesive film includes the following raw materials in parts by weight: 80-100 parts of TPU particles; 20-43 parts of nitrile rubber; 5-8 parts of self-healing supramolecular compounds; 2-4 parts of cross-linking agent; 1-2 parts of UV stabilizer; 0.5-2 parts of tackifier.
  • melt flow index of the TPU particles is 0.5-40g/10min.
  • nitrile rubber is a mixture of one or more of nitrile rubber, hydrogenated nitrile rubber or carboxyl nitrile rubber without special treatment.
  • the self-healing supramolecular compound is an olefin amide-containing polysiloxane or a self-polymer of a polysilsesquioxane monomer.
  • the preparation method of self-healing supramolecular compounds includes the following steps: under room temperature stirring conditions, dissolve polysiloxane or polysilsesquioxane with an active amino structure in a methylene chloride solution, and add olefin acyl chloride compounds in sequence , Activator, synthesis reaction at room temperature for 10-20 hours, in which the molar ratio of amino-structured polysiloxane or polysilsesquioxane to olefin acyl chloride-based compounds is 10:11-15, and the activator and olefin acyl chloride-based compounds are The mass ratio of the compounds is 1:5-10.
  • the material is added to 0.1-1mol/L sodium hydroxide solution for alkaline washing, and then added to 0.5-1mol/L dilute hydrochloric acid solution for acid washing and 0.5-1mol/L.
  • L magnesium chloride solution is washed with salt, then separated into layers, the organic phase is dried, and the solvent is removed to obtain a self-healing supramolecular compound.
  • the cross-linking agent is tert-amyl benzoate, tert-butyl peroxybenzoate, tert-amyl peroxybenzoate, n-butyl-4,4-di(tert-butylperoxy)pentyl
  • tert-amyl benzoate tert-butyl peroxybenzoate
  • tert-amyl peroxybenzoate tert-amyl peroxybenzoate
  • n-butyl-4,4-di(tert-butylperoxy)pentyl One or a mixture of acid esters and ethyl-3,3-di(tert-butyl peroxy)butyrate.
  • the UV light stabilizer is 2-hydroxy-5-chlorobenzophenone, 2,2′-tetramethylene bis(3,1-benzoxazin-4-one), 2-hydroxy ⁇ 4 ⁇ benzoyloxybenzophenone, 2 ⁇ (2 ⁇ hydroxy ⁇ 3,5 ⁇ di ⁇ tert ⁇ pentylphenyl)benzotriazole, 2,2′,4,4′ ⁇ tetrahydroxydiphenyl One or a mixture of two or more ketones.
  • the tackifier is 3-aminopropyltriethoxysilane, 4-aminobutyltriethoxysilane, vinyltris( ⁇ -methoxyethoxy)silane, vinyltriethoxysilane One of the oxysilanes.
  • a method for preparing a self-healing TPU hot melt adhesive film including the following steps:
  • step S2 Add the molten material obtained in step S1 to a twin-screw extruder for extrusion to obtain hot melt rubber pellets;
  • step S3 Add the hot melt adhesive particles obtained in step S2 to a casting machine and cast them to obtain a hot melt adhesive film.
  • the casting temperature is 120-140°C.
  • the melting temperature is 135-150°C
  • the stirring speed is 150-200r/min
  • the stirring time is 5-8 minutes.
  • the extrusion temperature is 150-170°C
  • the stirring speed is 660-850r/min.
  • a method for preparing a self-healing TPU hot melt adhesive film including the following steps:
  • step S2 Add the molten material obtained in step S1 to a twin-screw extruder for extrusion to obtain hot melt rubber pellets; the extrusion temperature is 150-170°C, and the stirring speed is 660-850r/min;
  • step S3 Add the hot melt adhesive particles obtained in step S2 to a casting machine and cast them to obtain a hot melt adhesive film.
  • the casting temperature is 120-140°C.
  • a method for preparing a self-healing TPU hot melt adhesive film including the following steps:
  • step S2 Add the molten material obtained in step S1 to a twin-screw extruder for extrusion to obtain hot melt rubber pellets; the extrusion temperature is 150-170°C, and the stirring speed is 660-850r/min;
  • step S3 Add the hot melt adhesive particles obtained in step S2 to a casting machine and cast them to obtain a hot melt adhesive film.
  • the casting temperature is 120-140°C.
  • a method for preparing a self-healing TPU hot melt adhesive film including the following steps:
  • step S2 Add the molten material obtained in step S1 to a twin-screw extruder for extrusion to obtain hot melt rubber pellets; the extrusion temperature is 150-170°C, and the stirring speed is 660-850r/min;
  • step S3 Add the hot melt adhesive particles obtained in step S2 to a casting machine and cast them to obtain a hot melt adhesive film.
  • the casting temperature is 120-140°C.
  • Example 1 Repeat the preparation method of Example 1 according to the specified proportions of each component, but do not add or use the self-healing supramolecular compound.
  • Example 2 Repeat the preparation method of Example 2 according to the specified proportions of each component, but do not add or use the self-healing supramolecular compound.
  • Example 3 Repeat the preparation method of Example 3 according to the specified proportions of each component, but do not add or use the self-healing supramolecular compound.
  • the properties of the hot melt adhesive film in the embodiment are shown in Table 1, in which the self-healing ability refers to the self-healing ability after being scratched by a knife and the recovery ability after deformation after bending.
  • the self-healing ability is the adhesive film after being scratched or deformed.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention concerne un film adhésif thermofusible auto-cicatrisant en PTU, comprenant les matières premières suivantes en parts de poids : 80 à 100 parts de particules de PTU ; 20 à 43 parts de caoutchouc nitrile ; 5 à 8 parts d'un composé supramoléculaire auto-cicatrisant ; 2 à 4 parts d'un agent de réticulation ; 1 à 2 parts d'un stabilisateur de lumière ultraviolette ; et 0,5 à 2 parts d'un agent collant. En outre, La présente invention concerne un film adhésif thermofusible en PTU auto-cicatrisant permettant la cicatrisation rapide d'un produit, ainsi qu'un procédé de préparation d'un film adhésif thermofusible en PTU auto-cicatrisant. Selon le procédé, le processus est simple et pratique.
PCT/CN2022/112221 2022-07-29 2022-08-12 Film adhésif thermofusible auto-cicatrisant en ptu et son procédé de préparation WO2024021182A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN202210912188.1 2022-07-29
CN202210912188.1A CN115260967A (zh) 2022-07-29 2022-07-29 一种自修复tpu热熔胶膜及其制备方法

Publications (1)

Publication Number Publication Date
WO2024021182A1 true WO2024021182A1 (fr) 2024-02-01

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CN (1) CN115260967A (fr)
WO (1) WO2024021182A1 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106349685A (zh) * 2016-08-26 2017-01-25 宁波市青湖弹性体科技有限公司 一种高耐油的充电桩无卤阻燃tpu线缆料及其制备方法
CN108822750A (zh) * 2018-04-12 2018-11-16 中天光伏材料有限公司 一种具有自修复功能的聚烯烃封装胶膜
CN109971016A (zh) * 2017-12-28 2019-07-05 科思创德国股份有限公司 涂覆产品或制品及其制造方法
WO2020105677A1 (fr) * 2018-11-22 2020-05-28 リンテック株式会社 Film pour former un film protecteur thermodurcissable, feuille composite pour former un film protecteur, et procédé de fabrication de puce
CN114163966A (zh) * 2021-12-30 2022-03-11 广东汇齐新材料有限公司 一种耐水解tpu热熔胶膜及其制备方法
CN114605813A (zh) * 2022-03-29 2022-06-10 广东汇齐新材料有限公司 一种耐紫外光老化tpu热熔胶膜及其制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114292598A (zh) * 2021-12-30 2022-04-08 广东汇齐新材料有限公司 一种高粘着强度的tpu热熔胶膜及其制备方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106349685A (zh) * 2016-08-26 2017-01-25 宁波市青湖弹性体科技有限公司 一种高耐油的充电桩无卤阻燃tpu线缆料及其制备方法
CN109971016A (zh) * 2017-12-28 2019-07-05 科思创德国股份有限公司 涂覆产品或制品及其制造方法
CN108822750A (zh) * 2018-04-12 2018-11-16 中天光伏材料有限公司 一种具有自修复功能的聚烯烃封装胶膜
WO2020105677A1 (fr) * 2018-11-22 2020-05-28 リンテック株式会社 Film pour former un film protecteur thermodurcissable, feuille composite pour former un film protecteur, et procédé de fabrication de puce
CN114163966A (zh) * 2021-12-30 2022-03-11 广东汇齐新材料有限公司 一种耐水解tpu热熔胶膜及其制备方法
CN114605813A (zh) * 2022-03-29 2022-06-10 广东汇齐新材料有限公司 一种耐紫外光老化tpu热熔胶膜及其制备方法

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