CN116751532A - Multipurpose polyurethane adhesive tape and preparation process thereof - Google Patents

Multipurpose polyurethane adhesive tape and preparation process thereof Download PDF

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Publication number
CN116751532A
CN116751532A CN202310949744.7A CN202310949744A CN116751532A CN 116751532 A CN116751532 A CN 116751532A CN 202310949744 A CN202310949744 A CN 202310949744A CN 116751532 A CN116751532 A CN 116751532A
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polyurethane
mass
glycol
polyglycol
multipurpose
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Inventor
尚佳璐
李晓东
邹美帅
江皓
王硕
苏醒
王潇萱
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Beijing Institute of Technology BIT
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Beijing Institute of Technology BIT
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Priority to CN202310949744.7A priority Critical patent/CN116751532A/en
Publication of CN116751532A publication Critical patent/CN116751532A/en
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    • 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
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4804—Two or more polyethers of different physical or chemical nature
    • C08G18/4808—Mixtures of two or more polyetherdiols
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4825—Polyethers containing two hydroxy groups
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666—Compounds of group C08G18/48 or C08G18/52
    • C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • 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
    • C09J175/08—Polyurethanes from polyethers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

The invention relates to a multipurpose polyurethane adhesive tape and a preparation process thereof, and belongs to the technical field of polyurethane. The polyurethane is obtained by mixing, solidifying and molding a material A and a material B; the total mass of the raw materials for preparing the material A is 100%, and the raw materials comprise the following components in percentage by mass: 94% -97% of polyglycol and 3% -6% of glycol chain extender; the total mass of the raw materials for preparing the material B is 100%, and the raw materials comprise the following components in percentage by mass: 45-52% of isocyanate and 48-55% of polyglycol; the polyglycol is the compounding of polypropylene glycol and more than one selected from polytetramethylene glycol and polyethylene glycol; the mass ratio of the polypropylene glycol to the glycol chain extender is 13-15:1; the ratio of the quantity of isocyanic acid radical in the material B to the quantity of hydroxyl radical in the material A is 0.93-0.98. The polyurethane adhesive tape can realize the adhesion of two-phase interfaces under various working conditions, has high weather resistance, and can self-heal after the polyurethane cracks, thereby prolonging the service life.

Description

Multipurpose polyurethane adhesive tape and preparation process thereof
Technical Field
The invention relates to a multipurpose polyurethane adhesive tape and a preparation process thereof, and belongs to the technical field of polyurethane.
Background
Polyurethane is known as the fifth plastic because of its excellent mechanical properties, good deformability, high biocompatibility and solvent resistance, and various application ranges. The polyurethane is prepared from isocyanate and polyol serving as main raw materials, and the combination of the isocyanate and the polyol with various structures enables the molecular structure of polyurethane to be designed according to the service performance. Polyurethane materials are widely used in the fields of coal industry, traffic construction, mechanical engineering, electronics, electricity, biomedicine and the like. However, aiming at the research content in the current polyurethane bonding field, in a low-cost system, the bottleneck exists that the polyurethane still has poor bonding performance, poor weather resistance, difficult material performance adjustment in a simple way and the like under the conventional formula.
The polyurethane material under the conventional formula has almost no capability of adhering to objects, and the existing means and methods for improving the adhesion of the polyurethane material are methods of introducing dynamic bonds, introducing active fillers or self-grinding efficient adhesive components and the like. However, the introduction of substances with low bond energy such as dynamic bonds can reduce the anti-aging performance of the material, which is not beneficial to the long-term use of the material; after the filler is introduced, the bonding life of the filler can be influenced by dispersion or spontaneous migration of the filler in polyurethane; the self-grinding adhesive component in turn leads to increased costs and is disadvantageous for industrial production.
Disclosure of Invention
In view of the above, the present invention aims to provide a multipurpose polyurethane adhesive tape and a preparation process thereof. Through improvement and innovation on the basic formula, the multi-interface bonding and low-cost multipurpose polyurethane adhesive tape is designed and prepared, and compared with the conventional formula, the designed formula and system not only have bonding and adhesion properties, but also can meet the requirement of industrialized mass production. The polyurethane adhesive tape can realize the bonding of two-phase interfaces (bonding of multiple interfaces and bonding of multiple environments) under multiple working conditions, has high weather resistance, and can self-heal after the polyurethane cracks, thereby prolonging the service life.
In order to achieve the above object, the technical scheme of the present invention is as follows.
A multipurpose polyurethane adhesive tape is prepared by mixing, solidifying and molding materials A and B;
the total mass of the raw materials for preparing the material A is 100%, and the raw materials comprise the following components in percentage by mass: 94% -97% of polyglycol and 3% -6% of glycol chain extender;
the total mass of the raw materials for preparing the material B is 100%, and the raw materials comprise the following components in percentage by mass: 45-52% of isocyanate and 48-55% of polyglycol;
the polyglycol is the compounding of polypropylene glycol (PPG) and more than one selected from polytetramethylene glycol (PTMG) and polyethylene glycol (PEG);
the mass ratio of the polypropylene glycol (PPG) to the glycol chain extender is 13-15:1;
the ratio of the quantity of isocyanic acid radical in the material B to the quantity of hydroxyl radical in the material A is 0.93-0.98.
Preferably, when mixing, the mass ratio of the material A to the material B is 8-11:10.
Preferably, the molecular weight of the polyglycol is 960-1200.
Preferably, the addition amount of the polypropylene glycol (PPG) is 30% -40% of the total mass of the alcohols in the materials A and B.
Preferably, the isocyanate is more than one of diphenylmethane diisocyanate (MDI), toluene diisocyanate (HDI) and isophorone diisocyanate (IPDI).
Preferably, the glycol chain extender is one or more of 1, 4-Butanediol (BDO), 1, 3-Propanediol (PDO) and Ethylene Glycol (EG).
The preparation process of the multipurpose polyurethane adhesive tape comprises the following process steps:
(1) Under the protection of protective gas, mixing isocyanate in the material B with polyglycol, and carrying out prepolymerization reaction to obtain a prepolymerization reaction product, namely the material B;
(2) And preheating and mixing the material B and the material A at 45-50 ℃ under the condition of air isolation, and curing to obtain the multipurpose polyurethane adhesive tape.
Preferably, in the step (1), the prepolymerization temperature is 80-85 ℃ and the prepolymerization time is 4-8 hours.
Preferably, in the step (2), the curing temperature is 70-90 ℃ and the curing time is 4-8 hours.
Preferably, the isocyanate content of the prepolymerization reaction product is determined by titration: adding the prepolymerization reaction product into toluene solution of di-n-butylamine, heating and stirring at 45-55 ℃ for dissolution to obtain a titration sample solution; and then, taking bromocresol green dissolved in isopropanol as an indicator by a titration method, and titrating to obtain the isocyanate content in the prepolymer.
Preferably, the dosage ratio of the polyurethane prepolymer to the isopropanol is 3-4 g: 150-250 mL; the volume ratio of the titration sample solution to the toluene solution of di-n-butylamine is 2:1; the dosage ratio of bromocresol green to titration sample solution is 1g:1000mL.
Preferably, the titration reagent is 0.05-0.2 mol/L of dilute hydrochloric acid.
Preferably, the mass relation between the polyglycol and the glycol chain extender in the material B and the material A satisfies the formula:
（m 1 ×a%）/42=R×（（m 2 /N 1 )×2+（m 3 /N 2 ）×2）
m in the formula 1 、m 2 、m 3 The mass of the polyglycol and the glycol chain extender in the material B and the material A respectively; n (N) 1 、N 2 The molecular weights of polyglycol and glycol chain extender in the material A respectively; a% is the mass fraction of isocyanate groups of the material B obtained by titration; the R value is the number ratio of isocyanic acid radical to hydroxyl radical in the system, and R value=0.93-0.98.
Advantageous effects
The invention provides a multipurpose polyurethane adhesive tape, which is a novel polyurethane material, can be adhered to common substances such as glass, plastic cups and the like, has high hydrogen bond content, can enable the material to have strong material adhesion capability, also has the capability of adhering common substances underwater, and has the main point of low synthesis cost and mass production.
The invention provides a multipurpose polyurethane adhesive tape, which is obtained by mixing and solidifying A, B two components according to a certain R value (the ratio of isocyanate groups to hydroxyl groups in materials), wherein the selection and the dosage of each substance in A, B materials can ensure that abundant free hydroxyl groups exist in the prepared polyurethane adhesive tape, and the free hydroxyl groups can well interact with substances on the surfaces of common materials to generate hydrogen bonds so as to promote the adhesion of the two substances. When in underwater bonding, the polypropylene glycol on the main chain of the prepared adhesive tape is provided with a lateral methyl group, the group can effectively remove the water on the surface of an object to be bonded, and meanwhile, free hydroxyl in the adhesive tape and the object to be bonded generate interaction such as hydrogen bond and the like, so that the multi-interface underwater bonding function is realized under the combined action of the free hydroxyl and the object to be bonded. In the anhydrous environment, the side methyl of polypropylene glycol in the main chain of the adhesive tape can also exclude a part of substances at the two-phase interface, so that the generation efficiency and the bonding life of hydrogen bonds between free hydroxyl and an object to be bonded are improved. The synergistic effect of the two can enable the prepared polyurethane adhesive tape to have the capability of adhering common objects under multiple working conditions.
The invention provides a multipurpose polyurethane adhesive tape, wherein the polypropylene glycol content in an AB mixture needs to be controlled, the polypropylene glycol content is too low, so that the underwater adhesiveness of the prepared polyurethane adhesive tape is reduced or even disappears, and the polypropylene glycol content is too high, so that the polyurethane adhesive tape is difficult to effectively form hydrogen bonds between two interfaces, and the adhesiveness is also reduced.
The invention provides a multipurpose polyurethane adhesive tape, wherein isocyanate two ends in the raw material composition of a component B contain-NCO groups, polyol two ends contain-OH groups, and the polyurethane adhesive tape can be stored for a long time under the room temperature after a prepolymer is primarily synthesized. Different kinds of high molecular long chain segments (such as PTMG, PPG and the like), cross-linking agents (such as 330N and the like) and chain extenders (such as BDO, PDO and the like) in the raw materials of the component A can be added according to different production requirements, the raw materials can be polymerized to produce polyurethane materials under normal temperature conditions, and then finished products with different effects can be obtained by adjusting the proportion of the two components A, B; the method has simple steps, the experimental formula can be changed according to the production requirement, and industrial production can be carried out.
The invention provides a multipurpose polyurethane adhesive tape, wherein the preheating temperature of a prepolymer is kept at 45-50 ℃ which is the key for preserving the prepolymer, and the prepolymer is subjected to self-polymerization under the action of the temperature of 55-80 ℃. Both ends of the prepolymer are blocked by isocyanato (-NCO), and the prepolymer has a tendency to polymerize with hydroxyl groups in components such as chain extender, crosslinking agent and the like in main raw materials under normal temperature environment, and the forward reaction can be promoted and the reaction rate can be accelerated by the polymerization mode.
The invention provides a multipurpose polyurethane adhesive tape, in the preparation of the polyurethane adhesive tape, the isocyanate content of a prepolymer needs to be controlled, the isocyanate content is too low to cause the increase of polyurethane viscosity, the chain extension is difficult, the structure is difficult to form, the reactive activity is increased when the isocyanate content of the polyurethane which can be practically applied is too high, and the forming and processing of polyurethane are difficult to regulate and control.
Drawings
FIG. 1 is a photograph of the polyurethane described in example 1 adhered to a material at different interfaces.
FIG. 2 is a photograph of the polyurethane described in example 1 and comparative examples 1-2 adhered to materials under different environments and interfaces.
FIG. 3 is a photograph of the polyurethane described in comparative examples 3-4 adhered to a material under different environments and interfaces.
FIG. 4 is a photograph of the polyurethane adhesive material under different environments and interfaces after half a year of standing as described in example 4.
Detailed Description
The present invention will be described in further detail with reference to specific examples.
Example 1
In this example, the molecular weight of polytetramethylene glycol was 960, and the molecular weight of polypropylene glycol was 1000. The mass ratio of the polypropylene glycol to the chain extender is 14.51:1. this sample r=0.93.
(1) 50g of diphenylmethane diisocyanate and 50g of polypropylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃ in a nitrogen environment, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3842g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 12.00%;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) 46.13g of polytetramethylene glycol and 1.48g of 1, 4-butanediol in the step (3) are sequentially added into a container, 42.96g of prepolymer is added, and the solution is stirred for 60 seconds at a stirring rate of 2000 r/min; pouring the mixture into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the multipurpose polyurethane adhesive tape.
Example 2
In this example, the molecular weight of polytetramethylene glycol was 1000, and the molecular weight of polypropylene glycol was 1000. The ratio of polypropylene to chain extender was 14.79:1. this sample r=0.95.
(1) 50g of isophorone diisocyanate and 50g of polytetramethylene glycol are added into a 250mL three-necked flask, the temperature is raised to 80 ℃ in a nitrogen environment, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3760g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 11.97%;
the proportional relation between the mass (g) of the bromocreosote in the bromocreosote indicator and the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L;
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) Sequentially adding 48.95g of polytetramethylene glycol and 1.47g of 1, 4-butanediol in the step (3) into a container, adding 43.51g of prepolymer, and stirring the solution at a stirring rate of 2000r/min for 12s; pouring the mixture into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the multipurpose polyurethane adhesive tape.
Example 3
In this example, the molecular weight of polytetramethylene glycol was 1080 and the molecular weight of polypropylene glycol was 1000. The mass ratio of the polypropylene glycol to the chain extender is 13.75:1. this sample r=0.97.
(1) 50g of toluene diisocyanate and 50g of polytetramethylene glycol are added into a 250mL three-necked flask, the temperature is raised to 80 ℃, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after 4 hours of reaction.
(2) Dissolving 0.3265g of the prepolymer obtained in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain 12.53 percent of isocyanate in the prepolymer;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) Sequentially adding 53.42g of polytetramethylene glycol and 1.54g of 1, 4-butanediol in the step (3) into a container, adding 42.35g of prepolymer, and stirring the solution at a stirring rate of 2000r/min for 12s; pouring the mixture into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the multipurpose polyurethane adhesive tape.
Example 4
In this example, the molecular weight of polytetramethylene glycol was 1200, and the molecular weight of polypropylene glycol was 800. The mass ratio of the polypropylene glycol to the chain extender is 14.89:1. this sample r=0.96.
(1) 50g of diphenylmethane diisocyanate and 50g of polytetramethylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3698g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 11.27%;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) 55.82g of polytetramethylene glycol and 1.50g of 1, 4-butanediol in the step (3) are sequentially added into a container, 44.68g of prepolymer is added, and the solution is stirred for 12s at a stirring rate of 2000 r/min; pouring the mixture into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the multipurpose polyurethane adhesive tape.
(5) The multipurpose polyurethane tape was left at room temperature for 6 months.
Example 5
In this example, the molecular weight of polytetramethylene glycol was 1200, and the molecular weight of polypropylene glycol was 900. The mass ratio of the polypropylene glycol to the chain extender is 13.25:1. this sample r=0.98.
(1) 50g of hexamethylene diisocyanate and 50g of polytetramethylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3965g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 12.76%;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating the main raw materials of polybutadienes and 1, 4-butanediol to 70 ℃ after dehydration.
(4) 50.53g of polytetramethylene glycol and 1.55g of 1, 4-butanediol in the step (3) are sequentially added into a container, 41.08g of prepolymer is added, and the solution is stirred for 12s at a stirring rate of 2000 r/min; pouring the mixture into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the multipurpose polyurethane adhesive tape.
(5) The multipurpose polyurethane tape was left at room temperature for 6 months.
Example 6
The molecular weight of the polytetramethylene glycol in this example was 1200, and the molecular weight of the polypropylene glycol was 1000. The mass ratio of the polypropylene glycol to the chain extender is 13.85:1. this sample r=0.95.
(1) 50g of diphenylmethane diisocyanate and 50g of polytetramethylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3754g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1036mol/L of dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 11.36 percent;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) Sequentially adding 53.69g of polytetramethylene glycol and 1.58g of 1, 4-butanediol in the step (3) into a container, adding 43.76g of prepolymer, and stirring the solution at a stirring rate of 2000r/min for 12s; pouring the mixture into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the multipurpose polyurethane adhesive tape.
(5) The multipurpose polyurethane tape was left at room temperature for 6 months.
Comparative example 1
In this example, the molecular weight of polytetramethylene glycol was 900, and the molecular weight of polypropylene glycol was 1000. The mass ratio of the polypropylene glycol to the chain extender is 14.51:1. this sample r=1.
(1) 50g of diphenylmethane diisocyanate and 50g of polypropylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃ in a nitrogen environment, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.4263g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 12.36%;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) Sequentially adding 42.63g of polytetramethylene glycol and 1.38g of 1, 4-butanediol in the step (3) into a container, adding 42.16g of prepolymer, and stirring the solution at a stirring rate of 2000r/min for 60s; pouring the polyurethane elastomer into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the polyurethane elastomer.
Comparative example 2
In this example, the molecular weight of polytetramethylene glycol was 1080 and the molecular weight of polypropylene glycol was 1000. The mass ratio of the polypropylene glycol to the chain extender is 14.51:1. this sample r=1.05.
(1) 50g of isophorone diisocyanate and 50g of polypropylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃ in a nitrogen environment, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3295g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 11.69%;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) 48.96g of polytetramethylene glycol and 1.54g of 1, 4-butanediol in the step (3) are sequentially added into a container, 41.06g of prepolymer is added, and the solution is stirred for 60s at a stirring rate of 2000 r/min; pouring the polyurethane elastomer into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the polyurethane elastomer.
Comparative example 3
In this example, the molecular weight of polytetramethylene glycol was 1000, and the molecular weight of polypropylene glycol was 900. The mass ratio of the polypropylene glycol to the chain extender is 11.09:1. the sample r=0.95
(1) 50g of toluene diisocyanate and 50g of polypropylene glycol are added into a 250mL three-necked flask, the temperature is raised to 80 ℃ in a nitrogen environment, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.2295g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain that the isocyanate content in the prepolymer is 12.44%;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) Sequentially adding 43.69g of polytetramethylene glycol and 1.96g of 1, 4-butanediol in the step (3) into a container, adding 43.50g of prepolymer, and stirring the solution at a stirring rate of 2000r/min for 60s; pouring the polyurethane elastomer into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the polyurethane elastomer.
Comparative example 4
In this example, the molecular weight of polytetramethylene glycol was 1000, and the molecular weight of polypropylene glycol was 1000. The mass ratio of the polypropylene glycol to the chain extender is 18.45:1. this sample r=0.95.
(1) 50g of dimethylene diisocyanate and 50g of polypropylene glycol are added into a 250mL three-neck flask, the temperature is raised to 80 ℃ in a nitrogen environment, the raw materials are stirred at the speed of 200r/min to be uniformly mixed, and the polyurethane prepolymer is obtained after the reaction for 4 hours.
(2) Dissolving 0.3539g of the prepolymer obtained by the reaction in the step (1) in 25mL of toluene solution of di-n-butylamine, heating at 50 ℃ for 20min to fully dissolve the prepolymer, dripping 4 drops of bromocreosote indicator, and then adding 50mL of isopropanol to fully dissolve the indicator; titration is carried out by using 0.1023mol/L dilute hydrochloric acid to obtain 11.59 percent of isocyanate in the prepolymer;
the ratio of the mass (g) of the bromocreosote in the bromocreosote indicator to the volume (mL) of the solvent sodium hydroxide is 1:1000, and the concentration of the sodium hydroxide is 0.1mol/L.
(3) Preheating the prepolymer titrated in the step (2) to 50 ℃, and preheating main raw materials of polytetramethylene glycol and 1, 4-butanediol to 70 ℃ after dehydration.
(4) 52.43g of polytetramethylene glycol and 1.18g of 1, 4-butanediol in the step (3) are sequentially added into a container, 43.55g of prepolymer is added, and the solution is stirred for 60s at a stirring rate of 2000 r/min; pouring the polyurethane elastomer into a polytetrafluoroethylene container, and then placing the container into a 70 ℃ oven for curing for 4 hours to obtain the polyurethane elastomer.
The adhesion test under different environments is carried out on the end products prepared in examples 1-3 and comparative examples 1-4, and the container for the test is used firstly: tap water with different temperatures is added into a plastic cup, a glass beaker and a polytetrafluoroethylene dish for standby, a sample to be tested is placed into a container, placed below the water surface, and is loosened in five seconds after being pressed at the side, and then the solution is stirred to observe whether the sample has adhesiveness. As shown in fig. 1 to 3, the samples labeled with r=0.95 are the final products prepared in example 1, and the samples labeled with r=1 and r=1.05 are the final products prepared in comparative examples 1 and 2, respectively, and labeled with 11:1 and 18:1 are the end products prepared in comparative example 3 and comparative example 4, respectively. As can be seen from the figure, the polyurethane in example 1 not only can bond the surfaces of common materials in a dry environment, but also can show adhesion to common objects in different water environments of cold, room temperature and hot, and can adhere two different types of substances on two sides. Polytetrafluoroethylene is a material commonly used for non-stick pans and the polyurethane described in example 1 still adheres effectively. The samples prepared within the R values and the two component mass ratios identified above were demonstrated to have adhesive properties that exceeded the samples of the other configurations of the base formulation. The four samples as comparative examples did not exhibit adhesive properties, and the test results of the samples of examples 2 to 3 were similar to that of example 1.
Carrying out adhesion tests on the end products prepared in examples 4-6 under different environments, and firstly, placing a container for testing: tap water with different temperatures is added into a plastic cup, a glass beaker and a polytetrafluoroethylene dish for standby, a sample to be tested is placed into a container, placed below the water surface, and is loosened in five seconds after being pressed at the side, and then the solution is stirred to observe whether the sample has adhesiveness. The results are shown in fig. 4, and the sample labeled r=0.95 is the final product prepared in example 4. It can be seen from the figure that the polyurethane of example 4 after being placed for half a year can show adhesion to common objects in several different environments of cold, room temperature and hot, and can adhere two different types of substances on both sides. Polytetrafluoroethylene is a material commonly used for a non-stick pan, to which polyurethane after half a year of storage in example 4 can only be adhered in a normal temperature environment. In conclusion, the sample which is placed for half a year can still effectively adhere to glass and plastic in various environments, and has the potential of long-term use. The sample test results of examples 5 to 6 are similar to example 4.
In view of the foregoing, it will be appreciated that the invention includes but is not limited to the foregoing embodiments, any equivalent or partial modification made within the spirit and principles of the invention.

Claims (10)

1. A multipurpose polyurethane tape, characterized in that: the polyurethane is obtained by mixing, solidifying and molding a material A and a material B;
the total mass of the raw materials for preparing the material A is 100%, and the raw materials comprise the following components in percentage by mass: 94% -97% of polyglycol and 3% -6% of glycol chain extender;
the total mass of the raw materials for preparing the material B is 100%, and the raw materials comprise the following components in percentage by mass: 45-52% of isocyanate and 48-55% of polyglycol;
the polyglycol is the compounding of polypropylene glycol and more than one selected from polytetramethylene glycol and polyethylene glycol;
the mass ratio of the polypropylene glycol to the glycol chain extender is 13-15:1;
the ratio of the quantity of isocyanic acid radical in the material B to the quantity of hydroxyl radical in the material A is 0.93-0.98.
2. A multipurpose polyurethane tape as claimed in claim 1, wherein: when mixing, the mass ratio of the material A to the material B is 8-11:10.
3. A multipurpose polyurethane tape as claimed in claim 1, wherein: the molecular weight of the polyglycol is 960-1200.
4. A multipurpose polyurethane tape as claimed in claim 1, wherein: the addition amount of the polypropylene glycol is 30% -40% of the total mass of the alcohols in the materials A and B.
5. A multipurpose polyurethane tape as claimed in claim 1, wherein: the isocyanate is more than one of diphenylmethane diisocyanate, toluene diisocyanate and isophorone diisocyanate;
the diol chain extender is one or more of 1, 4-butanediol, 1, 3-propanediol and ethylene glycol.
6. A process for preparing the multipurpose polyurethane tape according to any one of claims 1 to 5, wherein: the process comprises the following steps:
(1) Under the protection of protective gas, mixing isocyanate in the material B with polyglycol, and carrying out prepolymerization reaction to obtain a prepolymerization reaction product, namely the material B;
(2) And preheating and mixing the material B and the material A at 45-50 ℃ under the condition of air isolation, and curing to obtain the multipurpose polyurethane adhesive tape.
7. The method for preparing the multipurpose polyurethane adhesive tape according to claim 6, wherein: in the step (1), the prepolymerization temperature is 80-85 ℃ and the prepolymerization time is 4-8 hours;
in the step (2), the curing temperature is 70-90 ℃ and the curing time is 4-8 hours.
8. The process for preparing a multipurpose polyurethane tape as claimed in claim 6, wherein: the isocyanate content of the prepolymerization reaction product is determined by titration: adding the prepolymerization reaction product into toluene solution of di-n-butylamine, heating and stirring at 45-55 ℃ for dissolution to obtain a titration sample solution; and then, taking bromocresol green dissolved in isopropanol as an indicator by a titration method, and titrating to obtain the isocyanate content in the prepolymer.
9. The process for preparing a multipurpose polyurethane tape as claimed in claim 6, wherein: the dosage ratio of the polyurethane prepolymer to the isopropanol is 3-4 g: 150-250 mL; the volume ratio of the titration sample solution to the toluene solution of di-n-butylamine is 2:1; the dosage ratio of bromocresol green to titration sample solution is 1g:1000mL;
the titration reagent is 0.05-0.2 mol/L of dilute hydrochloric acid.
10. The process for preparing a multipurpose polyurethane tape as claimed in claim 6, wherein: the mass relation between the polyglycol and the glycol chain extender in the material B and the material A satisfies the formula:
（m 1 ×a%）/42=R×（（m 2 /N 1 )×2+（m 3 /N 2 ）×2）
m in the formula 1 、m 2 、m 3 The mass of the polyglycol and the glycol chain extender in the material B and the material A respectively; n (N) 1 、N 2 The molecular weights of polyglycol and glycol chain extender in the material A respectively; a% is the mass fraction of isocyanate groups of the material B obtained by titration; the R value is the number ratio of isocyanic acid radical to hydroxyl radical in the system, and R value=0.93-0.98.
CN202310949744.7A 2023-07-31 2023-07-31 Multipurpose polyurethane adhesive tape and preparation process thereof Pending CN116751532A (en)

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