CA3133487A1 - A composite polyurethane condom and a preparation method thereof - Google Patents

A composite polyurethane condom and a preparation method thereof

Info

Publication number
CA3133487A1
CA3133487A1 CA3133487A CA3133487A CA3133487A1 CA 3133487 A1 CA3133487 A1 CA 3133487A1 CA 3133487 A CA3133487 A CA 3133487A CA 3133487 A CA3133487 A CA 3133487A CA 3133487 A1 CA3133487 A1 CA 3133487A1
Authority
CA
Canada
Prior art keywords
adhesive layer
polyurethane
substrate layer
film
aliphatic
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
CA3133487A
Other languages
French (fr)
Inventor
Jiabing DAI
Weihu LI
Linlin FENG
Liang Chen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lanzhou Scisky Healthcare Technologies Co Ltd
Original Assignee
Lanzhou Scisky Healthcare Technologies Co Ltd
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 Lanzhou Scisky Healthcare Technologies Co Ltd filed Critical Lanzhou Scisky Healthcare Technologies Co Ltd
Priority to CA3133487A priority Critical patent/CA3133487A1/en
Publication of CA3133487A1 publication Critical patent/CA3133487A1/en
Pending legal-status Critical Current

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00Layered 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
    • B32B7/04Interconnection of layers
    • B32B7/12Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0823Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • C08G18/0819Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
    • C08G18/0828Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing sulfonate groups or groups forming them
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203Polyhydroxy compounds
    • C08G18/3206Polyhydroxy compounds aliphatic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/34Carboxylic acids; Esters thereof with monohydroxyl compounds
    • C08G18/348Hydroxycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3857Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur having nitrogen in addition to sulfur
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4236Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
    • C08G18/4238Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4266Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
    • C08G18/4269Lactones
    • C08G18/4277Caprolactone and/or substituted caprolactone
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/44Polycarbonates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4825Polyethers containing two hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4854Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/73Polyisocyanates or polyisothiocyanates acyclic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752Polyisocyanates 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
    • C08G18/753Polyisocyanates 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
    • C08G18/755Polyisocyanates 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/758Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F6/00Contraceptive devices; Pessaries; Applicators therefor
    • A61F6/02Contraceptive devices; Pessaries; Applicators therefor for use by males
    • A61F6/04Condoms, sheaths or the like, e.g. combined with devices protecting against contagion
    • A61F2006/043Condoms, sheaths or the like, e.g. combined with devices protecting against contagion with more than one barrier
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F6/00Contraceptive devices; Pessaries; Applicators therefor
    • A61F6/02Contraceptive devices; Pessaries; Applicators therefor for use by males
    • A61F6/04Condoms, sheaths or the like, e.g. combined with devices protecting against contagion
    • A61F2006/048Condoms, sheaths or the like, e.g. combined with devices protecting against contagion with surface protuberances
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2170/00Compositions for adhesives
    • C08G2170/80Compositions for aqueous adhesives

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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)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Orthopedics, Nursing, And Contraception (AREA)

Abstract

The present invention discloses a composite polyurethane condom and a preparation method thereof The composite polyurethane condom comprises:
a first substrate layer; an adhesive layer formed on the first substrate layer; a second substrate layer formed on the adhesive layer. In the present invention, a special adhesive layer is added between the two layers of materials, so that, for example, two materials with different polarities can be firmly attached together without delamination.

Description

A composite polyurethane condom and a preparation method thereof Technical Field The invention belongs to the technical field of condoms, and specifically relates to a composite polyurethane condom and a preparation method thereof Background Due to the material characteristics of natural rubber latex, the thickness of natural rubber latex condoms is difficult to be less than 0.04 mm. At the same time, natural rubber latex contains a variety of proteins, and people with protein allergies may have certain safety risks. With the improvement of people's living standards, the demand for condoms of consumers is not only limited to the basic function of contraception, but more pursuit of condom use experience. Waterborne polyurethane condoms are new products on the market in recent years, but the flexibility of polyurethane materials has a certain gap compared with natural rubber. In order to integrate the characteristics of the two materials, a product that meets the needs of the public with thinness and flexibility is made. It adopts physical lamination method for production. Because natural rubber latex and waterborne polyurethane are two polar materials, the adhesion between the two materials is low during lamination, the product is prone to delamination and cannot meet the design requirements.
Summary The present invention aims to provide a composite polyurethane condom and a preparation method thereof For example, by adding a special adhesive layer between the two layers of materials, the two materials with different polarities can be firmly attached together without delamination.
In order to solve the above-mentioned problems, the present invention is achieved through the following technical solutions: the present invention provides a composite polyurethane condom, which at least comprises:
a first substrate layer;

Date recue /Date received 2021-11-26 an adhesive layer formed on the first substrate layer;
a second substrate layer formed on the adhesive layer;
wherein, the adhesive layer includes an aliphatic sulfonated waterborne polyurethane, and the molecular chain of the aliphatic sulfonated waterborne polyurethane contains amino groups, sulfonic groups and carboxyl groups; the aliphatic sulfonated waterborne polyurethane has a 100% modulus less than or equal to 1.2 N/mm2, and the adhesive layer has a thickness of 0.1-20[tm.
In an embodiment, the first substrate layer includes any one of a natural latex film, a synthetic rubber film, a polyurethane film, and a polyisoprene film.
In an embodiment, the second substrate layer includes any one of a natural latex film, a synthetic rubber film, a polyurethane film, and a polyisoprene film.
In an embodiment, the aliphatic sulfonated waterborne polyurethane includes a polyether/polyester polyol, an aliphatic isocyanate, a crosslinking agent, a small molecule chain extender and a hydrophilic chain extender.
In an embodiment, the polyether/polyester polyol has a molecular weight of 400-6000, and the polyether/polyester polyol includes any one of polyoxypropylene glycol, polytetramethylene ether glycol, poly(neopentyl glycol adipate), poly 1,4-butanediol adipate, poly 1,6-hexanediol adipate, polycaprolactone and polycarbonate or a combination thereof In an embodiment, the aliphatic isocyanate includes any one of hexamethylene diisocyanate (HDI), isophorone diisocyanate (IPDI), dicyclohexylmethane-4,4'-diisocyanate (HMDI), and other aliphatic isocyanates or a combination thereof In an embodiment, the crosslinking agent includes any one of trimethylolpropane, silanes, neopentyl glycol, and castor oil or a combination thereof In an embodiment, the hydrophilic chain extender is any one of sodium ethylenediaminoethanesulfonate and dimethylolpropionic acid (DMPA) or a combination thereof In an embodiment, the adhesive layer has a number average molecular weight of 20,000-60,000 g/mol.
2 Date recue /Date received 2021-11-26 In an embodiment, the composite polyurethane condom further includes:
a second adhesive layer formed on the second substrate layer;
a third substrate layer formed on the second adhesive layer.
In an embodiment, the adhesive layer has an elongation at break greater than or equal to 500%.
In an embodiment, the condom has a thickness of 0.01-0.068 mm.
In an embodiment, the number of layers of the condom is 3-6.
In an embodiment, the aliphatic sulfonated waterborne polyurethane further includes silyl (silane groups) and/or hydroxyl groups in its molecular chain.
Another object of the present invention is to provide a method for preparing a composite polyurethane condom, which at least includes the following steps:
providing a mold;
forming a first substrate layer on the mold;
forming an adhesive layer on the first substrate layer;
forming a second substrate layer on the adhesion layer;
demoulding to obtain the composite polyurethane condom;
wherein, the adhesive layer comprises aliphatic sulfonated waterborne polyurethane, and the aliphatic sulfonated waterborne polyurethane contains amino groups, sulfonic groups and carboxyl groups in its molecular chain, and the aliphatic sulfonated waterborne polyurethane has a 100% modulus less than or equal to 1.2 N/mm2, and the adhesive layer has a thickness of 0.1-20[Im.
In an embodiment, the mold is removed by using mold release solution in water containing a release agent.
In the present invention, by adding a special adhesive layer between the two layers of materials, the two materials with different polarities can be firmly attached together without delamination. In the present invention, the film materials on both sides of the adhesive layer are attached together, so that each film material can exert its own material advantages. The adhesive layer of the present invention has low modulus, high adhesiveness, high compatibility, high resilience and high adhesion. It combines materials with different
3 Date recue /Date received 2021-11-26 properties through the boundary bridge effect, so that the condom of the present invention can be soaked in hot alkaline water or hot water at 50-70 C for 1-10 minutes without delamination. In the present invention, for example, by the interaction between amino, sulfonic and carboxyl groups, it can react or form good adhesion with polyurethane or non-polar materials, so that the adhesive layer and the materials on both sides have strong adhesion, and further ensures that no delamination will occur.
Description of the drawings Figure 1 is a schematic diagram of a composite polyurethane condom with a three-layer structure in an embodiment of the present invention;
Figure 2 is a schematic flow diagram of the method in an embodiment of the present invention;
Figure 3 is a schematic diagram of a composite polyurethane condom with a 5-layer structure in an embodiment of the present invention.
Symbol Description 101 First substrate layer 102 Adhesive layer 103 Second substrate layer 104 Second adhesive layer 105 Third substrate layer Detailed Description The present invention will be further described through several specific embodiments below, but it should be noted that the specific material ratio, process conditions and results described in the embodiments of the present invention are only used to illustrate the present invention, and cannot be used to limit the protection scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention
4 Date recue /Date received 2021-11-26 should be included in the protection scope of the present invention. It should be noted that unless otherwise specified, the "%" described herein refers to "parts by mass".
In the present invention, it should be noted that if the terms "center", "up", "down", "left", "right", "vertical", "horizontal", "inner", "outer", etc. appear, the indicated orientation or position relationship is based on the orientation or position relationship shown in the figures, which is only for the convenience of describing the application and simplifying the description, rather than indicating or implying that the device or element referred to be required with a specific orientation, be constructed and operated in a specific orientation, and therefore cannot be construed as a limitation of the application. In addition, if the terms "first" and "second" appear, they are only used for descriptive and distinguishing purposes, and cannot be understood as indicating or implying relative importance.
The present invention provides a composite polyurethane condom and a preparation method thereof By adding a special adhesive layer between the two layers of materials, for example, two materials with different polarities can be firmly attached together, so that the condom of the present invention can be soaked in hot alkaline water or hot water at 50-70 C
for 1-10 minutes without delamination.
As shown in figure 2, it is a schematic flow diagram of a method for preparing a composite polyurethane condom in an embodiment of the present invention, which includes at least the following steps:
Si. providing a mold;
S2. forming a first substrate layer on the mold;
S3. forming an adhesive layer on the first substrate layer;
S4. forming a second substrate layer on the adhesion layer;
S5. demoulding to obtain the composite polyurethane condom;
wherein, the adhesive layer comprises aliphatic sulfonated waterborne polyurethane, the aliphatic sulfonated waterborne polyurethane contains amino groups, sulfonic groups and carboxyl groups in its molecular chain;, the aliphatic sulfonated waterborne polyurethane has a 100% modulus less than or equal to 1.2 N/mm2, and the adhesive layer has a thickness of 0.1-20[tm.
Date recue /Date received 2021-11-26 Specifically, in step Si, for example, the mold is a condom mold of glass or other materials.
Specifically, in step S2, for example, the surface of the mold is heated to 30-40 C, and then the mold is immersed in an immersion liquid containing the material of the first substance layer 101, and for example, the immersion time is 35-60 seconds.
After the immersion is completed, it is taken out. For example, it can be dried at 90-110 C, and it can be immersed repeatedly. The material of the first substrate layer 101 is, for example, any one of a natural latex film, a synthetic rubber film, a polyurethane film and a polyisoprene film.
Specifically, in step S3, the mold, on which the first substrate layer 101 is formed, is immersed in a liquid containing the material of adhesive layer 102, and for example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out. For example, it can be dried at 80-120 C, and it can be immersed repeatedly to form the adhesive layer 102. The material of the adhesive layer 102 includes, for example, aliphatic sulfonated waterborne polyurethane. Specifically, for example, the thickness of the adhesive layer 102 is 0.1-10p,m.
Specifically, in step S4, the mold, on which the adhesive layer 102 is formed, is immersed in a liquid containing the material of the second substrate layer 103, and for example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out. For example, it can be dried at 100-140 C, and it can be immersed repeatedly to form the second substrate layer 103. For example, the material of the first substrate layer 101 is any one of a natural latex film, a synthetic rubber film, a polyurethane film and a polyisoprene film. The materials of the first substrate layer 101 and the second substrate layer 103 have, for example, different polarities or the same polarities. The adhesive layer 102 of the present invention combines materials with different properties through a boundary bridge effect, so that, for example, two materials with different polarities can be firmly attached together.
Specifically, in step S5, for example, a hot alkaline water is used to swell the polyurethane condom, and the polyurethane condom is demolded by water flushing, for Date recue /Date received 2021-11-26 example, a release agent is added to the demolding water to remove the mold, and then the mold is dried by, for example, a dryer to obtain the composite polyurethane condom. The composite polyurethane condom is, for example, four-layer, five-layer, six-layer and other different layers. The adhesive layer 102 serves as one or two layers in the middle, and the two sides of each layer of the adhesive layers are respectively laminated with other material films.
As shown in figure 1, an embodiment of the present invention also provides a composite polyurethane condom with the thickness of 0.01-0.068 mm. The number of layers of the condom is, for example, 3 to 6 layers. Specifically, it includes at least: a first substrate layer 101, an adhesive layer 102 and a second substrate layer 103. Among them, the adhesion layer 102 is formed on the first substrate layer 101. The second substrate layer 103 is formed on the adhesion layer 102. Among them, the adhesive layer 102 includes, for example, aliphatic sulfonated waterborne polyurethane. The molecular chain of the aliphatic sulfonated waterborne polyurethane contains unsaturated double bonds, amino groups, sulfonic acid groups and carboxyl groups, which can chemically interact with the first substrate layer 101 and the second substrate layer 103 to form, for example, a chemical bond. In another embodiment, the molecular chain of the aliphatic sulfonated waterborne polyurethane further includes, for example, silyl (silane groups) and/or hydroxyl groups.
100% modulus of the aliphatic sulfonated waterborne polyurethane is less than or equal to 1.2 N/mm2, the thickness of the adhesive layer is 0.1-20pm, and the elongation at break of the adhesive layer is, for example, greater than or equal to 500%. The first substrate layer 101 includes, for example, any one of a natural latex film, a synthetic rubber film, a polyurethane film, and a polyisoprene film. The second substrate layer 103 includes, for example, any one of a natural latex film, a synthetic rubber film, a polyurethane film, and a polyisoprene film. The polarities of the materials of the first base material layer 101 and the second base material layer 103 are, for example, different. The material of the adhesive layer 102 of the present invention is, for example, an aliphatic polyester waterborne polyurethane material, which is synthesized by polyester polyol, and has strong adhesion to polar and non-polar materials, and has the characteristics of flexibility and high elongation. 100%

Date recue /Date received 2021-11-26 modulus is less than or equal to 1.2Nimm2, and the elongation at break is greater than or equal to 500%. In an embodiment, the aliphatic sulfonated waterborne polyurethane includes polyether/polyester polyol, aliphatic isocyanate, crosslinking agent, small molecule chain extender and hydrophilic chain extender. In an embodiment, the molecular weight of the polyether/polyester polyol is 400-6000, and the polyether/polyester polyol includes any one or a combination of polyoxypropylene glycol, polytetramethylene ether glycol, poly(neopentyl glycol adipate), poly 1,4-butanediol adipate, poly 1,6-hexanediol adipate, polycaprolactone and polycarbonate. In an embodiment, the aliphatic isocyanate includes one or a combination of hexamethylene diisocyanate (HDI), isophorone diisocyanate (IPDI), dicyclohexylmethane-4,4'-diisocyanate (HMDI), and other aliphatic isocyanates. In an embodiment, the crosslinking agent includes any one or a combination of trimethylolpropane, silanes, neopentyl glycol, and castor oil. In an embodiment, the hydrophilic chain extender is any one or a combination of sodium ethylenediaminoethanesulfonate and dimethylolpropionic acid (DMPA). For example, in the present invention, when natural rubber latex and waterborne polyurethane are laminated, adding an adhesive layer between the two layers is an effective method to overcome the defects of the prior art. For example, the number average molecular weight of the adhesion layer is 20,000-60,000 g/mol, which is beneficial to promote, for example, a strong adhesion between the first substrate layer 101 and the adhesion layer 102, as well as the second substrate layer 103 and the adhesive layer 102.
As shown in figure 3, in some embodiments, the composite polyurethane condom further includes, for example, a second adhesive layer 104 and a third substrate layer 105.
Among them, the second adhesive layer 104 is formed on the second substrate layer 103, the third substrate layer 105 is formed on the second adhesive layer 102, and the polarities of the third substrate layer 105 and the second substrate layer 103 are, for example, the same or different. The third substrate layer 105 is, for example, any one of a natural latex film, a synthetic rubber film, a polyurethane film, and a polyisoprene film.
As shown in figure 1, in some embodiments, the first substrate layer 101 is, for example, a natural latex film or a synthetic rubber film, and the adhesive layer 102 is, for Date recue /Date received 2021-11-26 example, aliphatic sulfonated waterborne polyurethane containing unsaturated double bonds, amino groups and carboxyl groups in the molecular chain. 100% modulus of the aliphatic sulfonated waterborne polyurethane is less than or equal to 1.2N/mm2, and the thickness of the adhesive layer is 0.1-201.1m. The material of the second substrate layer 103 is, for example, a polyurethane film. In other embodiments, the first substrate layer 101 is, for example, a natural latex film or a synthetic rubber film, and the adhesion layer 102 is, for example, an aliphatic sulfonated waterborne polyurethane containing unsaturated double bonds, amino groups and carboxyl groups in the molecular chain. 100% modulus of the aliphatic sulfonated waterborne polyurethane is less than or equal to 1.2N/mm2, the thickness of the adhesive layer is 0.1-201.1m. The material of the second substrate layer 103 is, for example, a polyisoprene (PI) film. In still other embodiments, the first substrate layer 101 is a polyisoprene (PI) film, such as a water-based polyurethane film, and the adhesive layer 102 is, for example, a waterborne polyurethane film. The adhesion layer 102 is, for example, an aliphatic sulfonated waterborne polyurethane containing unsaturated double bonds, amino groups and carboxyl groups in the molecular chain. 100% modulus of the aliphatic sulfonated waterborne polyurethane is less than or equal to 1.2N/mm2, and the thickness of the adhesive layer is 0.1-201.1m. The material of the second substrate layer 103 is, for example, a polyisoprene (PI) film.
Some examples are listed below to specifically illustrate the present invention.
As referred to the data in table 1, in an example, for example, the condom mold of glass or of other materials is cleaned. The surface of the mold is heated to 30-40 C, and then the mold is immersed in a latex liquid. For example, the latex liquid is a latex liquid containing natural rubber latex, synthetic rubber. For example, the immersion time is 35-60 seconds.
After the immersion is completed, it is taken out and dried at, for example, 90-110 C, and it can be immersed repeatedly to form the latex layer A. Next, the mold on which the latex layer is formed is immersed in the liquid containing the material of the adhesive layer A.
For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 80-120 C, and it can be immersed repeatedly to form the adhesive layer A. The material of the adhesive layer A includes, for example, aliphatic Date recue /Date received 2021-11-26 sulfonated waterborne polyurethane, specifically, for example, aliphatic polyester type waterborne polyurethane, and for example, the thickness of the adhesive layer A is controlled to be 0.1-10p.m. Then, the mold on which the adhesive layer A is formed is immersed in a liquid containing waterborne polyurethane. For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 100-140 C, and it can be immersed repeatedly to form the waterborne polyurethane layer A.
Crimping treatment is carried out. After crimping, it is dried at 120-140 C, swelled with hot alkaline water, demould with water flushing. Release agent is added in demolding water, and it is dried through a dryer to obtain the composite polyurethane condom A.
In this example, one side is a latex material, and the other side is a waterborne polyurethane material, which are two materials with different polarities.
As referred to the data in table 1, in another example, both sides of the adhesive layer B in this example are adhered with latex materials, which are materials with the same polarity. For example, the condom mold of glass or of other materials is cleaned, and the surface of the mold is heated to 30-40 C, and the mold is immersed in the latex liquid. For example, the latex liquid is a latex liquid containing natural rubber latex, synthetic rubber.
For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 90-110 C, and it can be immersed repeatedly to form the latex layer B. Next, the mold on which the latex layer is formed is immersed in the liquid containing the material of the adhesive layer. For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 80-100 C, and it can be immersed repeatedly to form the adhesive layer B. The material of the adhesive layer B includes, for example, aliphatic sulfonated waterborne polyurethane, specifically, for example, aliphatic polyester type waterborne polyurethane, and for example, the thickness of the adhesive layer B is controlled to be 0.1-10ttm.
Then, the mold on which the adhesive layer B is formed is immersed in a liquid containing latex liquid Bl.
For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 90-110 C, and it can be immersed repeatedly to form the the latex liquid Bl. Crimping treatment is carried out. After crimping, it is dried at Date recue /Date received 2021-11-26 100-120 C, swelled with hot alkaline water, demould with water flushing.
Release agent is added in demolding water, and it is dried through a dryer to obtain the composite polyurethane condom B.
As referred to the data in table 1, in another embodiment, both sides of the adhesive layer C in this embodiment are adhered with waterborne polyurethane materials, which are materials with the same polarity. For example, the condom mold of glass or of other materials is cleaned, and the surface of the mold is heated to 30-40 C, and the mold is immersed in the liquid Cl containing waterborne polyurethane. For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 90-110 C, and it can be immersed repeatedly to form the waterborne polyurethane layer Cl. Next, the mold on which the waterborne polyurethane layer Cl is formed is immersed in the liquid containing the material of the adhesive layer C. For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 80-100 C, and it can be immersed repeatedly to form the adhesive layer C.
The material of the adhesive layer C includes, for example, aliphatic sulfonated waterborne polyurethane, specifically, for example, aliphatic polyester type waterborne polyurethane, and for example, the thickness of the adhesive layer C is controlled to be 0.1-10pm. Then, the mold on which the adhesive layer C is formed is immersed in a liquid C2 containing waterborne polyurethane. For example, the immersion time is 35-60 seconds.
After the immersion is completed, it is taken out and dried at, for example, 100-120 C, and it can be immersed repeatedly to form the waterborne polyurethane layer C2. Crimping treatment is carried out. After crimping, it is dried at 120-140 C, swelled with hot alkaline water, demould with water flushing. Release agent is added in demolding water, and it is dried through a dryer to obtain the composite polyurethane condom C.
As referred to the data in table 1, in another example, one side of the adhesive layer C
in this example is adhered with latex materials, and the other side is adhered with polyisoprene (PI), which are materials with different polarity. For example, the condom mold of glass or of other materials is cleaned, and the surface of the mold is heated to 30-40 C, and the mold is immersed in the latex liquid. For example, the latex liquid is a Date recue /Date received 2021-11-26 latex liquid containing natural rubber latex, synthetic rubber. For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 90-110 C, and it can be immersed repeatedly to form the latex layer D. Next, the mold on which the latex layer is formed is immersed in the liquid containing the material of the adhesive layer D. For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 80-120 C, and it can be immersed repeatedly to form the adhesive layer D. The material of the adhesive layer D
includes, for example, aliphatic sulfonated waterborne polyurethane, specifically, for example, aliphatic polyester type waterborne polyurethane, and for example, the thickness of the adhesive layer D is controlled to be 0.1-10pm. Then, the mold on which the adhesive layer D is formed is immersed in a liquid containing polyisoprene (PI). For example, the immersion time is 35-60 seconds. After the immersion is completed, it is taken out and dried at, for example, 100-140 C, and it can be immersed repeatedly to form the polyisoprene layer D. Crimping treatment is carried out. After crimping, it is dried at 120-140 C, swelled with hot alkaline water, demould with water flushing. Release agent is added in demolding water, and it is dried through a dryer to obtain the composite polyurethane condom D.
The composite polyurethane condoms obtained in the foregoing examples and comparative examples of the present invention were tested for related performance, and the test results are shown in Table 1.

Date recue /Date received 2021-11-26 Table 1. Performance Test Composite Composite Composite Composite polyurethane polyurethane polyurethane polyurethane condom A condom B condom C condom D
Thickness (mm) 0.01 0.01 0.01 0.01 100%
0.5 1.2 0.7 0.5 modulus(N/mm2) Soaked in hot Soaked in hot Soaked in hot Soaked in hot alkaline alkaline alkaline alkaline Physical water or hot water or hot water or hot water or hot properties Adhesion water at 50- water at 50- water at 50-water at 50-70 C for 1-10 70 C for 1-10 70 C for 1-10 70 C for 1-10 minutes, no minutes, no minutes, no minutes, no delamination delamination delamination delamination Elongation at break (%) It can be seen from the data in Table 1 and the examples that by adding a special adhesive layer between the two layers of materials, the two materials with different polarities can be firmly attached together, such that after the condom of the present invention is soaked in hot alkaline water or hot water at 50-70 C for 1-10 minutes, there will be no delamination phenomenon. When materials with different polarities are adhered on both sides of the adhesive layer, the advantages of materials with different polarities can be maximized, so that the obtained composite polyurethane condom has low modulus, high adhesion, high compatibility, high resilience and high adhesion. For example, after soaking in hot alkaline water or hot water at 50-70 C for 1-10 minutes without delamination, for example, the elongation at break can reach as high as 700%, 550%.
In summary, in the present invention, by adding a special adhesive layer between the two layers of materials, the two materials with different polarities can be firmly attached together without delamination. In the present invention, the film materials on both sides of Date recue /Date received 2021-11-26 the adhesive layer are attached together, so that each film material can exert its own material advantages. The adhesive layer of the present invention has low modulus, high adhesiveness, high compatibility, high resilience and high adhesion. It combines materials with different properties through the boundary bridge effect, so that the condom of the present invention can be soaked in hot alkaline water or hot water at 50-70 C
for 1-10 minutes, and there will be no delamination phenomenon. In the present invention, for example, by the interaction between unsaturated double bonds, amino groups, sulfonic acid groups, and carboxyl groups, it can react with, for example, polyurethane or vinyl, so that there is strong adhesion between the adhesive layer and the materials on both sides thereof, and further ensures that no delamination will occur.
The above descriptions are only preferred examples of the present invention, and are not intended to limit the present invention in any form or substantially. It should be pointed out that for those of ordinary skill in the art, without departing from the method of the present invention, several improvements and supplements can be made, and these improvements and supplements should also be regarded as the protection scope of the present invention.
Anyone who is skilled in the art, without departing from the spirit and scope of the present invention, can make use of the technical content disclosed above to make minor changes, modifications and evolutionary equivalent changes, all of which are equivalent embodiments of the present invention; at the same time, any changes, modifications and evolutions made to the above-mentioned embodiments based on the essential technology of the present invention are still within the scope of the technical solutions of the present invention.

Date recue /Date received 2021-11-26

Claims (10)

CLAIMS:
1. A composite polyurethane condom, characterized in that it at least includes:
a first substrate layer;
an adhesive layer formed on the first substrate layer;
a second substrate layer formed on the adhesive layer;
wherein, the adhesive layer includes an aliphatic sulfonated waterborne polyurethane, the aliphatic sulfonated waterborne polyurethane contains amino groups, sulfonic groups and carboxyl groups in its molecular chain; the aliphatic sulfonated waterborne polyurethane has a 100% modulus less than or equal to 1.2 N/mm2, and the adhesive layer has a thickness of 0.1-201.im.
2. The composite polyurethane condom according to claim 1, characterized in that the first substrate layer comprises any one of a natural latex film, a synthetic rubber film, a polyurethane film, and a polyisoprene film.
3. The composite polyurethane condom according to claim 1, characterized in that the second substrate layer comprises any one of a natural latex film, a synthetic rubber film, a polyurethane film and a polyisoprene film.
4. The composite polyurethane condom according to claim 1, characterized in that the adhesive layer has an elongation at break greater than or equal to 500%.
5. The composite polyurethane condom according to claim 1, characterized in that the aliphatic sulfonated waterborne polyurethane comprises a polyether/polyester polyol, an aliphatic isocyanate, a crosslinking agent, a small molecule chain extender and a hydrophilic chain extender.
6. The composite polyurethane condom according to claim 5, characterized in that the polyether/polyester polyol has a molecular weight of 400-6000, and the polyether/polyester Date recue / Date received 2021-11-26 polyol comprises any one of polyoxypropylene glycol, polytetramethylene ether glycol, poly(neopentyl glycol adipate), poly 1,4-butanediol adipate, poly 1,6-hexanediol adipate, polycaprolactone and polycarbonate or a combination thereof
7. The composite polyurethane condom according to claim 5, characterized in that the aliphatic isocyanate comprises one of hexamethylene diisocyanate, isophorone diisocyanate and dicyclohexylmethane-4,4'-drisocyanate or a combination thereof
8. The composite polyurethane condom according to claim 5, characterized in that the crosslinking agent comprises any one of trimethylolpropane, silanes, neopentyl glycol and castor oil or a combination thereof
9. The composite polyurethane condom according to claim 5, characterized in that the hydrophilic chain extender is any one of sodium ethylenediaminoethanesulfonate and dihydromethyl propionic acid or a combination thereof
10. A method for preparing a composite polyurethane condom, characterized in that it comprises at least the following steps:
providing a mold;
forming a first substrate layer on the mold;
forming an adhesive layer on the first substrate layer;
forming a second substrate layer on the adhesion layer;
demoulding to obtain the composite polyurethane condom;
wherein, the adhesive layer comprises an aliphatic sulfonated waterborne polyurethane, the aliphatic sulfonated waterborne polyurethane contains amino groups, sulfonic groups and carboxyl groups in its molecular chain; the aliphatic sulfonated waterborne polyurethane has a 100% modulus less than or equal to 1.2 N/mm2, and the adhesive layer has a thickness of 0.1-201.im.

Date recue / Date received 2021-11-26
CA3133487A 2021-10-06 2021-10-06 A composite polyurethane condom and a preparation method thereof Pending CA3133487A1 (en)

Priority Applications (1)

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CA3133487A CA3133487A1 (en) 2021-10-06 2021-10-06 A composite polyurethane condom and a preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA3133487A CA3133487A1 (en) 2021-10-06 2021-10-06 A composite polyurethane condom and a preparation method thereof

Publications (1)

Publication Number Publication Date
CA3133487A1 true CA3133487A1 (en) 2023-04-06

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