JPS60500992A - Adhesives and adhesive-coated sheet materials for wet skin - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

[Detailed description of the invention] Adhesives for wet skin and The present invention provides a normally tacky pressure sensitive adhesive composition and a sheet material coated therewith. Regarding fees.

Background of the invention The critical requirements for adhesion on dry skin depend on the bond type and formability of the adhesive used. It imposes a number of limitations on its ability to break bonds and bonds.・I was satisfied with the initial adhesive strength of the leather. Not only does it have to be adhered to, but it also needs to have long-term adhesion. Requires relatively high shear adhesion to withstand movement of the underlying skin. The challenge is to provide the right amount of adhesion so that the adhesive does not damage or irritate the skin. There should be no residue left on the skin when removing the adhesive bandage from the skin. This is further complicated by the requirement that no information should be retained. Industrial and household use Pressure-sensitive adhesives that meet all application requirements, including adhesion to the skin, are suitable for medical and other applications. The requirements for adhesives to be used for surgical or surgical applications are generally not met. Commercially available pressure sensitive welding Only a select few of the adhesives are actually fully accepted for such applications. Can be put in.

The adhesive to be applied to the skin is the moisture found on the skin2 It is expected that you will experience qi. Moisture is physiologically important to the skin and its underlying cells. may be experienced as a result of changes in For example, the adhesive should be Sweat or cells or scars that were on the skin before application or that appear after such application You may experience some secretions. Humidity is 1, adhesive bandage or surgical incision sterilization Adhesives may be experienced as a result of cleaning the skin before applying the cloth to the skin. do not have. Current practice generally requires that the skin be completely dry before such application. There is. Moisture may also be experienced when routinely cleaning the skin next to areas such as adhesive bandages. It might happen. Finally, the adhesive can remove moisture carried by the air onto the skin, e.g. You may experience moisture as a result of environmental changes, including condensation at °C.

Bond-forming and bond-breaking requirements for adhesives intended for use on dry skin The added requirement of proper adhesion of the adhesive to wet skin makes this even more difficult. When it comes to extremes, balancing the physical properties of the adhesive becomes critical.

Adhesive is suitable for wet skin with adequate shear adhesion and ease of peeling. They must exhibit completely different characteristics. Furthermore, it is effective for a variety of applications. In order to be effective, the adhesive should possess adhesive properties suitable for dry skin. Ru. Such versatility requires that the adhesive exhibit an appropriate balance of hydrophobicity and hydrophilicity. Ru.

Special edition Sho GO-500992 (8) Acrylic pressure-sensitive adhesives have been known for many years and are used in many applications, including medical or surgical applications. It has found applications in many fields. Notable among such adhesives is rice Overview of National Patent No. 2,884,126/Reissue No. 24906 (Ullitz) It consists of a hydrophobic acrylic copolymer and is described in U.S. Pat. No. 6,121.1. ] For use in surgical tapes such as No. 21 (Copeland) breathable surgical adhesive tape. I'm tired. These adhesives and tapes have many medical and surgical uses. Moist skin while exhibiting a number of desirable attributes that allow it to be successfully used Their adhesion to skin leaves room for improvement.

Thus, suitable adhesion to dry skin, suitable shear strength, and no splitting of the adhesive. It has properties such as easy peeling from the skin and dermatological acceptability. Pressure-sensitive adhesives (and pressure-sensitive adhesives) that sometimes exhibit improved adhesion to wet skin agent-coated sheet materials) are needed.

Summary of the invention The present invention essentially comprises a support and a copolymer covering at least a portion of one major surface thereof. A pressure sensitive adhesive composition comprising a copolymer comprising combined A, B and C monomers. A novel pressure sensitive adhesive coated sheet material having a coating is provided: A is a non-tertiary alcohol acrylate hydrophobic monomer; has from 4 to about 14 carbon atoms; B is a hydrophilic monomer having a vinyl group that can be copolymerized with monomer A, and is an acrylic monomer. acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower alkyl other than kill-substituted acrylamide and N-vinyl-2-20 lydone, the amount of monomers is about 5-60% by weight of the total weight of all monomers in the copolymer; and C is at least one polar monomer copolymerizable with A and C monomers; Acrylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower acetic acid from the group consisting of alkyl-substituted acrylamide, and N-vinyl-2-pyrrolidone The amount of C monomer is selected to be about 0.5 to 60% by weight of the total weight of all monomers in the copolymer. is in charge; However, A, B and C monomers are copolymerized to form a polymeric backbone, and A , B and C monomers are present in the sheet material at least about 0 per 100 mm width. ．． Initial dry skin adhesion strength of 75 Newtons, approximately 12 Newtons per 100mm width Dry skin adhesion strength after 48 hours of less than or equal to about 2 per 100+ nm width ．． such as to give a wet skin adhesion strength of 2 Newtons.

The present invention also consists essentially of copolymerized A, B and C monomers as follows: Providing a novel adhesive copolymer: A is a non-tertiary alcohol acrylate hydrophobic monomer; has from 4 to about 14 carbon atoms; B is a hydrophilic monomer having a vinyl group that can be copolymerized with monomer A, and is an acrylic monomer. acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower alkyl other than kill-substituted acrylamide and N-vinyl-2-pyrrolidone, and has a B monomer. The amount of monomer is about 5-30% by weight of the total weight of all monomers in the copolymer. and C is at least one polar monomer copolymerizable with A and C monomers; Acrylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower acetic acid from the group consisting of alkyl-substituted acrylamide, and N-vinyl-2-pyrrolidone The amount of C monomer is selected to be about 0.5 to 60% by weight of the total weight of all monomers in the copolymer. In charge: However, AXB and C monomers are copolymerized to form a polymeric backbone, and A , B and C monomers at least about 0.75 units per 100+im width. Initial dry skin adhesion strength of approximately 12 Newtons or more per 100++ width Dry skin adhesion strength after 48 hours and at least about 2.2 ni per 100 widths. Provides adhesive-coated sheet material with wet skin adhesion strength of 6 It's like doing.

Preferred B monomers are hydrophilic polymeric monomers; The general formula X is a vinyl group that can be copolymerized with monomer A; Y is a divalent bonding group; Yes; and Z is a monovalent polymer moiety consisting of polyether that is essentially non-reactive under copolymerization conditions. ) has.

The pressure-sensitive adhesive and the pressure-sensitive adhesive Corteno sheet material of the present invention are Balanced properties, including adhesive properties, that make them particularly useful for medical and surgical applications shows. This adhesive and adhesive-coated sheet material adheres properly to damp skin do. In addition, this adhesive and adhesive-coated sheet material are Adhesives and adhesive-coated sheet materials that are suitable for the application, including adhesion It has all the attributes. In particular, these adhesive and adhesive corted sheets The material exhibits adequate initial adhesion to dry skin and does not damage or damage the skin. removed from the skin without causing unwanted irritation.

Additionally, preferred adhesives and adhesive-coated sheet materials of the present invention have a width of 100 mm. The wet skin adhesion strength is approximately 3 Newtons per mm. exhibits a wet skin adhesion strength of at least about 4 Newtons, making it a particularly problematic material in the past. It will also be effective in other fields.

These made of adhesive and adhesive coated sheet material are also 100mm wide. Initial dry skin adhesion strength and/or width of at least about 2 Newtons per LOO It exhibits an initial dry skin adhesion strength after 48 hours of less than about 8 Newtons per mm.

Desirable Properties Exhibited by Adhesives and Adhesive-Coated Sheet Materials of the Invention The right balance depends on the selection of specific types of monomers and the selection of specific types of monomers in the synthesis of pressure-sensitive adhesive copolymers. and the use of specified amounts thereof. As mentioned earlier, adhesive copolymers are hydrophobic Consists of monomer A1, hydrophilic monomer B and polar monomer C. A monomer is a copolymer It contributes to hydrophobicity and exhibits adhesion performance suitable for dry skin in combination with C monomer. It is believed that the present invention provides a versatile pressure sensitive adhesive. Monomer B contributes to the hydrophilicity of the copolymer. It is believed to contribute to plasticizing the adhesive copolymer as well as plasticizing the adhesive copolymer. The content of B monomer is yields an adhesive that exhibits suitable adhesion to the skin. Finally, C monomer is a copolymer imparts suitable internal (cohesive) strength by reinforcing the copolymer and hydrophilic It is thought that it contributes to sex. Appropriate initial adhesion to dry skin, appropriate peeling capacity Adhesive copolymers that exhibit adequate adhesion to easy and wet skin are composed of monomers and given only by appropriate selection of its quantity.

Desirable properties exhibited by adhesives and adhesive-coated sheet material traps of the present invention A new balance is achieved using a single pressure sensitive adhesive copolymer. Therefore, migrate or other ingredients that may irritate the underlying skin or impair adhesive performance. does not require additives that can cause formulation problems due to incompatibility with

Adhesives of the invention may desirably be embodied in adhesive-coated sheets of the invention. Materials such as adhesive tapes, adhesive strips, etc. intended to be applied to the skin Items such as wound dressings, monitoring or nerve stimulation electrodes, or surgical cloths may be desirably embodied. such tapes, strips, bandages, electrodes and The sterile cloth equipment can be used on dry skin or on damp (or expected to become damp) skin. ) It may also be used for the skin, so it may be multifaceted.

Brief description of the drawing Figure 1 is a perspective view of a constant temperature/humidity chamber useful for measuring wet skin adhesion performance. and FIG. 2 is a cross-sectional view taken substantially along line 2-2 of FIG. , some parts are fully shown.

Details of the invention As used herein and in the claims, the term "lower alkyl" refers to 1 to about 6 represents a straight-chain or branched alkyl group having carbon atoms. Preferred “lower class” A "rukyl" group has 1 to about 4 carbon atoms.

As pointed out earlier, the A monomer of the pressure-sensitive adhesive copolymer is a hydrophobic non-tertiary alcohol. acrylic acid ester, the alcohol having from 4 to about 14 carbon atoms, preferably or about 6 to 12 carbon atoms. Non-tertiary alcohols are alkyl alcohols Preferably.

The use of the term "hydrophobic" with respect to A monomers indicates that A monomers have a substantial susceptibility to water. It means a lack of affinity.

Examples of monomers suitable for use as A monomer are 1-butanol, 2-sitanol. , 1-pentanol, 2-pentanol, 6-pentanol, 2-methyl-1- Phthanol, 1-hexanol, 2-hexanol, 2-methyl-1-pentano alcohol, 3-methyl-1-pentanol, 2-ethyl-1-butanol, 3,5° 5-trimethyl-1-hexanol, 6-hexanol, 1-octatool, 2 -Octatool, inoctyl alcohol, 2-ethyl-1-hexanol, 1 -decanol, 1-dodecanol, 1-tridecanol, 1-tetradecanol are esters of acrylic acid or methacrylic acid with non-tertiary alcohols such as .

A preferred A monomer is an ester of octyl alcohol and acrylic acid.

The pressure-sensitive adhesive copolymer may consist of a single type of A monomer or two or more types of A monomers. It should be understood that it may be composed of different A monomers.

Monomer B of the pressure-sensitive adhesive is a parent polymer having a vinyl group that can be copolymerized with monomers A and C. are aqueous monomers, and include acrylic acid, methacrylic acid, itaconic acid, and acrylic acid. mido, methacrylamide, lower alkyl-substituted acrylamide and N-vinyl- Other than 2-pyrrolidone. By using the term "hydrophilic" in relation to the B monomer, B monomers are meant to have a substantial affinity for water. B monomer is A It is preferable that the vinyl group has only one vinyl group that can be copolymerized with the C monomer and the C monomer.

As previously pointed out, monomer B preferably contains a parent that imparts the necessary hydrophilicity to the monomer. It is a hydrophilic polymeric monomer with multiple aqueous sites.

Furthermore, as pointed out earlier, monomer B of the pressure-sensitive adhesive copolymer is most preferably monomer B. General formula I -Y-Z (In the formula, X is a vinyl group that can be copolymerized with A and C monomers, and Y is a divalent bond. and Z is the radical-initiated copolymer used to form the pressure-sensitive adhesive copolymer. A monovalent polymeric moiety consisting of a polyether that is essentially non-reactive under reaction conditions. It is a hydrophilic polymer monomer.

The preferred X group of the B monomer of the above formula I is represented by the general formula (1) (wherein R1 is a hydrogen atom or a metal It has a chill group). .

1 A preferred Y group of the B monomer of formula I above is a -C- group (i.e., a divalent carbonyl group). be.

Preferable two parts of the B monomer of the above formula 1 are of the general formula ■-W-0R21 (wherein R2 is hydrogen, lower alkyl, phenyl or substituted phenyl, and W is a divalent poly(alkyleneoxy) having from 2 to about 250 repeating alkoxy units. poly(ethylene oxide) group, poly(propylene oxide) group , ethylene oxide/zolopyrene oxide copolymer groups, and polytetrahydride selected from the group consisting of lofuran groups, W represents the terminal oxygen atom contained in W. is a monovalent polyether (covalently bonded to the carbonyl group through the carbonyl group). Equation 1 In the most preferred B monomer, the monohydric polyether of formula (1) is contained in the W portion. a carbonyl group (i.e., if Y is a divalent carbonyl) ) is covalently bonded to.

Preferably, the W portion of formula (I) contains about 5 to 250 repeating alkokyne units. Ru. More preferably, the W portion has about 5 to 125 repeating alkoxy units. Ru. Most preferably, the W portion has about 5 to 25 repeating alkoxy units. .

The most preferred W moiety in formula (■) is a poly(ethylene oxide) group, a poly(propylene oxide) group, oxide) group, or a group of copolymers of ethylene oxide and propylene oxide. be.

Various B monomers are commercially available. For example, commercially available B monomers found to be suitable The body was manufactured by Saltmer Company, West Chester, PA under the trade name "5R-25". 2-(2-ethoxyethoxy)ethyl acrylate: monomer available at -Polymer & Dajak Laboratories Incoholated, Trevous, Methoxypoly(ethylene oxide) available from PA under the trade name rA68816J ) 10 Acrylates, Polyscience Incorporated, Warrington, P. Product names l-/M16664J, r516665J and r/1 from A, respectively. 2[]D Dalton, 400 Dalton, and 100 available in g16666J 0 dalton methoxypoly(ethylene oxide) methacrylate, polysien Available from Swincoholated, Warrington, PA under the trade name r-blade 16712J. It is a hand-made hydroxypoly(ethylene oxide) 5 methacrylate.

Other preferred B monomers may be synthesized using commercially available starting materials and appropriate methods. example For example, preferred B monomers in which R2 in formula (2) is lower alkyl include acrylic acid and methacrylic acid. Poly(lower alkylene oxide) containing α,β-unsaturated norboxyl acids such as lylic acid oxide) monoalcohol-1 It may also be synthesized by reacting with Esterification reactions are generally carried out using organic solvents. The organic solvent is used to remove the water produced during the esterification reaction. Those that form an azeotropic mixture with are preferred. A suitable solvent is toluene. in general , the alcohol is combined with an organic solvent and then an unsaturated carboxylic acid is added to it. Ru.

If the alcohol is solid at room temperature, it may be heated by heating before adding the unsaturated carboxylic acid. It is first melted. The reaction is carried out using an acid catalyst such as para-toluenesulfonic acid and copper powder. It is carried out in the presence of a free radical inhibitor such as The reaction mixture is generally 16-1 under nitrogen. Reflux for 8 hours and remove the resulting water using, for example, a Dean-Stark trap. be removed.

Suitable monohydrs that can be used to synthesize preferred B monomers using the above procedure Roxy Song Duan Poly (Low Class A) Examples of (lukylene oxide) are Carbowax 650, Power...Boitcou ■550 , force... to boisoku [F] 750, force) b $ 7 l 7 ■ 2 ooo and Ka, bois 2. ■5000 [Immediately, from Union Carbide Corporation] Commercially available molecular weights of approximately 350, 550, 750, and 200, respectively. 0000 molecular weight 5000000 molecular weight xypoly(ethylene oxide) ethanol ]; synthesized as described for the synthesis of monomer FB-94 in the Examples below. Polyte 285C Union Carbide Corporation with a molecular weight of approximately 16,000 About 1000 molecular weight n-butoxy poly[F] commercially available from (7°ropylene oxide) propatool]; UCON, 5O-HB, 260 (approximately 1000 minutes available from Union Carbide Corporation) Molecular weight of n-butoxypoly(ethylene oxide/propylene oxide) [by weight] F] 50150　'] Alcohol]; and Pycal 94 [Atlaske Phenoxypoly(ethylene oxide) available from Michal Industries 4 ethanol].

B monomers in which R2 is hydrogen are taught in U.S. Pat. No. 4,126,527. α, β-unsaturated carboxylic acids or hydroxyalkyl esters are by reaction with an anhydride selected from oxides, lactones or mixtures thereof. The US patent is incorporated herein by reference.

Preferable for use in the synthesis of pressure-sensitive adhesive copolymers The B monomer is an acrylate ester of Carbowax 750.

The pressure-sensitive adhesive copolymer may consist of a single type of B monomer or two or more different types of B monomers. It should be understood that it may also consist of B monomers.

The C monomer is a polar monomer that can be copolymerized with the A and B monomers. C monomer is Lylic acid, methacrylic acid, itafonic acid, acrylamide, methacrylamide, lower grade The group consisting of alkyl-substituted acrylamide and N-vinyl-2-pyrrolidone selected from. An example of a suitable lower alkyl-substituted acrylamide is methylacrylamide. t-butylacrylamide, and t-butylacrylamide. preferred C monomers are acrylic acid and acrylamide.

The pressure-sensitive adhesive copolymer may consist of a single type of C monomer or two or more types of C monomers. It should be understood that it may be composed of different C monomers.

The adhesive properties of pressure-sensitive adhesive copolymers depend on the A, B, and C monomers used in the synthesis of the copolymer. Varies depending on the specific combination of mer and relative amounts. A, B and C monomers The combination of type and amount of adhesive and adhesive coated sheet material is specified. Initial dry growth adhesion strength, dry skin adhesion strength after 48 hours, and wet skin adhesion It's like showing strength. Therefore, the resulting copolymer exhibits the required adhesive strength. Any combination of A, B and C monomer types may be used as long as stomach. In terms of amount, the B monomer accounts for about 5-30% of the total weight of all monomers in the copolymer. and the C monomer is present in an amount of about 0.5-60% of the total weight of all monomers. do. The specific amounts of A, B and C monomers used are determined by the selected A, B and C monomers. Depends on monomer properties.

The amounts of B and C monomers are determined so that the resulting adhesive copolymer exhibits the specified adhesive strength. It may vary within the above range. The amount of A monomer used is preferably the total amount in the copolymer. about 50-95% by weight of the total monomer weight, and most preferably about 50-95% by weight of the total monomer weight. about 60-80% of the total weight. Preferred amounts for B and C monomers are They are about 10-20% and about 5-20%, respectively, based on the total amount of all monomers in the polymer. Ru.

Copolymers containing only the appropriate types and amounts of A, B and C monomers are function properly in the practice of the present invention. However, the copolymer of the present invention is In addition, essential materials such as methyl acrylate, ethyl acrylate, vinyl acetate, etc. It may also contain small amounts of non-essential monomers.

Alternatively, conventional methods (e.g. irradiation of the copolymer or inclusion of small amounts of suitable monomers) The reaction between the reactive functional group contained in the copolymer and the crosslinking agent) Increasing the internal strength or cohesiveness of a copolymer by crosslinking the polymer This may be desirable in some cases when implementing the present invention.

The pressure-sensitive adhesive copolymer may be synthesized using conventional radical polymerization methods. especially the flight One useful method is as follows. AXB and C monomers and these monomers Combine desired amount with dissolving solvent in a sealed bottle. A particularly suitable solvent is vinegar. It is ethyl acid. Chain transfer agent to control the molecular weight of the resulting adhesive copolymer A solvent such as inopropyl alcohol, which acts as a solvent, is also present in the reaction medium.

Then, a catalytic amount of a radical initiator such as α,α′-azobisin butyronitrile is added. Add the solution to the solution. Blow nitrogen into the solution to drive out the air in the bottle, then pour it into the bottle. Seal the bottle. Heat the sealed container in a water bath to achieve essentially complete polymerization. Tumble long enough. Generally, if the water bath is kept at about 55°C, it will be essentially complete. It has been found that 24 hours is sufficient time to carry out complete polymerization.

The pressure-sensitive adhesive of the present invention can be applied, that is, the pressure-sensitive adhesive-coated sheet of the present invention The support of which the material is constructed is a conventional material that finds use in the medical or surgical field. Either support. Therefore, the support may be, for example, a conventional non-woven fabric, woven fabric, knitted fabric, It may be a paper or synthetic film support. Preferred supports are sweat and Non-woven fabrics, woven fabrics, knitted fabrics, etc. that allow the evaporation of secretions from cysts or wounds.

Supports can be adhesive tapes, strips, wound dressings, monitoring or nerve stimulation electrodes. Provide the desired tt6 adhesive coated sheet material embodied as a sterile cloth, etc. Any shape is fine.

The pressure sensitive adhesive copolymer may be applied to the support by conventional methods. To those skilled in the art Obviously, the particular method chosen will depend on the nature of the support used.

For example, if the support is a non-woven fabric, the A suitable method is to apply a solution of the adhesive copolymer in an organic solvent onto the release liner; After the (semi-dry) adhesive coating is laminated with a nonwoven support.

Test method The adhesion performance of the pressure-sensitive adhesive-coated material of the present invention was determined by the following test method A. , , B and C.

゛Initial dry skin adhesion (Test method A) The adhesive coated material to be tested is 1 x 6 inches (2.5 x 7.6 cm). ), and the strips are cut into strips with both arms outstretched while lying on the treatment table in a certain position. 6 individuals (i.e. 3 randomly selected males) with their heads turned to one side and their heads turned to the side. and 3 women) applied to each (dry) back. For each individual, the stock of sheet material Each of the six strips of lip is applied to either side of the post and the length of the strip is is placed at right angles to the pillar. The strips are under tension, which is the tension on the skin. and there is at least b-% inch spacing between each strip. . After placing the IJ Nzo, press the pressure center 7, which will be helpful for this application. Tape Caranthir Procher (Pressure-8ensizive T ape Council Brochure) 7th edition (1976) Roll a 4.5 bond rubber roller in both directions along the length of each strip according to the specification. Roll at a travel speed of approximately 6 inches/second once every Ensure pressurization. Toki rolling the strip, applying human pressure to the rollers Shouldn't.

To measure the bond strength, place each IJ tube at a 90° angle from the column line. Then, connect the 25# test line and the 1 inch clip attached to the test line. Peeled off by a normal adhesion tester.・The clip is farthest from the marrow. Attached to the end of the strip, the clip is attached to that end of the strip. Attach by lifting it by hand about 14 inches and attaching the clip to it. It will be done. This orientation should be done on the back so that the strip is pulled in the direction of the fine hair growth on the back. This makes it possible to start from the outside of the inside and peel it off in the direction of the pillars.

This is done by placing an adhesion tester on the opposite side of the individual's back from where the S-IJ tube is to be peeled off. This is facilitated by placing

The adhesion tester should be aligned with the strip to be peeled to maintain a 90° peel angle. placed side by side and at the same height. The strip is parallel to the back (1 80°) and the peel rate is 6 inches (15,2σ) 7 minutes. . To measure the initial skin adhesion, apply the strip to your back and then apply it to your back for approx. Peels off within 5 minutes.

Sheet materials acceptable according to the present invention have a width of at least about 0.75 mm per 100 widths. Figure 2 shows the average initial dry skin adhesion strength of UT/.

An example of an adhesion tester suitable for use in this test method A is the movable carrier IJ7. It consists of a conventional electric screw and transducer. Transdue A load cell accessory is connected to the server.

1 The peel force applied to the transducer produces a signal change that is detected by the readout meter. recorded on a strip chart recorder.

Dry skin adhesion after 48 hours (Test method B) Adhesive coated sheet material to be tested The material is cut into 1 x 3 inch (2.5 x 7.6σm) strips and The coat is applied to the (dry) backs of six individuals according to the procedure of Test Method A above. here In this case, each strip is peeled off approximately 48 hours after its application. Peeling the strip The procedure used for this is the same as described in Test Method A.

Acceptable sheet materials according to the present invention have a width of about 12 Newtons per 100 mm or more. Average dry skin adhesion strength after 48 hours is shown.

Wet skin adhesion performance is measured under normal temperature/humidity conditions as illustrated in Figures 1 and 2. Measured using a chamber. Constant temperature/humidity chamber 10 is used for wet skin adhesion testing. An insulated conode inning compartment that acts as a constant temperature/moisture chamber/bar to be carried out 11, and providing suitable conditions of temperature and humidity within the conditioning compartment 11. There is a compressor compartment 12 which houses the machinery. Outside Konode Inyoning Section 11 Control means to maintain appropriate temperature and humidity conditions within compartment 11 are provided on the surface. It is equipped with 13. The control means 13 is activated during the period 22 Contains a recorder for recording temperature and humidity conditions over time. The humidity is electrically heated 771] located within the compressor compartment 12 (not shown) It is introduced into the conditioning compartment 11 from the water tank. conditioning compartment 11 is preferably a door 14 made of methyl methacrylate or other transparent material. is installed. Door 14 allows passage of the bar arm into the constant temperature/humidity chatter bar. It has two aperture ports 15 and 16. conditioning chamber 11 is an adhesion tester 1 attached to the outside of the wall 18 located on the opposite side of the door 140. 7, suitable viewing testers are those described above in connection with test method A. It is. The test line 19 of the adhesion tester 17 passes through the groove 20 in the wall 18. Exclusion Water pipe 21 serves to remove condensate from within conditioning compartment 11. Ru.

A suitable commercially available constant temperature/humidity chamber may be modified to include a diaphragm as described above. Examples of chambers are Tenier/Geniering Inc., Unio/, N, It is available from J, under the trade name [n-10'J.

Next, a method for measuring wet skin adhesion will be described. Illustrated constant temperature/humidity Yatuba is cited for illustrative purposes only and does not reflect the temperature and humidity conditions indicated. Which type of constant temperature/moisture chamber/bar can be used as long as the adhesion test can be performed at For test procedures that may be used, the chamber is heated to approximately 100'F and Equilibrate to 95% relative humidity. The individual squeezed the forearm 22 even after wetting the forearm with tap water. into the chamber through the opening 15. Easily visible layer of moisture after a few minutes is presented on the skin, then a 1x6 inch of adhesive-coated sheet material to be tested is (2.5 x 7.6 cm) strip 23 to the opening 16 of the chamber. Place the length of the strip on the flat part of the inside of your forearm, approximately midway between the elbow and wrist. Apply with the length parallel to the length of the arm (Figure 1). Thumbs up IJ Press firmly to make it stick. After a dwell time of 1 minute, the middle end of the IJZZO is connected to the 1 inch clip 24. The fringe is glued through line 19. Connected to star 1γ. S) Keep the forearm to which the IJ tube is attached in a horizontal position. (Fig. 2), S) IJzo is 6 inches with a separation angle of 180° parallel to the direction of the arm. The film was peeled off at a peeling rate of 15,'2L:In/min.

on each of six randomly selected individuals to measure wet skin adhesion strength. Each strip is tested six times.

Acceptable sheet materials according to the present invention have a width of at least about 2.2 inches per 100 mm. Euton's average wet skin adhesion The adhesive performance of the pressure-sensitive adhesive of the present invention is determined by the specific pressure-sensitive After applying the adhesive to the adhesive-coated notebook material, the above test methods A, B and It is determined by testing according to C. Adhesive coated sheet material is as follows Created as: A solution of pressure-sensitive adhesive in an organic solvent is applied onto siliconized release paper and exposed to ambient conditions. Let it dry naturally for about 1 minute.

Or, this semi-dry adhesive layer is coated with Holinogsworth & Howth Company, E. Stowal Ball, commercially available from Massachusetts under the trade name r916L'J Attach the web. This web is a carton that is held together with a latex binder. It is a dead non-woven fabric. The resulting laminate was heated at 230° until all the solvent had evaporated. Dry at F (110°C) (requires approximately 5 minutes). Dried adhesive coverage is approximately 700m9/20cm2.

The adhesive performance of the resulting adhesive-coated sheet material was evaluated using the above test methods A, B and C. Test according to.

To understand the benefits derived from the teachings of the present invention, the molecular weight of the copolymer and the drying and It is necessary to correlate wet skin adhesion performance. Comparative molecular weights are given in the instructions below. Therefore, it can be determined by measuring the viscosity of a dilute solution of the adhesive produced.

The internal viscosity reported in Tables 1 and 2 of the Examples below The degree values were determined by conventional methods used by those skilled in the art. Glue diluted solution Viscosity measurements reveal relative molecular weights when compared to control experiments under the same conditions. Make it. The comparison value is meaningful, and the absolute number is not necessary. In the example Partial viscosity value of electropolymer solution (0,2,9/at polymer/tetrahydrofuran) 10 Cannon-flats in a water bath controlled at 25 °C to measure the flow time. Obtained using a Genske #50 viscometer. Examples and control examples for comparison are the same. It was carried out under the same conditions. Test Procedures/Published by Interscience, Part 2 Polymer chains and their characteristics, dilution bath viscosity and molecular size, ed., 1971. 84 and 85, and the following detailed description describes various B monomers. and various pressure sensitive welds synthesized with various A, B and C monomers. Including exemplary preparations of adhesive copolymers identified as rB-1j to FB-9j Monomer B is produced as follows.

Monomeric rB-IJ Acrylate esters of polyethers having an average of about 7 repeating ethoxo units are 10 equipped with a magnetic stirrer and a Dean-Stark lamp were synthesized as follows. 00+al round bottom frass:+c144g (0.4mol, le)nocarbowax 35 Methoki with a molecular weight of about 650 available from M euonocarbide coborene. poly(ethylene oxide) ethanol: ], acrylic with 3<Sg (0.5 mol) acid, 9.61 g of p-toluenesulfonic acid, 0.15 g of phenothiazine, and and 160 I of toluene were added. The mixture was refluxed for 16 hours with stirring under a stream of nitrogen. During this time, about 9 ml of water will collect in the D7 Stark trap. mixture The material was cooled to room temperature and 10.59 of calcium hydroxide was added. mixture Stir for 2 hours, then add it to "Supercell" (John Zumanville, Serai The solution was filtered through a high purity amorphous diatom glue (available from the US Department of Technology). Like that The L roller solution obtained was rotary evaporated to synthesize the pressure-sensitive adhesive copolymer of the present invention. 164.29 (98.2% yield) of solid material was obtained which was used. This solid will be It was used in the synthesis of the copolymer as described in the Examples.

Monomer rB-2J Acrylate ester of polyether having an average of about 12 repeating Etquin units was synthesized as follows.

211.2.9 (0,4 moles) of carbowax ■ in the above type of flask 5'50 [-=on available from Carbide Cobo Rayon, molecular weight approx. 550 methquinopoly(ethylene oxide) ethanol] and 2'l'1.2I Added luen. The mixture was refluxed for 1.5 hours under a stream of nitrogen to remove dissolved oxygen. was removed. Then pour into this solution 8.9 (0.5 mol) of acrylic acid, 0.16 g of copper powder and 9.2.9 g of p-toluenesulfonic acid were added. Obtained The resulting mixture was refluxed for 16 hours with stirring under a stream of nitrogen, and the resulting water was Collected in Turk Trap. Cool the mixture to room temperature and add 1 (l) of potassium hydroxide to it. Added lucium. The mixture was stirred for 2 hours and then filtered through “Supercell”. did.

Add hydroquinone monoethyl ether to the filtrate and remove the solvent by rotary evaporation. A white solid was obtained. This solid was later copolymerized as described in the Examples below. It is used for body synthesis.

Monomeric rB. -3j Acrylate esters of polyethers having an average of about 16 repeating ethoquino units was synthesized as follows.

2 8 8 g ([1.4 mol) of carbowax [F] 750 [Unionka] Methoxypoly(ethylene chloride) with a molecular weight of approximately 750, available from (Ren oxide) ethanol] was bath melted in a flask of the type described above.

Add 288 g of toluene to the flask and stir the solution under a stream of nitrogen. It was refluxed for 2 hours. Then add 33.8 g (0.5 mol) of acrylic to this solution. luenesulfonic acid, 9.2y p-)luenesulfonic acid, and o. 16. Add y of copper powder Ta. The resulting mixture is then refluxed, treated with calcium hydroxide and filtered. All of them followed the procedure for the synthesis of monomer rB-2J described above. That's it Add 0.06% hydroquinone monoethyl ether to the pale yellow filtrate obtained by g was added. Aliquots of this filtrate were later prepared as described in the Examples below. It was used in the synthesis of copolymers consisting of

In some cases, the monomer rB-3' can also be converted into the monomer rB-2 above except that it is isolated from the bath agent by rotary evaporation as described for the synthesis of J. Manufactured according to the procedure described above. This solid is as described later in the example below. It is used in the synthesis of copolymers consisting of L.

Monomer rB-4j Polygothyl methacrylate ester having an average of about 16 repeating Etchin units le is synthesized into t as follows.

288,9 (0-4 mol) of Carbo 77270751 was placed in a flask of the above type. It melted inside. Then, add 288g of Toruev to the flask and get the The solution was refluxed for 1.5 hours with stirring under a stream of nitrogen. Add 40.4 to this solution 9 (0.5 mol) of methacrylic acid, 9.2 g of p-)rue/sulfonic acid and Call o. I took 8 mouthfuls of i6,p copper powder. Then, the resulting mixture is refluxed and water treated with oxidized cal/lam and filtered: all of the above monomers 1'-B- The synthesis procedure of 2j was followed. Hydroquinone was added to the pale yellow filtrate thus obtained. monomethyl ether of was later used in the synthesis of the copolymer as described in the Examples below.

Acrylate ester of polyether having an average of about 45 repeating ethoxy units was synthesized as follows.

1 4 4.9 (0.0 7 2 mol) carbowax in the above type of flask ■20 []] Molecular weight approx. 2 available from QC Yu=o/Carpite Kobore/Yo 000 methquinopoly(ethylene oxide) ethanol], 6 g p-toluene sulfonic acid, o. Iy fetch horse mackerel/, and 160I toluene to 710 Ta. The mixture was refluxed for 16 hours with stirring under a stream of nitrogen, and the resulting water was Collected during 7 Stark Tomunzo. The mixture was cooled to 40'C. Then 1 0 g of potassium hydroxide was added and the mixture was stirred for 2 hours. Warm it to 40°C. Afterwards, the mixture was filtered through a Supercel J and added dropwise to 21 hebutane. A white powder was obtained. This powder was later combined with a copolymer as described in the Examples below. was used in the synthesis of

The polyester had an average of about 114 repeating ethoxy units.

144 g (0.03 mol) of carbowax ■ 50 [ :IO[-=Onkaτbite-Poration available molecular weight approximately 5000 of methoxypoly(ethylene oxide) ethanol: ], 20 g-(CL3 mol) acrylic acid, 6. ! 7 p-toluenesulfonic acid, o, i, y 7 enothia di/, and 16 oy of toluene were added. The resulting mixture was refluxed and added with potassium hydroxide. Treated with lucium and filtered, and the resulting filtrate was added to Hezotano.

All of them are the above except that 6.59 grams of Cal/Rum hydroxide was used instead of 10 grams. Follow the synthesis procedure for monomeric rB-5J. The resulting powder is later used in the examples below. It was used for the synthesis of copolymers as described.

Acrylate ester of polyether having an average of about 17 repeating zoroboquino units The file was synthesized as follows.

205.4 g < 0.2 mol’) of UCON LB in the above type of flask. 285C) = O 7 Carbide - available from Volation 7, molecular weight approximately 1000 24.1 g (0, 3 mol) of acrylic acid, 6.6y of p-toluenesulfonic acid, 0.72g of copper powder and 288 g of toluene were added. 1 while stirring the mixture under a stream of nitrogen. Reflux for 6 hours, during which time approximately 6 ml of water is added to the Dino Stark trap. Let's get together. The mixture was then cooled to room temperature and added with 7.2 g of potassium hydroxide. 7 um was added. While stirring the resulting cloudy white mixture for 1 hour at room temperature. It turned pale blue. Furthermore, 2I calcium hydroxide is added to prevent color change. The mixture was stirred for an additional 1.5 hours. Add the mixture to ``Supercell'' ” to obtain a clear emerald green filtrate, and hydroxy/ Monomethyl ether 0.09,! 7 was added. Store the filtrate under freezing for 2 days. After that, it was previously treated with sulfuric acid. Amberlite ■I Column containing R-120 ion/exchange resin (also available from Rohm and Haas) was passed to. The pale yellow filtrate thus obtained can be reduced to 915% after sufficient solvent has been removed. A solid solution was obtained. Aliquots of this solution are later described in the Examples below. It was used in the synthesis of sea urchin copolymer.

Polyether acrylic with an average of about 20 repeating etkyne/zorohoki/units The ester was synthesized as follows.

208.4.9 (0.2 mol) of UCON'50-H in a flask of the above type. B 260 C Yu-onocarbide Available from Kobole Noyon, molecular weight approx. 1 000 n-butoxy poly(ethylene oxide/Zorogishi/Oki7do) [by weight 50150,) Alcohol], 24.5.9. (0=3 mol) noacrylic acid , 6.7 g of 1)-) luenesulfoheptaic acid, 0.73 F copper powder and 288 g of I added toluene. The mixture was refluxed for 16 hours with stirring under a stream of nitrogen, and then Approximately 4 ml of water collected in the Dean-Stark trap during that time. Then the mixture was cooled to room temperature and 7.3 g of calcium hydroxide was added thereto. that cloudy white The solution was stirred at room temperature for 2 hours and then filtered through a "Supercel" to yield 454 g of clear A pale green filtrate was obtained.

6 days after adding 0.09.9% of hydroquinone monomethyl ether to the filtrate Stored under refrigeration. The filtrate was then mixed with 10 g of amber, which had been previously treated with sulfuric acid. Wright [F] IR-120 ion exchange resin (available from Rohm &...) was passed through a column containing The pale yellow filtrate obtained in this way may also be diluted with sufficient solvent. This was removed to obtain a solution with a solid content of 92.7. An aliquot of this solution will be made later in the example below. was used for the synthesis of the copolymer as described in .

Monomer rB-9J A polyether acrylate having an average of about 222 repeating tetramethylene oxide units. The rylate ester was synthesized as follows.

Flame-dried ioooml three-loaf equipped with cooler, thermometer and nitrogen inlet Add 600g of tetrahydrofuran and 52F cyclohexane to a flask and obtain The resulting mixture was cooled to approximately 10°C by placing the flask in an ice-water bath. . Dry 4.9 g of methyl fluoromethyl sulfonate to the cooled mixture. Added via syringe. Then, warm the mixture to 20 ± 4°C to reach that temperature. It was kept for about 5.5 hours.

The polytetrahydrofuran polymer-containing mixture obtained as described above is 2.2 g <0.021987 mol), 2.9 g of anhydrous ammonium carbonate and 80.9 g of ethanol. After stirring the mixture overnight , and 300! Amberlite in the hydroxy form of i ■IR-402 (ROHM (available from Haas) was added. Then, mix the mixture with a Buchner funnel. Whatman filter paper 1’! Filtered through i4. The obtained filtrate was evaporated by rotary evaporation. It was concentrated to about 70% solids. 0.2 g of powder was added to the solution thus obtained. After adding the enothiazino, the solution was dried in an open oven to obtain a solid. So The solid was used in the synthesis of the copolymer as described in the Examples below.

Examples 1-45 The compounds of the invention consisting of the indicated amounts of the indicated A, B and C monomers (Table 1) The pressure-adhesive copolymer was synthesized as follows: The specified amounts (by weight) of A, B, and C monomers specified in 4 oz. ); 40 weight solids content (Examples 29.30 and 36) or 50 weight solids Give either solution of solid content (Examples 1 to 28, 31 to 32 and 64 to filtration 5) amount of specified solvent blend (by weight); and AXB and C monomers and solvent 0.2% by weight relative to the total weight of the blend (Examples 1 to 7 and 24) or 0 ．． 6% by weight (Examples 8-2 and 25-45) of either amount of α,α'-azo Bisinbutyroni) IJ was added. Monomer 1B-4'', 1B-7 as described above J and rB-8j as bath solutions in toluene to other components of various reaction mixtures. UD was added, so that those reaction mixtures containing B monomers contained the specified amount. Toluene was introduced. If the monomer “B-ro” is also specified, It looks like it's going to get stiff.

In all other cases the reaction medium contained only ethyl acetate and inzolopanol. there was. Purge the bottle by introducing nitrogen into the solution to remove air from the bottle did. The bottles were then sealed and tumbled for 24 hours in a water bath kept at 55°C. I did it. Then, the solution of each pressure-sensitive adhesive copolymer was applied to the support as follows. coated on top.

Various pressure-sensitive adhesive copolymers synthesized as described above (and described in the first coating) The adhesive-coated sheet material of the present invention consisting of: A solution of this pressure-sensitive adhesive copolymer was applied onto a siliconized release paper and allowed to stand under ambient conditions. Air-dried for 1 minute. Then, apply acrylic latte to the semi-dry adhesive film. Paste a regular non-woven fabric of rayon staple fibers bonded with a binder. Combined. The resulting laminate was air-dried at 2°C until all the solvent evaporated. . The dried adhesive coverage was approximately 700 cm/200 cm2.

The resulting adhesive coated notebook material of the present invention was tested using test methods A, B and C as described above. The actual results are listed in Table 1. This adhesive code All Tendonaut materials have initial dry skin groove adhesion performance and dry skin fluid N after 48 hours. suitable in terms of performance and wet skin adhesion performance, and does not cause irritation to adult birds. won. Table 1 also lists the internal viscosity (measured as above) of each copolymer. It is.

7 a. Product name rsR-25 from Saltmer Company, West Chester, PA. 2-(2-Ethoquinethoxy)ethyl acrylate b monomer available at 6J -Polymer & Dajak Laboratories Inc., Trepows, Metquin poly(ethyleneoxy) available from PA under the trade name r/168816J D) Acrylate Product name from C Polyscience Intulated, Warrington, P, A. 200 Dalton Metquin poly(ethylene oxide) available in ) methacrylate d　Product name ``/'' from Polyscience Intuitive, Warrington, FA 400 Dalton Metquin Poly(Ethylene Oxygen) available at D) Methacrylate Eat? From Rescience Incorporated, Warrington, FA, the product name " /1616712” Hydroxypoly(ethylene oxide) 5 meta acrylate Abbreviation: ■OA - isooctyl acrylate AA - Acrylic acid n-BA=n-butyl acrylate LMA - lauryl methacrylate MAA = methacrylic acid MACM - Methacrylamide t-BAM = t-butylacrylamide ACM = acrylamide Engineering TAO = itaconic acid NVP=N-vinyl-2-pyrrolidone 2 EHA =: 2-Ethylhekinluaq IJ L/-) Comparative Examples 46 to 74 Specified amounts of the specified A and C monomers or the specified AlB and C monomers ( A pressure sensitive adhesive copolymer consisting of (Table 2) was synthesized as follows: 4 oz. Specified amount (by weight) of A and C monomers in the bottle or A, B and C monomers body; 40 weight solids content (Example 70) or 50 weight solid content (Examples 46 to 6) 9 and 71-74) Amount of specified solvent blend to give either solution (by weight) ); and 0.2 weight factor (Examples 48 to 52) or 0.3 weight factor (Example 4 6-47 and 53-74) either amount of α, α′-adebis isoptiloni) Added IJ Le.

Again, in some of the cases specified, monomer "B-6" is dissolved in toluene and that containing the monomer rB-3J. A specified amount of toluene was introduced into the reaction mixture. Then, Example 1~ Purge the bottle as described in Section 45, seal, and tumble it. A solution of each copolymer was obtained.

4 Each copolymer was applied to a nonwoven web of the type described in Examples 1 to 45 in Examples 1 to 45. It was applied according to the 450 procedure.

The resulting copolymer coated sheet material was tested according to test methods A, B and C. The actual measurement results are listed in Table 2. Table 2 also shows the characteristics of each copolymer. Intrinsic viscosities (measured as above) are listed.

5

Claims (1)

[Claims] (1) A copolymer that covers at least a portion of the support and its lifetime surface, essentially A pressure sensitive adhesive composition comprising a copolymer comprising A, B and C monomers Normally tacky pressure sensitive adhesive coated sheet material with membrane: A is an acrylic ester hydrophobic monomer of a non-tertiary alcohol; has 4 to about 14 carbon atoms; B is a hydrophilic monomer having a vinyl group that can be copolymerized with the A monomer and is an acrylic monomer. Acrylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower acetic acid other than alkyl-substituted acrylamide and N-vinyl-2-pyrrolidone, and B The amount of monomer is about 5-60% by weight of the total weight of all monomers in the copolymer; and C is at least one type of polar monomer bundle copolymerizable with the A and C monomers; Lylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower grade The group consisting of alkyl-substituted acrylamide and N-vinyl-2-pyrrolidone The amount of C monomer is about 0.5 to 60 weight of the total weight of all monomers in the copolymer. The amount is %; provided that the A, B and C monomers are copolymerized to form a polymeric backbone, and The combination of A, B and C monomers is added to the sheet material at least per 100 mm width. Initial dry skin adhesion strength of approximately 0.75 newtons, approximately 12 newtons per 100 mm width Dry skin adhesion strength after 48 hours and width of 100 m1 + at least approx. Such as to give a wet skin adhesion strength of 2.2 Newtons. (2) A copolymer consisting essentially of the following copolymerized A, B and C monomers: A normally tacky pressure sensitive adhesive consisting of: A is an acrylic ester hydrophobic monomer of a non-tertiary alcohol; has 4 to about 14 carbon atoms; B is a hydrophilic monomer having a vinyl group that can be copolymerized with the A monomer and is an acrylic monomer. Acrylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower acetic acid other than alkyl-substituted acrylamide and N-vinyl-2-pyrrolidone, and B The amount of monomer is about 5-60% by weight of the total weight of all monomers in the copolymer; and hand C is at least one polar monomer bundle copolymerizable with the A and C monomers; Lylic acid, methacrylic acid, itaconic acid, acrylamide, methacrylamide, lower grade The group consisting of alkyl-substituted acrylamide and N-vinyl-2-pyrrolidone The amount of C monomer is selected from 52% of all monomers in the copolymer. approximately 0.5 to 60% by weight; provided that the A, B and C monomers are copolymerized to form a polymeric backbone, and The combination of A, B and C monomers should be at least about 0.75 units per 100 mm width. initial dry skin adhesion strength of approximately 12 Newtons or less per 100 mm width, 48 Dry skin adhesion strength after hours and at least about 2.2 new per 100 mm width Such materials provide an adhesive corted sheet material with a wet skin adhesive strength of It is. (3) The B monomer has the general formula (In the formula, X is a vinyl group that can be copolymerized with the A monomer; Y is a divalent bonding group; and hand Z is a monovalent polymer moiety consisting of polyether that is essentially non-reactive under copolymerization conditions. ) is a hydrophilic polymeric monomer having The sheet material according to claim 1, having as follows. (4) The sheet material has a wet skin of at least about Newton per 1 tlOnm of width. 7. The adhesive coated sheet material of claim 6 having adhesive strength. (5) the sheet material has a wet skin of at least about 4 Newtons per 100+ nm width; Claim (6) The sheet material has an adhesive strength of at least The adhesive coat of claim 5 having a dry skin adhesive strength of about 2 Newtons. pad sheet material. (7) The sorting material is dried after 48 hours with a weight of about 8 Newtons or less per 100 mm width. 6. The adhesive corted sheet material of claim 5 having skin adhesive strength. (8) The B monomer has the following formula [In the formula, R1 is hydrogen or methyl; R2 is hydrogen, lower alkyl, phenyl or substituted phenyl; and W contains from 2 to about 250 repeating alkoxide units. It is a divalent poly(alkylene oxide) group with poly(ethylene oxide) group, poly(prozalene oxide) group, ethylene oxide/propylene oxide group selected from the group consisting of a polymer group, and a polytetrahydro7rane group, where W is W (covalently bonded to the carbonyl group via the terminal oxygen atom contained within) The adhesive-coated sheet material according to claim 6, which has the following. (9) The weight of the hydrophobic monomer A is about 5 to 95% of the total weight of all monomers in the copolymer. %, Claim No. 64 Adhesive coated sheet material. αQ The weight of the hydrophilic polymer monomer B is about 1 of the total weight of all monomers in the copolymer 7. The adhesive coated sheet material of claim 6, wherein the adhesive coated sheet material is from 0 to 20 inches. 0υ The weight of the polar monomer C is about 5 to 20% of the total weight of all monomers in the copolymer An adhesive coated sheet material according to claim 6, which is. (17J) The support is a nonwoven fabric, woven fabric, knitted fabric, paper, or synthetic film support. The adhesive coated sheet material of claim 6. 03) The B monomer has the general formula X is a vinyl group copolymerizable with the A monomer; Y is a divalent bonding group; and hand 2 is a monovalent polymer moiety consisting of polyether that is essentially non-reactive under copolymerization conditions. ) is a hydrophilic polymeric monomer having The adhesive according to claim 2, having as follows.