128 butyl iso poly




















The following examples are offered to illustrate embodiments of the invention, and should not be viewed as limiting the scope of the invention. The monomers, stannous octoate and dodecanol were added to a reactor in quantities as specified in Table 1. As can be seen from Table 1, the synthesized copolymers were completely amorphous with low glass transition points and were rubbery at room temperature.

Bioabsorbable cyanoacrylate tissue adhesive compositions were obtained by mixing by stirring a measured amount of copolymer into n-butyl 2-cyanoacrylate NBCA at room temperature for 24 hours.

The quantities of copolymers and cyanoacrylate are shown in Table 3. The copolymers were completely dissolved, forming homogeneous, viscous products. Specimens of 35 mm in length, 6. The specimens were subjected to dynamic mechanical analysis at a frequency of 1 Hz.

The results presented in Table 4 show that the cured adhesives of the present invention are more than two times more flexible at body temperature than cured unmodified n-butyl 2-cyanoacrylate NBCA. Test specimens were prepared as described in Example 4. The peak stress was recorded. The data presented in Table 5 are averages of 10 measurements. The area to be bonded see ASTM D was roughened with extra-fine sandpaper and degreased with acetone. Adhesive was applied to one surface, which was overlapped with another coupon.

The results are averages of 10 tested assemblies each and are presented in Table 6. Unexpectedly, the adhesive bonds based on the adhesives of the present invention outperformed those of unmodified cyanoacrylates. A drop of adhesive was applied to one surface, which was overlapped with another coupon. The joint was clamped with two bulldog clips. After a measured period of time, in second increments, the clips were removed, and the joint was subjected to 2 kg load. The set time was determined as the time, measured after clamping, when the bonded assembly could withstand a 2 kg weight for 30 seconds.

At least 5 consecutively bonded joints had to meet the test requirement in order to establish the set time. The results presented in Table 7 show that the adhesives of the present invention have similar set times to unmodified cyanoacrylates. Pieces of silk braided suture, USP 2, were cut in 10 cm length and were acetone soaked and washed to remove the silicone finish. The suture pieces were left to dry at room temperature for 24 hours. Two pieces of suture were aligned over 2 cm length, clamped at both ends of the overlap with bulldog clips, and one of the clips twisted degrees to the other.

A drop of adhesive was spread along the overlap. The data is an average of 10 measurements and is presented in Table 8. Cured adhesive film was prepared by spreading 0. The adhesive was left to cure. Film with average thickness of 0. Approximately 0. Then the weight of the sample was measured and the weight loss calculated. The results are presented in Table 9. The results clearly demonstrate 2 to 19 fold increase in degradability of the adhesives of the present invention compared to unmodified cyanoacrylates.

Other embodiments and uses of the invention will be apparent to those skilled in the art from consideration of the specification and practice of the invention disclosed herein. All references cited herein, including all U. It is intended that the specification and examples be considered exemplary only, with the true scope and spirit of the invention indicated by the following claims. What is claimed is: 1.

The copolymer of claim 1 wherein said one or more cyanoacrylates are selected from the group consisting of methyl 2-cyanoacrylate, ethyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, iso-propyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, iso-butyl 2-cyanoacrylate, hexyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate and 2-propoxyethyl 2-cyanoacrylate. A method for making a bioabsorbable adhesive composition comprising the step of dissolving the copolymer of claim 1 into a cyanoacrylate monomer or blend of cyanoacrylate monomers, wherein the cyanoacrylate monomer or monomers are selected from the group consisting of alkyl 2-cyanoacrylate, alkenyl 2-cyanoacrylate, alkoxyalkyl 2-cyanoacrylate, and carbalkoxyalkyl 2-cyanoacrylate, and wherein the alkyl group of said cyanoacrylate monomers has 1 to 16 carbon atoms.

The method of claim 3 wherein said cyanoacrylate monomer or monomers having an alkyl group of 1 to 16 carbon atoms are selected from the group consisting of methyl 2-cyanoacrylate, ethyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, iso-propyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, isobutyl 2-cyanoacrylate, hexyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate and 2-propoxyethyl 2-cyanoacrylate.

A bioabsorbable tissue adhesive made by the method of claim 3. A bioabsorbable adhesive composition comprising the copolymer of claim 1 dissolved into a cyanoacrylate monomer or blend of cyanoacrylate monomers, wherein the cyanoacrylate monomer or monomers are selected from the group consisting of alkyl 2-cyanoacrylate, alkenyl 2-cyanoacrylate, alkoxyalkyl 2-cyanoacrylate, and carbalkoxyalkyl 2-cyanoacrylate, and wherein the alkyl group of said cyanoacrylate monomers has 1 to 16 carbon atoms.

The composition of claim 6 wherein said cyanoacrylate monomer or monomers having an alkyl group of 1 to 16 carbon atoms are selected from the group consisting of methyl 2-cyanoacrylate, ethyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, iso-propyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, iso-butyl 2-cyanoacrylate, hexyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate and 2-propoxyethyl 2-cyanoacrylate.

The composition of claim 6 further comprising one or more additives necessary to impart desired properties to the adhesive, said properties selected from the group consisting of viscosity, color and X-ray opacity.

The composition of claim 6 further comprising one or more additives selected from the group consisting of antimicrobial agents, antibiotics, growth-promoting factors, anti-cancer drugs, immune system enhancing drugs, and leachable inorganic fillers.

A method for closing a wound comprising the step of applying the composition of claim 6 to said wound. The method of claim 10 wherein the wound is a surgical incision. A method for adhering a medical device to a surface comprising the steps of:. The method of claim 12 wherein said medical device is an implant. Tri butyl tin acrylate Group: Organic Tin. EC Number Molecular Formula C10H14O4.

Alternative Name: 1,4- Butyl ene di acrylate ;1,4- butyl enedi acrylate ;2-Propenoicacid,1,4-butanediylester;4- Acryloyloxy butyl acrylate ;Acrylic acid, tetramethylene Ester; Acrylicacid, Tetramethyleneester; Butanedioldi acrylate ; Butyl ene di acrylate. Hazard statements Corrosive, Irritant. Group: Self Assembly and Lithography.

EC Number: Size: 5ML, 25ML. Assay: 0. Hazard statements Flammable liquid, Irritant, Skin sensitizer. Clear, Colorless, Mobile Liquid. H-Bond Acceptor 8. Hazard statements Xi:Irritant;.

Group: Photonic and Optical Materials. Pack Sizes: 5ML. Size: 5ML. Size: ML, ML. H-Bond Donor 1. H-Bond Acceptor 4. Hazard statements Xi. Exact Mass: Purity: 0. H-Bond Donor: 1. H-Bond Acceptor: 4. Safty Description: Hazard statements: Xi. Pack Sizes: 5g, 10g. Alternative Names: 2-Propenoic acid, 2-methyl-, polymer with 1,1-dimethylethyl 2-propenoate and ethyl 2-propenoate; Copolymer aus tert.

Alternative Name: 2-Propenoic acid, 2-methyl-, polymer with 1,1-dimethylethyl 2-propenoate and ethyl 2-propenoate;Copolymer aus tert. Pack Sizes: 1mg, 2. Pack Sizes: mg. Pack Sizes: 2. DMTMM is selective, achieves good yields and can be easily removed under reduced pressure from the reaction mixture. DMTMM finds application in the activation of carboxyl polysaccharides to make glucans, in the functionalisation of poly acrylic acid and poly methacrylic acid with amines via amide bonds, to make glycoconjugates and for coupling propylamine and butyl amine to hyaluronic acid.

Pack Sizes: 10g, 25g, 50g, g. Molecular Formula: C?? Molecular Formula C13H22O2. Pack Sizes: 5mg, 10mg. E [[2- Butyl [2- 1H-tetrazolyl 2-thienyl propenyl]-1H-imidazolyl]methyl]-Benzoic Acid was used in preparation of modifications of the N-benzyl ring 1-benzylimidazoleacrylic acids substitution.

C26 H42 S4 O2 requires C, The reaction mixture was stirred A solution of potassium t-butoxide 0. The supernatant was removed was triturated with the supernatant and then the mixture and the polymer residue was dissolved in dry tetrahydrofu- was centrifuged at rpm for 2 min. The supernatant ran 4 mL. The precipitation procedure was repeated once was removed and the polymer residue was triturated with more using HPLC grade methanol, with the collected poly- a second aliquot of ethanol 25 mL.

Poly[5-n-butyl 2-ethylhexyl -1, 4. Af- ter purification 17 was dissolved in dry tetrahydrofuran 4. For the remaining polymers, 16—20, the amounts of reagents and Tri-n-butyltin hydride 4. The solution was concentrated and ethanol 4.

The polymer 4-phenyleneethylene]0. Tri-n- thate CH3 , 2. Friend, R. Gymer, A. Holmes, J. Burroughes, R. Method 2 Marks, C. Taliani, D. Bradley, D. Dos Santos, J. Salaneck, Nature Nguyen, R. Kwong, M. Thompson, B. Schwartz, Appl. Liu, Y. Shi, L. Ma, Y. Yang, J. Method 3 [4] A. Sheridan, J. Lupton, I.

Samuel, D. Bradley, Chem. Webster, W. Mitchell, P. Burn, R. Thomas, G. Fragneto, J. Markham, I. Samuel, J. Fragneto, Appl. Burn, A. Grice, A. Tajbakhsh, D. Bradley, A. Thomas, 4. Holmes, A. Kraft, D. Brown, R. Gymer, Nature Baigent, D. Holmes, R. Jackson, J. Method 1 Soc. Braun, E. Staring, R. Demandt, G. Rikken, Y. Venhuizen, Synth.

Demandt, D. Braun, G. After Kessener, A. Venhuizen, H. Wynberg, W. Gowri, D. Mandal, B. Shivkumar, S. Padmanaban, S. While not an essential part of the composition and final sealing compound, it has been included therein for these desirable efiects.

In order for the sealing composition and final sealing compound to have a more pleasing and uniform appearance, it has been found desirable to incorporate therein small amounts of carbon black. The compound 'may contain up to about 40 parts by Weight of carbon black based on parts by weight of the solid contents of the composition. Smaller amounts of the order of 1 to parts by weight of carbon black based upon parts by weight of the solids content of the composition are usually employed.

The carbon black also serves to stabilize the final sealing compound with respect to polymeric degradation caused by exposure to ultraviolet light and serves as a reinforcing agent. The compounding of the composition as described above can be accomplished readily on a conventional cold two-roll rubber mill.

Other mixing equipment, for example, a Baker-Perkins churn-type mixer equipped with dispersion-type blades and a floating ram or a Banbury type mixer may be used. The following specific compositions and mixing techniques are exemplary of the invention:. Example I A fiowable sealing composition is made on a churn type mixer by mixing the amounts of the following ingredients in the order listed:.

This is done by circulating cooling water through the jacket of the mixer. During the addition and mixing of the vulcanizing agent, the temperature is maintained at below F. The material thus made has a viscosity of 60, to 70, centipoises at C. The sealing composition is fiowable and it can be poured from the mixer into containers suitable for sale. The containers are then hermetically sealed. Example III A sealing composition noted for exceptionally long shelf life is made by mixing the amounts of the following ingredients in the order listed on a churn-type mixer:.

Parts by weight based on parts Ingredients: butyl rubber Butyl rubber GR-I molecular weight 65, Polybutene-Orenite a polymer of butene-l, butene-2 and isobutylene having a molecular weight of 21 Zinc Oxide 5. The oronite is added in sixequal parts andthe mixture is thoroughly milled after each addition.

Zinc oxide and caron black are next added in small amounts at a time and milled until a uniform blend is obtained. Oronite 32'is next added in six equal parts and the miX- ture is thoroughly milled after each addition.

The mixer is then covered and naphtha is added slowly through a small opening in thecover while mixing is continuedto form a uniform blend of the ingredients in the naphtha. The temperature of the mixture is taken after addition of the solvent. If it is less than F. If it isabove F. The addition of the vulcanizing agent to the mixture should be at a temperature sufiicientlylow that the vulcanization reaction is not initiated.

The vulcanizing agent is made up in the form of a blend of the para-dinitrosobenzene curing agent, sulphur and Z-mercaptobenzothiazole dispersed in Oronite The blend is added to the other ingredients and mixed therewith at a temperature preferably between room temperature and F. The composition as thus mixed is flowable and it is poured from the mixer into suitable metal containers. The containers are'hermetically sealed and the composition can be stored for many months prior to use.

The sulphur in this composition appears to have a depressing effect on the activation of the para-dinitrosobenzene curing agent and the sealing composition has improved shelf life over solutions containing the para-dinitrosobenzene-curing agent as the sole curing'agent. To achieve this effect the sulphur is employed in a range of about 0. The compositions of the examples can be made with varying amounts of solvent to produce compositions of varying viscosities suitable for different uses.

For exam! A composition containing 50 to 60 percent by weight of solids is suitable for use as a glazing sealer in automobile windows which are mounted in a rubber edge molding. Compositions of lower solids content, i. In each composition, the solvent evaporates and the composition vuleanizes to an appreciable extent to form the sealing compound within a few days.

I Example V Z-mercaptobenzothiazole are employed as the vulcanizing agent in place of the para-dinitrosobenzene curing agent.



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