GB1196049A - Alpha-Cyanoacrylate Ester Mixtures. - Google Patents
Alpha-Cyanoacrylate Ester Mixtures.Info
- Publication number
- GB1196049A GB1196049A GB50638/67A GB5063867A GB1196049A GB 1196049 A GB1196049 A GB 1196049A GB 50638/67 A GB50638/67 A GB 50638/67A GB 5063867 A GB5063867 A GB 5063867A GB 1196049 A GB1196049 A GB 1196049A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyanoacrylate
- mixture
- alpha
- nov
- ethyl
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title abstract 5
- -1 Alpha-Cyanoacrylate Ester Chemical class 0.000 title abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 239000000853 adhesive Substances 0.000 abstract 2
- 230000001070 adhesive effect Effects 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical class OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 239000004830 Super Glue Substances 0.000 abstract 1
- CDOMXXVCZQOOMT-UHFFFAOYSA-N [phenoxy(phenyl)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(C=1C=CC=CC=1)(=O)OC1=CC=CC=C1 CDOMXXVCZQOOMT-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- PWKKBTPSCGLYBR-UHFFFAOYSA-N hexyl 2-cyanoacetate Chemical class CCCCCCOC(=O)CC#N PWKKBTPSCGLYBR-UHFFFAOYSA-N 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/06—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Surgery (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Materials For Medical Uses (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
1,196,049. Polymerizable cyanoacrylate adhesives. AMERICAN CYANAMID CO. 7 Nov., 1967 [8 Nov., 1966], No.50638/67. Heading C2C. [Also in Division C3] Polymerizable adhesive compositions comprise a mixture of (a) at least one C 1 -C 2 alkyl α-cyanoacrylate and (b) at least one C 4 -C 10 alkyl or C 4 -C 10 cycloalkyl α-cyanoacrylate, the proportion of component (a) being at least 3% but less than 25 % by weight based on the weight of (a) and (b). The adhesive may be stabilized against anionic polymerization by inclusion of a minor amount (e.g. 5-500 p.p.m.) of a Lewis acid such as SO 2 , BF 3 or HF. In an example a mixture of ethyl and nhexyl α-cyanoacrylates is prepared by heating a mixture of ethyl and n-hexyl cyanoacetates with a methanolic solution of formaldehyde in the presence of diphenyl phenylphosphonate and piperidine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59272866A | 1966-11-08 | 1966-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1196049A true GB1196049A (en) | 1970-06-24 |
Family
ID=24371837
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB50638/67A Expired GB1196049A (en) | 1966-11-08 | 1967-11-07 | Alpha-Cyanoacrylate Ester Mixtures. |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1617972A1 (en) |
| FR (1) | FR7323M (en) |
| GB (1) | GB1196049A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0617973A1 (en) * | 1993-03-31 | 1994-10-05 | Tri-Point Medical Corporation | Biocompatible monomer and polymer compositions |
| US5624669A (en) * | 1993-03-31 | 1997-04-29 | Tri-Point Medical Corporation | Method of hemostatic sealing of blood vessels and internal organs |
| WO2000015270A1 (en) * | 1998-09-10 | 2000-03-23 | Schering Aktiengesellschaft | Coated medical devices and implants |
| US6143352A (en) * | 1994-06-28 | 2000-11-07 | Closure Medical Corporation | pH-modified biocompatible monomer and polymer compositions |
| WO2002053666A1 (en) * | 2001-01-08 | 2002-07-11 | Loctite (R & D) Limited | Cyanoacrylate compositions curable to flexible polymeric materials |
| US6977278B1 (en) | 2001-01-08 | 2005-12-20 | Loctite (R&D) Ltd. | Cyanoacrylate compositions curable to flexible polymeric materials |
| CN114796590A (en) * | 2022-04-26 | 2022-07-29 | 上海栗亮医疗科技有限公司 | Self-tackifying cyanoacrylate medical adhesive and preparation method thereof |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE69161T1 (en) * | 1988-01-07 | 1991-11-15 | Exovir Inc | COSMETIC SKIN TREATMENT. |
-
1967
- 1967-11-07 GB GB50638/67A patent/GB1196049A/en not_active Expired
- 1967-11-08 DE DE19671617972 patent/DE1617972A1/en active Pending
- 1967-11-08 FR FR127388A patent/FR7323M/fr not_active Expired
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5624669A (en) * | 1993-03-31 | 1997-04-29 | Tri-Point Medical Corporation | Method of hemostatic sealing of blood vessels and internal organs |
| AU664138B2 (en) * | 1993-03-31 | 1995-11-02 | Closure Medical Corporation | Biocompatible monomer and polymer compositions |
| US5514371A (en) * | 1993-03-31 | 1996-05-07 | Tri-Point Medical L.P. | Biocompatible monomer and formaldehyde producing polymer compositions |
| US5514372A (en) * | 1993-03-31 | 1996-05-07 | Tri-Point Medical L.P. | Biocompatible monomer and formaldehyde producing polymer compositions |
| US5575997A (en) * | 1993-03-31 | 1996-11-19 | Tri-Point Medical Corporation | Biocompatible monomer and polymer compositions |
| US5582834A (en) * | 1993-03-31 | 1996-12-10 | Tri-Point Medical, Corporation | Biocompatible monomer and polymer compositions |
| EP0617973A1 (en) * | 1993-03-31 | 1994-10-05 | Tri-Point Medical Corporation | Biocompatible monomer and polymer compositions |
| US6143352A (en) * | 1994-06-28 | 2000-11-07 | Closure Medical Corporation | pH-modified biocompatible monomer and polymer compositions |
| US6306243B1 (en) | 1994-06-28 | 2001-10-23 | Closure Medical Corporation | pH-modified biocompatible monomer and polymer compositions |
| WO2000015270A1 (en) * | 1998-09-10 | 2000-03-23 | Schering Aktiengesellschaft | Coated medical devices and implants |
| WO2002053666A1 (en) * | 2001-01-08 | 2002-07-11 | Loctite (R & D) Limited | Cyanoacrylate compositions curable to flexible polymeric materials |
| US6977278B1 (en) | 2001-01-08 | 2005-12-20 | Loctite (R&D) Ltd. | Cyanoacrylate compositions curable to flexible polymeric materials |
| CN114796590A (en) * | 2022-04-26 | 2022-07-29 | 上海栗亮医疗科技有限公司 | Self-tackifying cyanoacrylate medical adhesive and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR7323M (en) | 1969-10-06 |
| DE1617972A1 (en) | 1971-04-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |