PL310073A1 - Method of obtaining 2-cyanoacrylic esters and application of so obtained esters and application of so obtained esters as gluess - Google Patents
Method of obtaining 2-cyanoacrylic esters and application of so obtained esters and application of so obtained esters as gluessInfo
- Publication number
- PL310073A1 PL310073A1 PL94310073A PL31007394A PL310073A1 PL 310073 A1 PL310073 A1 PL 310073A1 PL 94310073 A PL94310073 A PL 94310073A PL 31007394 A PL31007394 A PL 31007394A PL 310073 A1 PL310073 A1 PL 310073A1
- Authority
- PL
- Poland
- Prior art keywords
- esters
- acid
- application
- cyanoacrylates
- cyanoacrylic
- Prior art date
Links
- 150000002148 esters Chemical class 0.000 title abstract 8
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 abstract 3
- 229920001651 Cyanoacrylate Polymers 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003377 acid catalyst Substances 0.000 abstract 1
- -1 alkyl cyanoacrylates Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/23—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same unsaturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nanotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biophysics (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medical Informatics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Pharmacology & Pharmacy (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
A process for the preparation of esters, including non-distillable esters, of 2-cyanoacrylic acid comprises reacting 2-cyanoacrylic acid or an acid halide thereof with an alcohol, including a diol or polyol, or a phenol in the presence of an inert organic solvent under polymerisation inhibiting conditions and, additionally, in the presence of an acid catalyst when 2-cyanoacrylic acid is a reactant, continually removing the water or hydrohalic acid produced and recovering the ester. The esters thereby prepared and many of which are novel compounds include substituted or unsubstituted long chain alkyl cyanoacrylates and multifunctional cyanoacrylates, including bis cyanoacrylates. Such esters have a wide range of applications. For example, they can be grafted onto polymer backbones to improve properties of said polymers such as thermal resistance.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU93001196 | 1993-01-11 | ||
IE930599A IE930599A1 (en) | 1993-08-10 | 1993-08-10 | Process for the preparation of esters of 2-cyanoacrylic acid¹and use of the esters so prepared |
Publications (1)
Publication Number | Publication Date |
---|---|
PL310073A1 true PL310073A1 (en) | 1995-11-27 |
Family
ID=26319619
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PL94310073A PL310073A1 (en) | 1993-01-11 | 1994-01-10 | Method of obtaining 2-cyanoacrylic esters and application of so obtained esters and application of so obtained esters as gluess |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0682651A1 (en) |
JP (1) | JPH08505383A (en) |
KR (1) | KR960700221A (en) |
AU (1) | AU5714294A (en) |
CA (1) | CA2153342A1 (en) |
PL (1) | PL310073A1 (en) |
WO (1) | WO1994015907A1 (en) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU1671495A (en) * | 1994-05-24 | 1995-12-18 | Saldane Limited | Process for the preparation of 2-cyanoacryloyl chloride and use of the compound so prepared for the preparation of esters of 2-cyanoacrylic acid |
DE59506424D1 (en) * | 1994-06-06 | 1999-08-26 | Henkel Kgaa | METHOD FOR PRODUCING BISCYANOACRYLATES |
IE940864A1 (en) * | 1994-11-04 | 1996-05-15 | Saldane Ltd | Process for the purification of non-enolisable esters |
EP0790980A1 (en) * | 1994-11-10 | 1997-08-27 | Basf Aktiengesellschaft | 2-cyanoacrylic acid esters |
WO1996039469A1 (en) * | 1995-06-06 | 1996-12-12 | Henkel Kommanditgesellschaft Auf Aktien | Cyanacrylate adhesive |
DE19640202A1 (en) | 1996-09-30 | 1998-04-09 | Henkel Kgaa | Cyanoacrylate adhesive |
JP2002531476A (en) * | 1998-12-11 | 2002-09-24 | デンツプライ インターナショナル インコーポレーテッド | Dental composition |
US7341716B2 (en) | 2002-04-12 | 2008-03-11 | Boston Scientific Scimed, Inc. | Occlusive composition |
US7238828B2 (en) | 2005-03-24 | 2007-07-03 | Ethicon, Inc. | Absorbable α-cyanoacrylate compositions |
DE102007035734A1 (en) | 2006-08-29 | 2008-03-20 | Ivoclar Vivadent Ag | Dental materials with low polymerization shrinkage |
JP2008184463A (en) * | 2007-01-30 | 2008-08-14 | Shipro Kasei Kaisha Ltd | Synthesis of new ultraviolet light absorber by dehydrochlorinating condensation between 2-cyano-3,3-diphenylacryloyl chloride and hydroxy group-containing several kinds of compounds |
US8686105B2 (en) | 2007-10-24 | 2014-04-01 | Henkel IP & Holding GmbH | Adhesive systems using imines and salts thereof, precursors to electron deficient olefins and coreactants therefor |
US8053589B1 (en) | 2007-10-24 | 2011-11-08 | Henkel Ireland Limited | Imines and methods of preparing electron deficient olefins using such novel imines |
ES2662644T3 (en) | 2007-10-24 | 2018-04-09 | Henkel IP & Holding GmbH | Methylene reagents |
WO2009053484A2 (en) * | 2007-10-24 | 2009-04-30 | Loctite (R & D) Limited | Electron deficient olefins and curable compositions prepared therefrom |
US7973119B1 (en) | 2007-10-24 | 2011-07-05 | Loctite (R&D) Limited | Adhesive systems using imines and salts thereof and precursurs to electron deficient olefins |
US10196471B1 (en) | 2008-10-24 | 2019-02-05 | Henkel IP & Holding GmbH | Curable composition having an electron deficient olefin |
US8399698B1 (en) | 2008-10-24 | 2013-03-19 | Henkel Ireland Limited | Substituted activated methylene reagents and methods of using such reagents to form electron deficient olefins |
CN102264852A (en) | 2008-12-25 | 2011-11-30 | 东亚合成株式会社 | Adhesive composition |
JP4605671B1 (en) | 2009-12-25 | 2011-01-05 | 田岡化学工業株式会社 | Ethyl-2-cyanoacrylate adhesive composition |
WO2012041395A1 (en) | 2010-10-01 | 2012-04-05 | Loctite (R & D) Limited | Alpha-cyanoacrylate ester synthesis |
WO2013008616A1 (en) * | 2011-07-12 | 2013-01-17 | 東亞合成株式会社 | Method for producing purified 2-cyanoacrylic ester |
WO2015054357A1 (en) * | 2013-10-08 | 2015-04-16 | The University Of Akron | Rubbery polysiloxanes carrying cyanoacrylate functions and related methods for their preparation and uses therefor |
EP2927209A1 (en) | 2014-03-31 | 2015-10-07 | Afinitica Technologies, S. L. | Process for preparing 1,1-disubstituted ethylenic monomers |
TWI664224B (en) | 2014-12-12 | 2019-07-01 | 日商東亞合成股份有限公司 | Two-liquid type hardening composition |
EP4086294A1 (en) | 2021-05-07 | 2022-11-09 | Bostik SA | Two-part curable composition |
CN114796591A (en) * | 2022-06-06 | 2022-07-29 | 北京康派特医疗器械有限公司 | Cyanoacrylate medical adhesive and preparation method and application thereof |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2784215A (en) * | 1954-04-07 | 1957-03-05 | Eastman Kodak Co | Monomeric esters of alpha-cyanoacrylic acid and their preparation |
GB1048906A (en) * | 1964-07-23 | 1966-11-23 | Borden Co | Cyanoacrylate esters |
US3577394A (en) * | 1968-09-27 | 1971-05-04 | Minnesota Mining & Mfg | 2-chloroethyl 2-cyanoacrylate and compositions thereof |
US4041063A (en) * | 1975-11-18 | 1977-08-09 | Johnson & Johnson | Modified cyanoacrylate monomers and methods of preparation |
SU726086A1 (en) * | 1977-07-25 | 1980-04-05 | Ордена Ленина Институт Элементоорганических Соединений Ан Ссср | Method of preparing cyanacrylic acid esters |
JPS56135455A (en) * | 1980-03-27 | 1981-10-22 | Toagosei Chem Ind Co Ltd | Novel 2-cyanoacrylate and curable composition |
CA1162562A (en) * | 1981-09-30 | 1984-02-21 | Luis R. Lizardi | Msa/so.sub.2 stabilization system |
JPS58108213A (en) * | 1981-12-22 | 1983-06-28 | Toagosei Chem Ind Co Ltd | Preparation of polymer of 2-cyanoacrylic acid ester |
JPS59222462A (en) * | 1983-05-30 | 1984-12-14 | Alpha Giken:Kk | Novel alpha-cyanoacrylate compound, its preparation and adhesive composed of said compound |
-
1994
- 1994-01-10 PL PL94310073A patent/PL310073A1/en unknown
- 1994-01-10 AU AU57142/94A patent/AU5714294A/en not_active Abandoned
- 1994-01-10 JP JP6515856A patent/JPH08505383A/en active Pending
- 1994-01-10 EP EP94902999A patent/EP0682651A1/en not_active Withdrawn
- 1994-01-10 CA CA002153342A patent/CA2153342A1/en not_active Abandoned
- 1994-01-10 WO PCT/IE1994/000002 patent/WO1994015907A1/en not_active Application Discontinuation
-
1995
- 1995-07-10 KR KR1019950702850A patent/KR960700221A/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
AU5714294A (en) | 1994-08-15 |
WO1994015907A1 (en) | 1994-07-21 |
KR960700221A (en) | 1996-01-19 |
EP0682651A1 (en) | 1995-11-22 |
CA2153342A1 (en) | 1994-07-21 |
JPH08505383A (en) | 1996-06-11 |
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