CA1088696A - Isocyanto-functional organo silanes and adhesives therefrom - Google Patents
Isocyanto-functional organo silanes and adhesives therefromInfo
- Publication number
- CA1088696A CA1088696A CA233,912A CA233912A CA1088696A CA 1088696 A CA1088696 A CA 1088696A CA 233912 A CA233912 A CA 233912A CA 1088696 A CA1088696 A CA 1088696A
- Authority
- CA
- Canada
- Prior art keywords
- parts
- weight
- range
- amount
- composition according
- 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
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- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- SURLGNKAQXKNSP-DBLYXWCISA-N chlorin Chemical compound C\1=C/2\N/C(=C\C3=N/C(=C\C=4NC(/C=C\5/C=CC/1=N/5)=CC=4)/C=C3)/CC\2 SURLGNKAQXKNSP-DBLYXWCISA-N 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- NSTIZQOITAJXHB-UHFFFAOYSA-N diethoxy-(3-isocyanato-1-phenylpropyl)silane Chemical compound C1(=CC=CC=C1)C(CCN=C=O)[SiH](OCC)OCC NSTIZQOITAJXHB-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical compound CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- WUDNUHPRLBTKOJ-UHFFFAOYSA-N ethyl isocyanate Chemical compound CCN=C=O WUDNUHPRLBTKOJ-UHFFFAOYSA-N 0.000 description 1
- CTXKDHZPBPQKTD-UHFFFAOYSA-N ethyl n-(carbamoylamino)carbamate Chemical compound CCOC(=O)NNC(N)=O CTXKDHZPBPQKTD-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 208000006278 hypochromic anemia Diseases 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000582 polyisocyanurate Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- VMXUWOKSQNHOCA-UKTHLTGXSA-N ranitidine Chemical compound [O-][N+](=O)\C=C(/NC)NCCSCC1=CC=C(CN(C)C)O1 VMXUWOKSQNHOCA-UKTHLTGXSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 125000005624 silicic acid group Chemical group 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052990 silicon hydride Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/778—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/8083—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/809—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Lining Or Joining Of Plastics Or The Like (AREA)
- Joining Of Glass To Other Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50682974A | 1974-09-17 | 1974-09-17 | |
| US506829 | 1974-09-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1088696A true CA1088696A (en) | 1980-10-28 |
Family
ID=24016173
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA233,912A Expired CA1088696A (en) | 1974-09-17 | 1975-08-21 | Isocyanto-functional organo silanes and adhesives therefrom |
| CA344,889A Expired CA1095926A (en) | 1974-09-17 | 1980-02-01 | Isocyanto-functional organo silanes and adhesives therefrom |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA344,889A Expired CA1095926A (en) | 1974-09-17 | 1980-02-01 | Isocyanto-functional organo silanes and adhesives therefrom |
Country Status (15)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108715680A (zh) * | 2018-06-28 | 2018-10-30 | 芜湖卓越线束系统有限公司 | 用于汽车线束的耐磨抗老化复合橡胶及其制备方法 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6295371A (ja) * | 1985-10-22 | 1987-05-01 | Agency Of Ind Science & Technol | 粉末状吸湿架橋性ホツトメルト接着剤の製造方法 |
| JPS63110272A (ja) * | 1986-10-27 | 1988-05-14 | Sumitomo Deyurezu Kk | 複合ラミネ−ト用接着剤組成物 |
| JPH01141578U (enrdf_load_stackoverflow) * | 1988-03-16 | 1989-09-28 | ||
| DE10162642A1 (de) * | 2001-12-20 | 2003-07-10 | Henkel Kgaa | Haftvermittler für reaktive Polyurethane |
| US6878231B2 (en) * | 2003-02-28 | 2005-04-12 | Lord Corporation | One-part solvent-based adhesive for bonding polymer materials |
| US8153268B1 (en) * | 2008-03-26 | 2012-04-10 | Loctite (R&D) Limited | Polymer to metal bonding and compounds and compositions useful therefor |
| WO2011029751A1 (en) * | 2009-09-11 | 2011-03-17 | Loctite (R & D) Limited | Bonding compositions |
| CN111454425B (zh) | 2012-09-04 | 2023-04-07 | 科思创德国股份有限公司 | 具有硫代氨基甲酸酯结构的异氰酸根合硅烷 |
| US9353210B2 (en) | 2012-09-04 | 2016-05-31 | Covestro Deutschland Ag | Silane functional binder with thiourethane structure |
| JP6093863B2 (ja) | 2012-09-14 | 2017-03-08 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェンＨｅｎｋｅｌ ＡＧ ＆ Ｃｏ． ＫＧａＡ | 硫黄含浸粒子状固体を含む改良接着剤組成物 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3426057A (en) * | 1963-09-06 | 1969-02-04 | Bernard Kanner | Isocyanate compounds and process for preparing same |
| FR1486750A (fr) * | 1965-07-15 | 1967-06-30 | Dow Corning | Compositions durcissables contenant des polyisocyanatoorganosilanes comme agents d'adhérence |
| NL130569C (enrdf_load_stackoverflow) * | 1965-12-20 | |||
| US3542639A (en) * | 1967-01-26 | 1970-11-24 | Lord Corp | Rubber-to-metal adhesive and its use |
| US3576033A (en) * | 1967-05-22 | 1971-04-20 | Stevens & Co Inc J P | 1-methyl-phenylene-2,4-bis(triethoxysilyl propylene-3'-ureylene) |
| BE790976A (fr) * | 1971-11-06 | 1973-05-07 | Bayer Ag | Derives silyles de l'uree et leur preparation |
| DE2307794A1 (de) * | 1972-02-17 | 1973-08-23 | Mitsui Toatsu Chemicals | Polyurethanzusammensetzung |
| US3830784A (en) * | 1972-03-22 | 1974-08-20 | Lord Corp | Shelf-stable adhesive compositions for laminating elastomers to metal and textile substrates and such laminates |
| US3956353A (en) * | 1974-07-15 | 1976-05-11 | Dow Corning Corporation | Anionic coupling agents |
-
1975
- 1975-08-21 CA CA233,912A patent/CA1088696A/en not_active Expired
- 1975-09-01 GB GB35919/75A patent/GB1526953A/en not_active Expired
- 1975-09-08 FR FR7527447A patent/FR2285391A1/fr active Granted
- 1975-09-09 SE SE7510043A patent/SE425745B/xx not_active IP Right Cessation
- 1975-09-09 DE DE19752540080 patent/DE2540080A1/de active Granted
- 1975-09-15 BR BR7505906*A patent/BR7505906A/pt unknown
- 1975-09-15 IT IT51331/75A patent/IT1046974B/it active
- 1975-09-16 CH CH1197775A patent/CH618212A5/de not_active IP Right Cessation
- 1975-09-16 TR TR18921A patent/TR18921A/xx unknown
- 1975-09-16 AT AT709275A patent/AT351652B/de not_active IP Right Cessation
- 1975-09-17 SU SU752175151A patent/SU1429937A3/ru active
- 1975-09-17 BE BE160117A patent/BE833508A/xx not_active IP Right Cessation
- 1975-09-17 JP JP50112511A patent/JPS51125130A/ja active Granted
- 1975-09-17 DK DK415675A patent/DK152136C/da not_active IP Right Cessation
- 1975-09-17 NL NLAANVRAGE7510952,A patent/NL185525C/xx not_active IP Right Cessation
-
1980
- 1980-02-01 CA CA344,889A patent/CA1095926A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108715680A (zh) * | 2018-06-28 | 2018-10-30 | 芜湖卓越线束系统有限公司 | 用于汽车线束的耐磨抗老化复合橡胶及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7510952A (nl) | 1976-03-19 |
| DE2540080A1 (de) | 1976-03-25 |
| CA1095926A (en) | 1981-02-17 |
| JPS5334138B2 (enrdf_load_stackoverflow) | 1978-09-19 |
| AT351652B (de) | 1979-08-10 |
| SU1429937A3 (ru) | 1988-10-07 |
| JPS51125130A (en) | 1976-11-01 |
| FR2285391A1 (fr) | 1976-04-16 |
| NL185525C (nl) | 1990-05-01 |
| SE425745B (sv) | 1982-11-01 |
| SE7510043L (sv) | 1976-05-10 |
| TR18921A (tr) | 1977-12-20 |
| FR2285391B3 (enrdf_load_stackoverflow) | 1978-04-28 |
| IT1046974B (it) | 1980-09-10 |
| DE2540080C2 (enrdf_load_stackoverflow) | 1987-12-23 |
| NL185525B (nl) | 1989-12-01 |
| CH618212A5 (en) | 1980-07-15 |
| DK415675A (da) | 1976-03-18 |
| DK152136B (da) | 1988-02-01 |
| DK152136C (da) | 1988-07-25 |
| BE833508A (fr) | 1976-03-17 |
| GB1526953A (en) | 1978-10-04 |
| ATA709275A (de) | 1979-01-15 |
| BR7505906A (pt) | 1976-08-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |