GB891655A - Coating and adhesive compositions comprising polyisocyanato-aryl esters and amides of phosphoric and thiophosphoric acids - Google Patents
Coating and adhesive compositions comprising polyisocyanato-aryl esters and amides of phosphoric and thiophosphoric acidsInfo
- Publication number
- GB891655A GB891655A GB6983/59A GB698359A GB891655A GB 891655 A GB891655 A GB 891655A GB 6983/59 A GB6983/59 A GB 6983/59A GB 698359 A GB698359 A GB 698359A GB 891655 A GB891655 A GB 891655A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aryl
- alkyl
- groups
- cycloalkaryl
- alkaryl
- 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 9
- 239000000853 adhesive Substances 0.000 title abstract 4
- 230000001070 adhesive effect Effects 0.000 title abstract 4
- 239000011248 coating agent Substances 0.000 title abstract 4
- 238000000576 coating method Methods 0.000 title abstract 4
- 150000001408 amides Chemical class 0.000 title 1
- 150000003016 phosphoric acids Chemical class 0.000 title 1
- 150000003582 thiophosphoric acids Chemical class 0.000 title 1
- 229920001971 elastomer Polymers 0.000 abstract 7
- 239000005060 rubber Substances 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 6
- 239000012948 isocyanate Substances 0.000 abstract 4
- 150000002513 isocyanates Chemical class 0.000 abstract 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 3
- 239000005864 Sulphur Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 150000001733 carboxylic acid esters Chemical group 0.000 abstract 3
- 239000000460 chlorine Substances 0.000 abstract 3
- 229910052801 chlorine Inorganic materials 0.000 abstract 3
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical group 0.000 abstract 3
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 3
- 229920003052 natural elastomer Polymers 0.000 abstract 3
- 229920001194 natural rubber Polymers 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 150000003018 phosphorus compounds Chemical class 0.000 abstract 3
- 229920000728 polyester Polymers 0.000 abstract 3
- 229920000570 polyether Polymers 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 150000005846 sugar alcohols Polymers 0.000 abstract 3
- 229920003051 synthetic elastomer Polymers 0.000 abstract 3
- 239000005061 synthetic rubber Substances 0.000 abstract 3
- 229930195735 unsaturated hydrocarbon Chemical group 0.000 abstract 3
- 229920002554 vinyl polymer Polymers 0.000 abstract 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- -1 phosphorus compound Chemical class 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- IZSHZLKNFQAAKX-UHFFFAOYSA-N 5-cyclopenta-2,4-dien-1-ylcyclopenta-1,3-diene Chemical group C1=CC=CC1C1C=CC=C1 IZSHZLKNFQAAKX-UHFFFAOYSA-N 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 1
- 244000043261 Hevea brasiliensis Species 0.000 abstract 1
- 229920000459 Nitrile rubber Polymers 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 229940059260 amidate Drugs 0.000 abstract 1
- 125000005001 aminoaryl group Chemical group 0.000 abstract 1
- 230000001680 brushing effect Effects 0.000 abstract 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 abstract 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 abstract 1
- 229920005549 butyl rubber Polymers 0.000 abstract 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 abstract 1
- 238000004040 coloring Methods 0.000 abstract 1
- 238000007598 dipping method Methods 0.000 abstract 1
- NPUKDXXFDDZOKR-LLVKDONJSA-N etomidate Chemical compound CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1 NPUKDXXFDDZOKR-LLVKDONJSA-N 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
Classifications
-
- 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
- C08G18/776—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur phosphorus
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1652—Polyol derivatives esterified at least twice by thiophosphoric acid groups
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2408—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyalkyl compounds
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/247—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aromatic amines (N-C aromatic linkage)
-
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/69—Polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/12—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
-
- 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
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2321/00—Characterised by the use of unspecified rubbers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Wood Science & Technology (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Paints Or Removers (AREA)
Abstract
A coating or adhesive composition comprises an organic solvent solution of an isocyanatoaryl phosphorus compound of formula <FORM:0891655/III/1> where X is oxygen or sulphur, n is 0, 1 or 2, A represents a radical obtained by removing two active hydrogen atoms from a di-hydroxy-terminated polyester, polyether or alcohol; R is an unsubstituted or substituted O-aryl, O-aralkyl, O-alkaryl, O-cycloalkaryl, S-aryl, S-aralkyl, S-alkaryl, S-cycloalkaryl, N-(aryl)2, N-aryl-N-alkyl, N-(aralkyl)2, N-(alkaryl)2 or N-(cycloalkaryl)2; R1 and R1 are the same or different and may be the same groups as defined for R or may be unsubstituted or substituted O-alkyl, O-cycloalkyl, S-alkyl, S-cycloalkyl, N-(alkyl)2, N-(cycloalkyl)2, N-(cyclopentadienyl)2 O-vinyl, O- or S-cyclopentadienyl or chlorine; said compound also contains at least two aromatically bound isocyanate groups; substituents in the "R" groups may be halogen, alkoxy, carboxylic ester or unsaturated hydrocarbon groups. The phosphorus compounds may be used in the form of adducts with polyhydric alcohols. Suitable solvents include aromatic hydrocarbons, chlorinated hydrocarbons, ketones and esters. The compositions may also contain natural or synthetic rubbers, e.g. 5-30% rubber and 5-50% isocyanate. The ratio of rubber to isocyanate may be from 10:1 to 1:10, preferably 3:1 to 1:3, e.g. 1:1. In Example 3, a natural rubber composition containing fillers, vulcanizers and colouring matter is dissolved in benzine and mixed with a methylene chloride solution of tri-p-isocyanatophenyl phosphate and the resulting mixture applied by dipping, brushing or spraying to rubber articles and dried at room temperature. Specification 891,654 is referred to.ALSO:A natural or synthetic rubber composition used as a coating or adhesive composition comprises an isocyanato-aryl phosphorus compound of formula <FORM:0891655/IV (a)/1> where X is oxygen or sulphur, n is 0, 1 or 2, A represents a radical obtained by removing two active hydrogen atoms from a di-hydroxy-terminated polyester, polyether or alcohol; R is an unsubstituted or substituted O-aryl, O-aralkyl, O-alkaryl, O-cycloalkaryl, S-aryl, S-aralkyl, S-alkaryl, S-cycloalkaryl, N-(aryl)2, N-aryl-N-alkyl, N-(aralkyl)2, N-(alkaryl)2 or N-(cycloalkaryl)2; R1 and R1 are the same or different and may be the same groups as defined for R or may be unsubstituted or substituted O-alkyl, O-cycloalkyl, S-alkyl, S-cycloalkyl, N-(alkyl)2, N-(cycloalkyl)2, N-(cyclopentadienyl)2 O-vinyl, O- or S-cyclopentadienyl or chlorine; said compound also contains at least two aromatically bound isocyanate groups; substituents in the "R" groups may be halogen, alkoxy, carboxylic ester or unsaturated hydrocarbon groups. The phosphorus compounds may be used in the form of adducts with polyhydric alcohols. Suitable solvents present include aromatic hydrocarbons, chlorinated hydrocarbons, ketones and esters. The compositions may contain 5-30% rubber and 5-50% isocyanate. The ratio of rubber to isocyanate may be from 10:1 to 1:10, preferably 3:1 to 1:3, e.g. 1:1. Specified synthetic rubbers are butyl rubber, butadiene-styrene rubber, butadieneacrylonitrile rubber and polymers of 2-chlorobuta-1,3-diene. The usual vulcanizing composition ingredients may be present. Specification 891,654 is referred to.ALSO:Isocyanatoaryl phosphorus compounds of formula <FORM:0891655/IV (b)/1> where X is oxygen or sulphur, n is 0, 1 or 2, A represents a radical obtained by removing two active hydrogen atoms from a di-hydroxy-terminated polyester, polyether or alcohol; R is an unsubstituted or substituted O-aryl, O-aralkyl, O-alkaryl, O-cycloalkaryl, S-aryl, S-aralkyl, S-alkaryl, S-cycloalkaryl, N-(aryl)2, N-aryl-N-alkyl, N-(aralkyl)2, N-(alkaryl)2 or N-(cycloalkaryl)2; R1 and R11 are the same or different and may be the same groups as defined for R or may be unsubstituted or substituted O-alkyl, O-cycloalkyl, S-alkyl, S-cycloalkyl, N-(alkyl)2, N-(cycloalkyl)2, N-(cyclopentadienyl)2, O-vinyl, O- or S-cyclo pentadienyl or chlorine and said compound also contains at least two aromatically bound isocyanate groups and substituents in the "R" groups may be halogen, alkoxy, carboxylic ester or unsaturated hydrocarbon groups, used in coating and adhesive compounds (see Groups III, IV(a) and VIII) may be prepared by phosgenating the corresponding aminoaryl compounds as described in Specification 891,654. Reference is also made to adducts of the above compounds with polyhydric alcohols. Specified compounds outside the scope of those claimed in Specification 891,654 are di-p-iso-cyanatophenyl phosphochloridate, di-p-isocyanatophenyl phosphor-N,N-dicyclopentadienylamidate and dicyclopentadienyl dithiophosphor - N,N - bis (4 - isocyanatophenyl) amidate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF25152A DE1131001B (en) | 1958-03-01 | 1958-03-01 | Suitable solutions for the production of coatings, varnishes and bonds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB891655A true GB891655A (en) | 1962-03-14 |
Family
ID=7091507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6983/59A Expired GB891655A (en) | 1958-03-01 | 1959-02-27 | Coating and adhesive compositions comprising polyisocyanato-aryl esters and amides of phosphoric and thiophosphoric acids |
Country Status (6)
| Country | Link |
|---|---|
| BE (2) | BE575407A (en) |
| CH (1) | CH384205A (en) |
| DE (1) | DE1131001B (en) |
| FR (1) | FR1225868A (en) |
| GB (1) | GB891655A (en) |
| NL (2) | NL123358C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2187800A1 (en) * | 1972-06-13 | 1974-01-18 | Ciba Geigy Ag |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10358667A1 (en) * | 2003-12-12 | 2005-07-14 | Votteler Lackfabrik Gmbh & Co. Kg | Agent for insulating primer of wood and wood-based materials and its use |
-
1958
- 1958-03-01 DE DEF25152A patent/DE1131001B/en active Pending
-
1959
- 1959-02-05 BE BE575407A patent/BE575407A/en unknown
- 1959-02-20 CH CH6984159A patent/CH384205A/en unknown
- 1959-02-27 GB GB6983/59A patent/GB891655A/en not_active Expired
- 1959-02-27 NL NL236581A patent/NL123358C/en active
- 1959-02-28 BE BE576226A patent/BE576226A/en unknown
- 1959-02-28 FR FR788020A patent/FR1225868A/en not_active Expired
-
1965
- 1965-12-31 NL NL6517279A patent/NL124880C/en active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2187800A1 (en) * | 1972-06-13 | 1974-01-18 | Ciba Geigy Ag |
Also Published As
| Publication number | Publication date |
|---|---|
| BE575407A (en) | 1959-05-29 |
| NL6517279A (en) | 1966-02-25 |
| BE576226A (en) | 1959-06-15 |
| NL236581A (en) | 1964-03-10 |
| NL124880C (en) | 1968-03-15 |
| FR1225868A (en) | 1960-07-06 |
| DE1131001B (en) | 1962-06-07 |
| NL123358C (en) | 1967-12-15 |
| CH384205A (en) | 1964-11-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE59007601D1 (en) | Process for the production of coatings. | |
| AR036116A1 (en) | ORGANIC POLYISOCIANATES THAT INCLUDE BLOCKED ISOCIANATE GROUPS, A METHOD FOR PRODUCERS, USE OF ORGANIC POLYISOCIANATES AS RETICULATING AGENTS, AND COATING OR LACQUES CONTAINING THEM | |
| ATE61618T1 (en) | RELEASE AGENT COMPOSITION, MIXTURES CONTAINING THIS RELEASE AGENT COMPOSITION, A PROCESS FOR THE MANUFACTURE OF ELASTIC MOLDINGS AND THE MOLDINGS OBTAINED AFTER THIS PROCESS. | |
| GB830800A (en) | Amidophosphoric acid derivatives | |
| GB1426066A (en) | Decolourization of polymeric phosphazenes with ozone | |
| GB891655A (en) | Coating and adhesive compositions comprising polyisocyanato-aryl esters and amides of phosphoric and thiophosphoric acids | |
| GB1012234A (en) | High molecular weight compositions resistant to electro-static charge | |
| US2587477A (en) | Stabilization of synthetic rubber | |
| US2630442A (en) | Organotin phosphate esters | |
| US2923730A (en) | Dithiophosphoric acid esters and their preparation | |
| BR8306447A (en) | LOADING IN PARTICLES, PROCESS FOR THE PRODUCTION OF A LOADING IN PARTICLES AND POLYMER COMPOSITION | |
| ATE148719T1 (en) | METHOD FOR PRODUCING HARD URETHANE GROUPS AND FOAM MATERIALS PREMIUMLY CONTAINING ISOCYANURATE GROUPS | |
| GB916490A (en) | Phosphoric and thiophosphoric esters and compositions containing the same | |
| GB741662A (en) | Manufacture of insecticidal compositions containing organic phosphorus compounds | |
| GB1032873A (en) | Polyol-polyisocyanate products | |
| GB891654A (en) | Isocyanatoaryl esters and amides of phosphoric and thiophosphoric acids | |
| ES2176275T3 (en) | ALDIMINAS BASED ON 2-METHYL-1,5-PENTANE DIAMINE AND ITS USE FOR THE PRODUCTION OF COATINGS. | |
| DE59207331D1 (en) | Process for the production of flame-retardant rigid foams containing urethane groups | |
| GB892131A (en) | Flame-proofing process | |
| US2644008A (en) | Prevention of decomposition of chloroalkyl aryloxyalkyl sulfites | |
| US1886775A (en) | Plastic cellulose compound | |
| GB866817A (en) | Insecticidal compositions and phosphorylvinyl phosphates for use therein | |
| SU802319A1 (en) | Vulcanized composition based on low-molecular weight unsaturated rubber | |
| JPS5823381B2 (en) | Isocyanate materials | |
| SU1002335A1 (en) | Composition for antiadhesive coating |