GB769091A - Production of condensation products, resinous foams and polymeric materials of high molecular weight - Google Patents
Production of condensation products, resinous foams and polymeric materials of high molecular weightInfo
- Publication number
- GB769091A GB769091A GB20644/53A GB2064453A GB769091A GB 769091 A GB769091 A GB 769091A GB 20644/53 A GB20644/53 A GB 20644/53A GB 2064453 A GB2064453 A GB 2064453A GB 769091 A GB769091 A GB 769091A
- Authority
- GB
- United Kingdom
- Prior art keywords
- glycol
- polyurethanes
- polyurethane
- reacted
- ncx
- 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
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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
- H01B3/307—Other macromolecular compounds
-
- 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
- C08G2101/00—Manufacture of cellular products
-
- 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
- C08G2170/00—Compositions for adhesives
- C08G2170/60—Compositions for foaming; Foamed or intumescent adhesives
-
- 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
- C08G2350/00—Acoustic or vibration damping material
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
A polyurethane is made by reacting in the liquid state and under anhydrous conditions an organic isocyanate or isothiocyanate of the formula R(NCX)n, where R is an organic group, X is oxygen or sulphur and n is at least 2, with a polyalkylene glycol having a molecular weight of at least 200 in amount such that the ratio of -(NCX) groups to the OH groups contained therein is greater than 1 : 1. The reactants are merely mixed together, or where solid at room temperature they are melted before mixing. The reaction may also be effected in a solvent, e.g. benzene, toluene, xylene, naphtha, gasoline, carbon tetrachloride, ethyl acetate or amyl acetate, and may be accelerated by the addition of up to 5 per cent of sodium or potassium hydroxide or a tertiary amine, e.g. N-methylmorpholine, triethylamine, tripropylamine, tributylamine, pyridine or quinoline. Many isocyanates and isothiocyanates are specified. The polyalkylene glycols, e.g. tetraethylene glycerol, polyethylene glycols having average molecular weights of 200, 400 and 600, polypropylene glycols having average molecular weights of 400, 750, 1200 and 2000 and carbowaxes having average molecular weights of 500 to 600 and 1000, may be used alone or in conjunction with polyols, e.g. pentaerythritol, sorbitol, sucrose, glycerine, glycerine-ethylene oxide condensate and triethanolamine-ethylene oxide condensate, or with monomeric diols, e.g. ethylene-, propylene- or butylene-glycol, 2-methyl pentane diol, 2-ethylhexane diol, styrene glycol, glycol-a -isopropyl ether or glycerol-a -phenyl ether. Polyurethanes or mixtures of polyurethanes and isocyanates or isothiocyanates result respectively where the ratio (NCX : OH) falls short of or exceeds n : 1. The polyurethanes so produced contain iso- or isothio-cyanate groups and may be reacted further either per se or with water or other compounds containing a plurality of active hydrogen atoms, e.g. hydrogen sulphide, carboxylic acids or esters or polyesters thereof, preferably in the presence of an emulsifying agent, to yield resinous foams or bubblefree resins, and find use in the production of adhesives, coating compositions, electrical-, heat- and sound-insulation materials, plastic articles, laminated products, radomes, abrasive articles and internal coatings for metallic receptacles. In examples (1, 3, 6 to 11 and 17)-m-tolylene diisocyanate is reacted with polyethylene glycol (200 or 400) in the presence or absence of dry benzene and in the presence or absence of various polyols to give liquids which may be further reacted in the presence of a tertiary amine to yield tough films; (12 to 16) the same reactants as used to make polyurethanes which are reacted further with water and ethylene glycol in the presence of emulsifying agents and tertiary amines to yield foamed products; (2, 4, 5) the isocyanate used is p.p1-diisocyanatodiphenylmethane; (18 to 21) particular applications are described in detail. Films of the polyurethanes are made by applying a volatile solvent, e.g. acetone, to a non-adhesive surface such as mercury and then casting a film of the polyurethane upon the surface of the mercury, with subsequent evaporation of the solvent and gradual reaction with atmospheric moisture or other active hydrogen-containing compound. The hardened film may then be removed from the non-adhesive surface.ALSO:In example (18) samples of aluminium and cold rolled steel were cleaned and coated with a benzene solution of a polymethane (see Group IV(a)) and then allowed to dry at room temperature and then at elevated temperatures. Corrosion resistant sheet metal objects such as autobodies, airplanes and air-conditioning conduits may be coated with resinous foams by depositing the polyurethane on the surface of the selected base and exposing the coating to atmospheric moisture to cause foam formation of the polyurethane.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US769091XA | 1952-07-25 | 1952-07-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB769091A true GB769091A (en) | 1957-02-27 |
Family
ID=22134916
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB20644/53A Expired GB769091A (en) | 1952-07-25 | 1953-07-24 | Production of condensation products, resinous foams and polymeric materials of high molecular weight |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1302619B (en) |
GB (1) | GB769091A (en) |
Cited By (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1098708B (en) * | 1957-07-17 | 1961-02-02 | Bayer Ag | Process for the production of foams containing urethane groups |
DE1099726B (en) * | 1957-11-09 | 1961-02-16 | Bayer Ag | Process for the production of foams containing urethane groups |
DE1105158B (en) * | 1958-04-03 | 1961-04-20 | Bataafsche Petroleum | Process for the production of homogeneous or foamed polymerization products containing urethane groups |
US2990376A (en) * | 1959-01-29 | 1961-06-27 | Dow Chemical Co | Cross-linking agent and method for making same |
DE1113083B (en) * | 1958-08-15 | 1961-08-24 | Ici Ltd | Process for the production of optionally foamed polyurethanes |
US3012993A (en) * | 1958-04-21 | 1961-12-12 | Du Pont | Branched chain polyurethane polymers |
DE1119506B (en) * | 1958-11-20 | 1961-12-14 | Union Carbide Corp | Process for the production of foams based on polyether urethanes |
DE1127082B (en) * | 1959-02-26 | 1962-04-05 | Hoechst Ag | Process for the production of high molecular weight water-soluble or water-swellable polyaether urethanes |
US3049513A (en) * | 1959-03-26 | 1962-08-14 | Wyandotte Chemicals Corp | Ordered isocyanate-terminated polyether-based urethane compositions |
US3049516A (en) * | 1959-03-26 | 1962-08-14 | Wyandotte Chemicals Corp | Ordered hydroxy-terminated polyether-based urethane compositions |
DE1144002B (en) * | 1958-12-22 | 1963-02-21 | Dow Chemical Co | Process for the production of cellular molding compositions containing urethane groups |
US3098658A (en) * | 1958-11-12 | 1963-07-23 | Goodrich Co B F | Golf ball having a polyetherurethane core |
DE1151929B (en) * | 1960-06-02 | 1963-07-25 | Dow Chemical Co | Process for the production of polyurethane foams |
DE1179660B (en) * | 1961-04-19 | 1964-10-15 | Henkel & Cie Gmbh | Coating compositions which form highly elastic films, in particular rubber lacquers based on sulfur-containing polyurethanes |
DE1194136B (en) * | 1960-02-15 | 1965-06-03 | Monsanto Co | Process for the production of polyurethane foams |
DE1225381B (en) * | 1964-12-12 | 1966-09-22 | Bayer Ag | Process for the production of molded bodies, including flat structures, based on urethane prepolymers |
DE1241974B (en) * | 1963-10-23 | 1967-06-08 | Kurashiki Rayon Company Ltd | Stabilizers for Polyurethanes |
DE1247629B (en) * | 1964-01-02 | 1967-08-17 | Elekal Fa | Process for the production of polyurethane foams |
FR2215445A1 (en) * | 1973-01-29 | 1974-08-23 | Ici Ltd | |
US4558073A (en) * | 1981-06-09 | 1985-12-10 | Henkel Kommanditgesellschaft Auf Aktien | Composition for the production of polyurethane foam materials having improved form stability |
CN115434073A (en) * | 2022-09-13 | 2022-12-06 | 上海迅江科技有限公司 | Polyurethane nanofiber waterproof moisture-permeable film and preparation method and application thereof |
-
0
- DE DENDAT1302619D patent/DE1302619B/de active Pending
-
1953
- 1953-07-24 GB GB20644/53A patent/GB769091A/en not_active Expired
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1098708B (en) * | 1957-07-17 | 1961-02-02 | Bayer Ag | Process for the production of foams containing urethane groups |
DE1099726B (en) * | 1957-11-09 | 1961-02-16 | Bayer Ag | Process for the production of foams containing urethane groups |
DE1105158B (en) * | 1958-04-03 | 1961-04-20 | Bataafsche Petroleum | Process for the production of homogeneous or foamed polymerization products containing urethane groups |
US3012993A (en) * | 1958-04-21 | 1961-12-12 | Du Pont | Branched chain polyurethane polymers |
DE1113083B (en) * | 1958-08-15 | 1961-08-24 | Ici Ltd | Process for the production of optionally foamed polyurethanes |
DE1125647B (en) * | 1958-08-15 | 1962-03-15 | Ici Ltd | Process for the production of optionally foamed polyurethanes |
US3098658A (en) * | 1958-11-12 | 1963-07-23 | Goodrich Co B F | Golf ball having a polyetherurethane core |
DE1119506B (en) * | 1958-11-20 | 1961-12-14 | Union Carbide Corp | Process for the production of foams based on polyether urethanes |
DE1144002B (en) * | 1958-12-22 | 1963-02-21 | Dow Chemical Co | Process for the production of cellular molding compositions containing urethane groups |
US2990376A (en) * | 1959-01-29 | 1961-06-27 | Dow Chemical Co | Cross-linking agent and method for making same |
DE1127082B (en) * | 1959-02-26 | 1962-04-05 | Hoechst Ag | Process for the production of high molecular weight water-soluble or water-swellable polyaether urethanes |
US3049516A (en) * | 1959-03-26 | 1962-08-14 | Wyandotte Chemicals Corp | Ordered hydroxy-terminated polyether-based urethane compositions |
US3049513A (en) * | 1959-03-26 | 1962-08-14 | Wyandotte Chemicals Corp | Ordered isocyanate-terminated polyether-based urethane compositions |
DE1194136B (en) * | 1960-02-15 | 1965-06-03 | Monsanto Co | Process for the production of polyurethane foams |
DE1151929B (en) * | 1960-06-02 | 1963-07-25 | Dow Chemical Co | Process for the production of polyurethane foams |
DE1179660B (en) * | 1961-04-19 | 1964-10-15 | Henkel & Cie Gmbh | Coating compositions which form highly elastic films, in particular rubber lacquers based on sulfur-containing polyurethanes |
DE1241974B (en) * | 1963-10-23 | 1967-06-08 | Kurashiki Rayon Company Ltd | Stabilizers for Polyurethanes |
DE1247629B (en) * | 1964-01-02 | 1967-08-17 | Elekal Fa | Process for the production of polyurethane foams |
DE1225381B (en) * | 1964-12-12 | 1966-09-22 | Bayer Ag | Process for the production of molded bodies, including flat structures, based on urethane prepolymers |
FR2215445A1 (en) * | 1973-01-29 | 1974-08-23 | Ici Ltd | |
US4558073A (en) * | 1981-06-09 | 1985-12-10 | Henkel Kommanditgesellschaft Auf Aktien | Composition for the production of polyurethane foam materials having improved form stability |
CN115434073A (en) * | 2022-09-13 | 2022-12-06 | 上海迅江科技有限公司 | Polyurethane nanofiber waterproof moisture-permeable film and preparation method and application thereof |
Also Published As
Publication number | Publication date |
---|---|
DE1302619B (en) | 1970-12-17 |
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