GB979667A - Nitrogen and hydroxyl containing ester adducts and the production of polyurethanes - Google Patents
Nitrogen and hydroxyl containing ester adducts and the production of polyurethanesInfo
- Publication number
- GB979667A GB979667A GB1983662A GB1983662A GB979667A GB 979667 A GB979667 A GB 979667A GB 1983662 A GB1983662 A GB 1983662A GB 1983662 A GB1983662 A GB 1983662A GB 979667 A GB979667 A GB 979667A
- Authority
- GB
- United Kingdom
- Prior art keywords
- epoxy ester
- dialkanolamine
- diethanolamine
- reacting
- novel
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Novel adducts are produced by reacting an epoxy ester of the general formula <FORM:0979667/C1/1> with a mono or di-alkanolamine in the mol. ratio of 0.5 to 2.0:1 of epoxy ester to monoalkanolamine and 0.5 to 1.0:1.0 epoxy ester to dialkanolamine, where R1 and R2 are similar or dissimilar alkyl groups and R3 to R8 each are hydrogen or an alkyl group, especially those compounds wherein all R4 to R8 are hydrogen. A preferred adduct is one wherein the acid comprising the epoxy ester is obtained by reacting an olefin, preferably of six to eighteen carbon atoms, with carbon monoxide and water in the presence of a highly acidic compound. From the alkanolamines the dialkanolamines are preferred, especially diethanolamine and diisopropanolamine. The products are suitable for conversion to polyurethanes (see Divisions B2, C3). In the example a paraffin feedstock is cracked to an alkene, which is converted to monoenes which are converted to give C9 to C11 saturated monocarboxylic acids by adding carbon monoxide and water in the presence of phosphoric acid and boron trifluoride. One mole of the sodium salt of the above acid is reacted with epichlorohydrin to give the glycidyl ester which is then heated with one mole of diethanolamine to give the novel product. Specifications 743,579, 798,065, 871,278, 883,142 and 936,808 also are referred to.ALSO:Polyurethanes are obtained by reacting a novel adduct of an epoxy ester of the general formula <FORM:0979667/C3/1> and a mono or dialkanolamine (see Division C2) and an organic polyiso or isothiocyanate, especially the diisocyanate and particularly 4, 41-diisocyanate-diphenyl methane. R1 and R2 may be similar or dissimilar alkyl groups, R3 to R8 may each be hydrogen atoms or alkyl groups, the preferred type having R4 to R8 all hydrogen atoms, the alkanolamine, preferably dialkanolamine being diethanolamine or diisopropanolamine. Extenders i.e. coal tar, pitch, transformer or pine oil, coumarone resins, solvent extracted lubricating oil, fillers such as barytes, mica slate powder, silica flour may be admixed. Extensive lists of di-isocyanates are given and include "mashed" types. In the examples stannous octoate is included as a catalyst to promote curing. Specifications 743,597, 798,065, 871,278, 883,142 and 936,808 also are referred to.ALSO:Metals may be coated with a polyurethane see Division C3) product made from a novel see Division C2) adduct of an epoxy ester and a mono- or dialkanolamine and a poly-iso or isothiocyanate, diluted or extended with coal tar, pitch, pine or transformer oil, a coumarone resin or a solvent extracted lubricating oil distillate and optionally filled, e.g. with barytes, mica, slate powder or silica flow. In an example the glycidyl ester of mixed C9-C11 acids reacted with diethanolamine, mixed with a solvent extracted aromatic cut has stirred into it 4,41-diisocyanatodiphenyl methane, the reacting mass being coated on to shot blasted steel panels and / cured at room temperature. Specifications 743,597, 798,065, 871,278, 883,142, and 936,808 also are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1983662A GB979667A (en) | 1962-05-23 | 1962-05-23 | Nitrogen and hydroxyl containing ester adducts and the production of polyurethanes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1983662A GB979667A (en) | 1962-05-23 | 1962-05-23 | Nitrogen and hydroxyl containing ester adducts and the production of polyurethanes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB979667A true GB979667A (en) | 1965-01-06 |
Family
ID=10136045
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1983662A Expired GB979667A (en) | 1962-05-23 | 1962-05-23 | Nitrogen and hydroxyl containing ester adducts and the production of polyurethanes |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB979667A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2172284A (en) * | 1985-03-12 | 1986-09-17 | Ciba Geigy Ag | Nitrogen-containing additives for non-aqueous functional fluids |
FR2578854A1 (en) * | 1985-03-12 | 1986-09-19 | Ciba Geigy Ag | NONAQUEOUS FUNCTIONAL LIQUIDS ADDED WITH NITROGEN COMPOUNDS, NOVEL NITROGEN COMPOUNDS, THEIR PREPARATION, AND THE APPLICATION OF NITROGEN COMPOUNDS AS CORROSION INHIBITORS. |
US4859354A (en) * | 1985-03-12 | 1989-08-22 | Ciba-Geigy Corporation | Nitrogen-containing additives for non-aqueous functional fluids |
EP0816409A1 (en) * | 1996-07-03 | 1998-01-07 | Basf Aktiengesellschaft | Polyurethanes |
-
1962
- 1962-05-23 GB GB1983662A patent/GB979667A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2172284A (en) * | 1985-03-12 | 1986-09-17 | Ciba Geigy Ag | Nitrogen-containing additives for non-aqueous functional fluids |
FR2578854A1 (en) * | 1985-03-12 | 1986-09-19 | Ciba Geigy Ag | NONAQUEOUS FUNCTIONAL LIQUIDS ADDED WITH NITROGEN COMPOUNDS, NOVEL NITROGEN COMPOUNDS, THEIR PREPARATION, AND THE APPLICATION OF NITROGEN COMPOUNDS AS CORROSION INHIBITORS. |
US4762628A (en) * | 1985-03-12 | 1988-08-09 | Ciba-Geigy Corporation | Nitrogen-containing additives for non-aqueous functional fluids |
US4859354A (en) * | 1985-03-12 | 1989-08-22 | Ciba-Geigy Corporation | Nitrogen-containing additives for non-aqueous functional fluids |
EP0816409A1 (en) * | 1996-07-03 | 1998-01-07 | Basf Aktiengesellschaft | Polyurethanes |
US5985985A (en) * | 1996-07-03 | 1999-11-16 | Basf Aktiengesellschaft | Polyurethanes |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR950703590A (en) | Catalysts for low temperature cure of blocked isocyanates | |
GB754015A (en) | Sulphur-containing epoxides and reaction products thereof | |
Jaillet et al. | Synthesis of cardanol oil building blocks for polymer synthesis | |
GB818218A (en) | A process for the production of cured epoxide resins | |
US3331788A (en) | Reaction products of certain amines and certain polyepihalohydrins | |
GB1136112A (en) | Production of epoxy resins | |
GB979667A (en) | Nitrogen and hydroxyl containing ester adducts and the production of polyurethanes | |
BR0103681A (en) | Hydroxy functionality urethane compound and coating composition | |
GB1376850A (en) | Polymerisation of crude petroleum hydrocarbon | |
US4504606A (en) | Thermosetting coating composition--I | |
KR102120821B1 (en) | Branch-type amine-based curing agent, epoxy resin composition using the same and cured product thereof | |
US3299008A (en) | Process for preparing flexible resinified products from polyepoxides and resulting products | |
CN113563564B (en) | Grease-based latent resin, and preparation method and application thereof | |
GB991910A (en) | Improvements in and relating to epoxide compositions | |
US4812535A (en) | Coating composition containing a hydroxy functional epoxy-polyester graft copolymer | |
US3438911A (en) | Reduction of hydroxyl group content of epoxy resins | |
US3324050A (en) | Method of curing a polyepoxide with bisheterocyclic aromatic compounds and resultingproducts | |
GB871762A (en) | Polyurethane plastics and their production | |
US4550154A (en) | Thermosetting coating composition | |
US5101060A (en) | Paired Mannich condensates of alkyl phenols | |
US3200154A (en) | Mono-secondary-hydroxy hydrocarbon n-substituted trialkylene tetramines | |
CN109942795A (en) | Galla turcica acidic group Waterborne Phosphorus-Containing Epoxy Curing Agents and preparation method thereof | |
US4708995A (en) | Chip resistant primer composition I | |
EP0487188A1 (en) | Alkyl phenol Mannich condensates | |
ES272034A1 (en) | New polyaddition resins |