GB896999A - Polyether-thioether-glycols - Google Patents
Polyether-thioether-glycolsInfo
- Publication number
- GB896999A GB896999A GB2492858A GB2492858A GB896999A GB 896999 A GB896999 A GB 896999A GB 2492858 A GB2492858 A GB 2492858A GB 2492858 A GB2492858 A GB 2492858A GB 896999 A GB896999 A GB 896999A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyether
- glycols
- thioether
- glycol
- formula
- 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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide 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
- C08G18/52—Polythioethers
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Polyether-thioether glycols having molecular weights of 500 to 60,000 are prepared by reacting a polyether glycol of the formula HO-(CH2CH2O)m-R-O-(CH2CH2O)n-H where R is an alkylene, cycloalkylene or arylene radical which may contain hydroxyl and/or oxalkylated hydroxyl groups, and the sum of m and n is 6 to 200, with a thioether glycol of the formula HO-(CHR1CHR2-S-CHR3CHR4O)p-H where R1, R2, R3 and R4 are hydrogen or alkyl, cycloalkyl or aryl groups, and p is 1 to 200. The reaction is preferably effected at temperatures of 140 DEG to 220 DEG C. in the presence of a dehydration catalyst such as p-toluene sulphonic acid or phosphoric acid. The products preferably have three ethereal oxygen atoms per ethereal sulphur atom. Specified polyether glycols are octaethylene, dodecaethylene and hexadecaethylene glycols, decaoxethylated butane-1,4-diol, decaoxyethylated trimethylolpropane, pentadecaoxethylated hydroquinone and oxyethylated resorcinol or phlorglucinol of p molecular weight about 1,000. Suitable thioether glycols are thiodiglycol, b ,b 1-dimethylthiodiglycol, b ,b 1-diphenylthiodiglycol and self-condensates thereof. Mono-and poly-hydric alcohols may also be present. The products are used to prepare polyurethanes by reaction with polyisocyanates. For this, they may be used together with other compounds containing reactive hydrogen, e.g. polyhydroxy compounds, polyether and thioether glycols, polyesters and polyesteramides. Specified polyisocyanates are 2,4- and 2,6-toluene-, 4,41-diphenylmethane-, 1,5-naphthalene- and 4,41 - dicyclohexyl - dimethylmethane - diisocyanates. Catalysts such as those disclosed in Specification 769,680 may be used. The polyurethanes may be cellular or non-porous rubberlike substances or be made into films and coatings. In Example 6, maleic anhydride is added to octaethylene glycol and thiodiglycol and the condensation product is mixed with toluylene diisocyanate, dimethylbenzyl amine, water, and aqueous solutions of oxethylated oxydiphenyl and of the sodium salt of sulphonated castor oil to give a foamed polyurethane. The polyether-thioether glycols are themselves useful as dust binders for fertilizers. Specification 791,854 also is referred to. Reference has been directed by the Comptroller to Specifications 818,359 and 819,384.ALSO:Foamed polyurethanes are made from polyether-thioether glycols which have been prepared by reacting a polyether glycol of the formula HO-(CH2CH2O)m-R-O-(CH2CH2) -nH where R is an alkylene, cycloalkylene or arylene radical which may contain hydroxyl and/or oxalkylated hydroxyl groups, and the sum of m and n is 6 to 200 with a thioether glycol of the formula HO(CHR1CHR2-S-CHR3 CHR4 O)pH where R1 R2 R3 and R4 are hydrogen or alkyl, cycloalkyl or aryl groups and p is 1 to 200. In Example 6, octaethylene glycol is condensed with thiodiglycol and a small amount of maleic anhydride, giving a polymer of mol wt. 2800. This is mixed with toluylene diisocyanate, dimethyl benzyl amine, water and aqueous solutions of oxethylated oxydiphenyl and of the sodium salt of sulphonated castor oil, to give a hard foam. Reference has been directed by the Comptroller to Specifications 818,359 and 819,384.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0023728 | 1957-08-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB896999A true GB896999A (en) | 1962-05-23 |
Family
ID=7090967
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2492858A Expired GB896999A (en) | 1957-08-09 | 1958-08-01 | Polyether-thioether-glycols |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH416120A (en) |
| FR (1) | FR1201171A (en) |
| GB (1) | GB896999A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3770235B1 (en) * | 2018-09-24 | 2022-06-29 | Infineum International Limited | Polymers and lubricating compositions containing polymers |
-
1958
- 1958-08-01 GB GB2492858A patent/GB896999A/en not_active Expired
- 1958-08-04 CH CH6253458A patent/CH416120A/en unknown
- 1958-08-07 FR FR1201171D patent/FR1201171A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH416120A (en) | 1966-06-30 |
| FR1201171A (en) | 1959-12-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3892687A (en) | Quaternary hydroxyalkyl tertiary amine bases as poluyrethane catalysts | |
| GB852357A (en) | Polyurethane elastomers and preparation thereof | |
| JPS57159811A (en) | Foamy or non-foamy foaming composition and use | |
| GB795276A (en) | Elastic foam | |
| KR870004078A (en) | Process for producing polyurethane foam using foam modifier | |
| GB791854A (en) | Chemical process and product | |
| US3988267A (en) | Quaternary hydroxyalkyl tertiary amine bases as polyurethane catalysts | |
| US4902816A (en) | Polyols from phthalic compounds | |
| GB2018796A (en) | Emulsifiable compositions | |
| US4116879A (en) | Quaternary hydroxyalkyl tertiary amine bases as polyurethane catalysts | |
| US4374934A (en) | Semi-flexible foam polymer used in packaging | |
| US3746709A (en) | Hexahydrotriazine adducts as cocatalysts for the preparation of foamscharacterized by carbodiimide linkages | |
| GB1463460A (en) | Polyurethanes | |
| GB896999A (en) | Polyether-thioether-glycols | |
| GB1529821A (en) | Preparation of polyurethane polyisocyanurate foams | |
| GB1120223A (en) | Improvements in or relating to polyethers and polyurethanes derived therefrom | |
| GB802362A (en) | Preparation of flexible elastomeric cellular materials | |
| GB974985A (en) | Improvements in or relating to the production of polyurethane foams | |
| DE59307585D1 (en) | Process for the production of elastic, open-celled PUR soft foams | |
| US3766103A (en) | Preparation of foams characterized by carbodiimide linkages | |
| US3451953A (en) | Hydrophilic polyurethane foams from alcohol aldehydes | |
| US3413271A (en) | Fluorine-containing polyurethane polymers | |
| GB971136A (en) | Bis-(hydroxyalkylaminophenyl) methanes and polyurethane plastics prepared from them | |
| US3256215A (en) | Polyurethane foam cross-linked with a diphenyl ether polyol and process for making same | |
| NZ185278A (en) | Polyurethane foam with reduced amount of residual aromatic amine process therefor |