GB1019566A - Biphenyl polyols and polyurethanes derived from them - Google Patents
Biphenyl polyols and polyurethanes derived from themInfo
- Publication number
- GB1019566A GB1019566A GB1451164A GB1451164A GB1019566A GB 1019566 A GB1019566 A GB 1019566A GB 1451164 A GB1451164 A GB 1451164A GB 1451164 A GB1451164 A GB 1451164A GB 1019566 A GB1019566 A GB 1019566A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- prepared
- trihydroxybiphenyl
- polyols
- polyurethanes
- 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
- 229920002635 polyurethane Polymers 0.000 title abstract 4
- 239000004814 polyurethane Substances 0.000 title abstract 4
- 229920005862 polyol Polymers 0.000 title abstract 3
- -1 Biphenyl polyols Chemical class 0.000 title 1
- 235000010290 biphenyl Nutrition 0.000 title 1
- 239000004305 biphenyl Substances 0.000 title 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- XRBNDLYHPCVYGC-UHFFFAOYSA-N 4-phenylbenzene-1,2,3-triol Chemical group OC1=C(O)C(O)=CC=C1C1=CC=CC=C1 XRBNDLYHPCVYGC-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 230000001413 cellular effect Effects 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- 150000003077 polyols Chemical class 0.000 abstract 2
- 239000004604 Blowing Agent Substances 0.000 abstract 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 abstract 1
- 239000000806 elastomer Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 239000005056 polyisocyanate Substances 0.000 abstract 1
- 229920001228 polyisocyanate Polymers 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 150000003606 tin compounds Chemical class 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
- C08G18/28—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
- C08G18/487—Polyethers containing cyclic groups
- C08G18/4879—Polyethers containing cyclic groups containing aromatic groups
Abstract
The invention comprises compounds of the general formula <FORM:1019566/C3/1> and polyurethanes prepared therefrom, where R, R1 and R2 each represent an alkylene radical of not more than five carbon atoms, and a, b and c are 0-15, provided at least one of them is an integer. The polyols are prepared by reacting a trihydroxybiphenyl with an alkylene oxide of not more than five carbon atoms in the presence of an alkaline catalyst, e.g. KOH or NaOH. Cellular, non-cellular and elastomeric polyurethanes and those which can be cast into films are prepared from the polyols and polyisocyanates. Blowing agents used may be carbon dioxide (produced in situ) or fluorinated aliphatic saturated hydrocarbons or mixtures thereof, e.g. fluorinated ethane or methane. Accelerators include tertiary amines, which may contain hydroxyl groups, and organic tin compounds. Various emulsifiers or dispersing agents may be used. Carbon black, clay, TiO2 and plasticizers may be incorporated in the elastomer.ALSO:The invention comprises compounds of the general formula <FORM:1019566/C2/1> where R, R1 and R2 each represent an alkylene radical of not more than five carbon atoms, and a, b and c are 0-15, provided at least one of them is an integer. They are prepared by reacting the trihydroxybiphenyl with an alkylene oxide of not more than five carbon atoms, in the presence of an alkaline catalyst, e.g. KOH or NaOH. The specified trihydroxybiphenyl is the 2,31,4-isomer which is reacted in the example with propylene oxide to give an average of 1.54 moles of oxide per chain. The compounds are used for making polyurethanes (see Division C3).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27521263A | 1963-04-24 | 1963-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1019566A true GB1019566A (en) | 1966-02-09 |
Family
ID=23051329
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1451164A Expired GB1019566A (en) | 1963-04-24 | 1964-04-08 | Biphenyl polyols and polyurethanes derived from them |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1495057A1 (en) |
| GB (1) | GB1019566A (en) |
| NL (1) | NL6404432A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0442131A1 (en) * | 1990-02-14 | 1991-08-21 | Bayer Ag | 4,4'-Di-(omega-hydroxyalkoxy)biphenyl, method for its manufacture and its application in the manufacture of polyurethanes |
| US5264519A (en) * | 1990-02-14 | 1993-11-23 | Bayer Aktiengesellschaft | Process for preparing polyurethanes with 4,4'-(ω-hydroxyalkoxy)-biphenyls |
-
1964
- 1964-04-08 GB GB1451164A patent/GB1019566A/en not_active Expired
- 1964-04-22 NL NL6404432A patent/NL6404432A/xx unknown
- 1964-04-22 DE DE19641495057 patent/DE1495057A1/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0442131A1 (en) * | 1990-02-14 | 1991-08-21 | Bayer Ag | 4,4'-Di-(omega-hydroxyalkoxy)biphenyl, method for its manufacture and its application in the manufacture of polyurethanes |
| US5264519A (en) * | 1990-02-14 | 1993-11-23 | Bayer Aktiengesellschaft | Process for preparing polyurethanes with 4,4'-(ω-hydroxyalkoxy)-biphenyls |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6404432A (en) | 1964-10-26 |
| DE1495057A1 (en) | 1969-03-13 |
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