GB1057256A - Preparation of flame-resistant polyurethane foams - Google Patents
Preparation of flame-resistant polyurethane foamsInfo
- Publication number
- GB1057256A GB1057256A GB2967763A GB2967763A GB1057256A GB 1057256 A GB1057256 A GB 1057256A GB 2967763 A GB2967763 A GB 2967763A GB 2967763 A GB2967763 A GB 2967763A GB 1057256 A GB1057256 A GB 1057256A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacting
- butanol
- acid
- ethylene glycol
- oxypropylating
- 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
- 229920005830 Polyurethane Foam Polymers 0.000 title 1
- 239000011496 polyurethane foam Substances 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 12
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 10
- 150000003077 polyols Chemical class 0.000 abstract 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 5
- 229920005862 polyol Polymers 0.000 abstract 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 3
- 150000002513 isocyanates Chemical class 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 235000011007 phosphoric acid Nutrition 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 3
- 239000004604 Blowing Agent Substances 0.000 abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical class CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 abstract 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 abstract 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract 1
- -1 Y is H Chemical group 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000732 arylene group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- 229930182478 glucoside Natural products 0.000 abstract 1
- 150000008131 glucosides Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 125000001863 phosphorothioyl group Chemical group *P(*)(*)=S 0.000 abstract 1
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 abstract 1
- 239000005056 polyisocyanate Substances 0.000 abstract 1
- 229920001228 polyisocyanate Polymers 0.000 abstract 1
- 150000008442 polyphenolic compounds Chemical class 0.000 abstract 1
- 235000013824 polyphenols Nutrition 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000004094 surface-active agent Substances 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6688—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3271
-
- 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
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
-
- 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
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
-
- 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
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5075—Polyethers having heteroatoms other than oxygen having phosphorus
- C08G18/5081—Polyethers having heteroatoms other than oxygen having phosphorus having phosphorus bound to oxygen only
-
- 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
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5075—Polyethers having heteroatoms other than oxygen having phosphorus
- C08G18/5081—Polyethers having heteroatoms other than oxygen having phosphorus having phosphorus bound to oxygen only
- C08G18/5084—Phosphate compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Acid-esters of phosphoric acid and oxyalkylation products thereof are prepared by: (A) reacting ethylene glycol with H3PO4/P2O5 and reacting the resulting acid ester with propylene oxide; (B) reacting P2O5 with propylene glycol/n-butanol and oxypropylating the product; (C) reacting P2O5 with ethylene glycol/n-butanol and oxypropylating the product; (D) reacting n-butanol with P2O5 to give a mixture of mono- and di-butyl phosphates and then oxypropylating. Various popylene oxide/H3PO4 reaction products are also prepared.ALSO:A process for preparing a cellulated polyurethane comprises reacting a mixture of (1) a polyol containing at least 3 OH groups and consisting essentially of C, H and O; (2) an organic polyisocyanate containing an average of 2.3 to 6 isocyanato groups and containing essentially no urethane linkages; and (3) a phosphorus-containing polyol which is prepared by reacting at least one monohydric or dihydric alcohol and an acid containing a phosphoryl or thiophosphoryl group or an anhydride thereof to form an acid ester and then reacting the acid ester with an alkylene oxide containing 2 to 8 carbon atoms (includes styrene oxide), and, if desired, (4) a catalyst for urethane formation, and (5) a blowing agent. A surfactant (6) may also be present. Suitable isocyanates (2) include diphenylmethane diisocyanate (said to have an isocyanate functionality of about 2-5), compounds of formula OCN,R(CY2R1-NCO)n, where R and R1 are arylene, Y is H, alkyl or aryl and n is 1-3 to 4, and "polymethylene polyphenylisocyanate," and these may be used alone or with various diisocyanates. The phosphorus-containing polyols (3) include propylene oxide condensate of acid phosphates derived from ethylene glycol, propylene glycol/n-butanol, ethylene glycol/n-butanol, and of a mixture of mono- and di-n-butyl phosphates. The other polyol (4) may be n oxyalkylated sugar or glucoside or oxyalkylated polyphenols such as condensates of phenols and aldehydes or ketones. The blowing agent if present may be carbon dioxide and/or a chlorofluorocarbon. Master batches comprising the components other than the isocyanate may be stabilized with polyols containing t-amino groups as disclosed in Specification 1,057,257.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25684563A | 1963-02-07 | 1963-02-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1057256A true GB1057256A (en) | 1967-02-01 |
Family
ID=22973825
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2967763A Expired GB1057256A (en) | 1963-02-07 | 1963-07-26 | Preparation of flame-resistant polyurethane foams |
| GB4822765A Expired GB1057257A (en) | 1963-02-07 | 1963-07-26 | Stabilized master batches for polyurethanes |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4822765A Expired GB1057257A (en) | 1963-02-07 | 1963-07-26 | Stabilized master batches for polyurethanes |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS495759B1 (en) |
| AT (2) | AT274391B (en) |
| BE (1) | BE641196A (en) |
| CH (1) | CH472454A (en) |
| DE (2) | DE1595189C3 (en) |
| DK (1) | DK108752C (en) |
| ES (1) | ES295457A1 (en) |
| FR (1) | FR1385655A (en) |
| GB (2) | GB1057256A (en) |
| NL (2) | NL6809628A (en) |
| SE (1) | SE316909B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998032782A1 (en) * | 1997-01-27 | 1998-07-30 | Firma Joachim Gluske | Fire-retardant polyurethane foam |
| CN111989352A (en) * | 2018-04-06 | 2020-11-24 | 科思创知识产权两合公司 | Polyurethane foams based on polyether carbonate polyols |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE928252C (en) * | 1942-02-07 | 1955-07-04 | Bayer Ag | Process for the production of infusible, no longer malleable synthetic resins |
| BE576917A (en) * | 1958-03-22 | |||
| IT699971A (en) * | 1958-08-15 | |||
| NL126032C (en) * | 1959-08-11 |
-
0
- NL NL301720D patent/NL301720A/xx unknown
- BE BE641196D patent/BE641196A/xx unknown
-
1963
- 1963-07-26 GB GB2967763A patent/GB1057256A/en not_active Expired
- 1963-07-26 GB GB4822765A patent/GB1057257A/en not_active Expired
- 1963-07-30 JP JP3787163A patent/JPS495759B1/ja active Pending
- 1963-08-03 DE DE1595189A patent/DE1595189C3/en not_active Expired
- 1963-08-03 DE DEP32345A patent/DE1240283B/en active Pending
- 1963-11-14 CH CH1400463A patent/CH472454A/en not_active IP Right Cessation
- 1963-12-11 FR FR956829A patent/FR1385655A/en not_active Expired
- 1963-12-13 AT AT892466A patent/AT274391B/en active
- 1963-12-13 AT AT1005063A patent/AT274389B/en active
-
1964
- 1964-01-18 ES ES295457A patent/ES295457A1/en not_active Expired
- 1964-01-31 DK DK49864A patent/DK108752C/en active
-
1965
- 1965-11-26 SE SE1530565A patent/SE316909B/xx unknown
-
1968
- 1968-07-08 NL NL6809628A patent/NL6809628A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998032782A1 (en) * | 1997-01-27 | 1998-07-30 | Firma Joachim Gluske | Fire-retardant polyurethane foam |
| CN111989352A (en) * | 2018-04-06 | 2020-11-24 | 科思创知识产权两合公司 | Polyurethane foams based on polyether carbonate polyols |
Also Published As
| Publication number | Publication date |
|---|---|
| CH472454A (en) | 1969-05-15 |
| DE1595189A1 (en) | 1970-12-10 |
| DE1595189C3 (en) | 1973-12-13 |
| NL6809628A (en) | 1968-09-25 |
| JPS495759B1 (en) | 1974-02-08 |
| NL301720A (en) | 1900-01-01 |
| DK108752C (en) | 1968-02-05 |
| DE1240283B (en) | 1967-05-11 |
| ES295457A1 (en) | 1964-07-16 |
| AT274389B (en) | 1969-09-10 |
| GB1057257A (en) | 1967-02-01 |
| SE316909B (en) | 1969-11-03 |
| AT274391B (en) | 1969-09-10 |
| FR1385655A (en) | 1965-01-15 |
| BE641196A (en) | 1900-01-01 |
| DE1595189B2 (en) | 1973-05-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4110268A (en) | Polyether polyols and polyurethane foams made therefrom | |
| US3567664A (en) | Polyurethane foams stabilized against scorch with a mixture of butylated hydroxy toluene and p,p'-dioctyl diphenyl amine | |
| DE1236184B (en) | Process for the production of optionally foamed polyurethanes | |
| EP2675835B1 (en) | Verfahren zur herstellung von polyesteretherolen | |
| GB1492490A (en) | Low friability rigid polyurethane foam | |
| DE19918726C2 (en) | Open-celled rigid polyurethane foams | |
| US3674717A (en) | Polyurethane foams prepared from oxyethylated starch-phosphorus-containing polyethers | |
| GB954792A (en) | Improvements in and relating to urethane polymers | |
| GB918868A (en) | Polyurethane foams | |
| US3402170A (en) | Process for preparing starch-based polyhydroxypolyoxyalkylene ethers | |
| US3994839A (en) | Urethane modified carbodiimide foams derived from flame retardant polyols | |
| US3437608A (en) | Gel-rise retardation in polyurethane foams | |
| GB984474A (en) | Phosphorus containing polyurethanes | |
| US4069207A (en) | Brominated ester-containing polyols | |
| GB1080938A (en) | Method of preparing phosphorylated polyols,and their application | |
| GB1057256A (en) | Preparation of flame-resistant polyurethane foams | |
| US3407150A (en) | Oxyalkylated phosphorus acid esters as urethane fire-retardants | |
| GB909604A (en) | Improvements relating to polyurethane plastics | |
| US3314902A (en) | Stabilized masterbatch for preparing fire-retardant polyurethane foams | |
| US3639307A (en) | Urethane foams with reduced smoke levels | |
| US3356621A (en) | Rigid polyurethane foams prepared by using as the active hydrogen component a mixture of (a) the transesterification product of pentaerythritol with castor oil and (b) polyester polytols | |
| US3783133A (en) | Rigid fire retardant polyurethane foam | |
| GB1496972A (en) | Low friability rigid polyurethane foam | |
| GB1055271A (en) | Polyurethanes | |
| GB1383215A (en) | Polyurethane spray composition |