GB1007344A - Improvements in or relating to polyurethane foams - Google Patents
Improvements in or relating to polyurethane foamsInfo
- Publication number
- GB1007344A GB1007344A GB3138963A GB3138963A GB1007344A GB 1007344 A GB1007344 A GB 1007344A GB 3138963 A GB3138963 A GB 3138963A GB 3138963 A GB3138963 A GB 3138963A GB 1007344 A GB1007344 A GB 1007344A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diisocyanate
- fire
- agents
- phosgenation
- acid
- 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 abstract 2
- 239000011496 polyurethane foam Substances 0.000 title abstract 2
- 239000004604 Blowing Agent Substances 0.000 abstract 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 239000003063 flame retardant Substances 0.000 abstract 3
- 229910052698 phosphorus Inorganic materials 0.000 abstract 3
- 239000011574 phosphorus Substances 0.000 abstract 3
- 229920000570 polyether Polymers 0.000 abstract 3
- 229920005862 polyol Polymers 0.000 abstract 3
- 150000003077 polyols Chemical class 0.000 abstract 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- -1 diallyl styrene phosphonate Chemical compound 0.000 abstract 2
- 125000005442 diisocyanate group Chemical group 0.000 abstract 2
- 239000002270 dispersing agent Substances 0.000 abstract 2
- 230000009970 fire resistant effect Effects 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000000203 mixture Chemical class 0.000 abstract 2
- 150000003512 tertiary amines Chemical class 0.000 abstract 2
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 abstract 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 abstract 1
- DKJBREHOVWISMR-UHFFFAOYSA-N 1-chloro-2,3-diisocyanatobenzene Chemical compound ClC1=CC=CC(N=C=O)=C1N=C=O DKJBREHOVWISMR-UHFFFAOYSA-N 0.000 abstract 1
- FJWGRXKOBIVTFA-UHFFFAOYSA-N 2,3-dibromobutanedioic acid Chemical compound OC(=O)C(Br)C(Br)C(O)=O FJWGRXKOBIVTFA-UHFFFAOYSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical class C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 1
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000004984 aromatic diamines Chemical class 0.000 abstract 1
- YSRMRWIQPVDQBV-UHFFFAOYSA-N bis(prop-2-enoxy)phosphorylbenzene Chemical compound C=CCOP(=O)(OCC=C)C1=CC=CC=C1 YSRMRWIQPVDQBV-UHFFFAOYSA-N 0.000 abstract 1
- 229920001400 block copolymer Polymers 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000003431 cross linking reagent Substances 0.000 abstract 1
- 150000002009 diols Chemical class 0.000 abstract 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 abstract 1
- 239000006260 foam Substances 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000008379 phenol ethers Chemical class 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000600 sorbitol Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- JZZBTMVTLBHJHL-UHFFFAOYSA-N tris(2,3-dichloropropyl) phosphate Chemical compound ClCC(Cl)COP(=O)(OCC(Cl)CCl)OCC(Cl)CCl JZZBTMVTLBHJHL-UHFFFAOYSA-N 0.000 abstract 1
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 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
- C08G18/08—Processes
- C08G18/16—Catalysts
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/727—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80 comprising distillation residues or non-distilled raw phosgenation 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
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
A process for the production of fire resistant rigid polyurethane foams comprises reacting the unpurified product, containing from 40 to 90% by weight of volatile aromatic diisocyanate, from the phosgenation of an aromatic diamine, with a polyol and a fire retardant agent, in the presence of a blowing agent, using at least one equivalent of isocyanate group per equivalent of active hydrogen. Preferred volatile aromatic diisocyanate components are the products of phosgenation of a tolylene diamine and p,p1 diaminodiphenylmethane, but suitable alternatives are meta- and paraphenylene diisocyanate chlorophenylene diisocyanate 1.5. napththalene diisocyanate and 3,31 - dimethyl - 4,41 - diphenylmethane diisocyanate, from the phosgenation of the corresponding amines. The product of the phosgenation may be used by itself or blended with one or more volatile aromatic diisocyanates from a separate source. The polyols specified are poly-functional polyesters, hydroxyl-ended polyesteramides and polyethers containing a plurality of hydroxyl groups. The fire retardant agents specified are those containing halogen and/or phosphorus such as diallyl styrene phosphonate, diallyl phenyl phosphonate, tetrachlorophthallic acid, dibromophthallic acid, dibromosuccinic acid, tri-(2,3-dibromopropyl) phosphate; tris-(2,3-dichloropropyl) - phosphate, tris - (chloroethyl) phosphate; bis - b - chloroethylvinyl phosphonate, a phosphorus-containing diol, and chlorinated naphthene. Preferred fire-retardant agents are polyfunctional polyethers which contain halogen and/or phosphorus as an integral part of the polyether molecule, e.g. the products of epichlorohydrin and glycerin and sorbitol. Examples of suitable blowing agents are carbon dioxide (produced in situ) and fluorinated aliphatic hydrocarbons and mixtures of these. Other substances such as catalysts, acid dispersing agents, cross-linking agents, auxiliary blowing agents and pigments may also be added. Suitable catalysts are tertiary amines, tertiary amines containing hydroxyl groups, organic tin salts and organo-tin compounds. Examples of suitable dispersing agents are polyethylene phenol ethers, blends of polyalcohol carboxylic acid esters, oil-soluble sulphonates and siloxaneoxyalkylene block copolymers. The examples describe the preparation of fire-resistant rigid foams from phosgenated tolylene diamine and phosgenated p,p1-diaminodiphenylmethane with various polyols and additives and compare their fire-resistance with polyurethane prepared similarly from the corresponding pure diisocyanates.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23486062A | 1962-11-01 | 1962-11-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1007344A true GB1007344A (en) | 1965-10-13 |
Family
ID=22883123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3138963A Expired GB1007344A (en) | 1962-11-01 | 1963-08-08 | Improvements in or relating to polyurethane foams |
Country Status (4)
| Country | Link |
|---|---|
| DE (1) | DE1299425B (en) |
| GB (1) | GB1007344A (en) |
| NL (1) | NL298583A (en) |
| NO (1) | NO116819B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2343165C1 (en) * | 2007-08-29 | 2009-01-10 | Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" | Composition for obtaining rigid foampolyurethanes for heat-insulating purpose |
| RU2343166C1 (en) * | 2007-08-07 | 2009-01-10 | Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" | Activator composition for obtaining rigid foam polyurethanes for heat insulation purpose |
| RU2350629C1 (en) * | 2007-12-18 | 2009-03-27 | Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" | Composition for production of sprayed hard polyurethane foams |
-
0
- NL NL298583D patent/NL298583A/xx unknown
- DE DENDAT1299425D patent/DE1299425B/de active Pending
-
1963
- 1963-08-08 GB GB3138963A patent/GB1007344A/en not_active Expired
- 1963-09-27 NO NO15026463A patent/NO116819B/no unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2343166C1 (en) * | 2007-08-07 | 2009-01-10 | Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" | Activator composition for obtaining rigid foam polyurethanes for heat insulation purpose |
| RU2343165C1 (en) * | 2007-08-29 | 2009-01-10 | Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" | Composition for obtaining rigid foampolyurethanes for heat-insulating purpose |
| RU2350629C1 (en) * | 2007-12-18 | 2009-03-27 | Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" | Composition for production of sprayed hard polyurethane foams |
Also Published As
| Publication number | Publication date |
|---|---|
| NL298583A (en) | |
| NO116819B (en) | 1969-05-27 |
| DE1299425B (en) | 1969-07-17 |
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