NO781255L - FLAME-RESISTANT POLYURETHANE FOAM, AND PROCEDURES FOR THE PREPARATION OF SUCH - Google Patents
FLAME-RESISTANT POLYURETHANE FOAM, AND PROCEDURES FOR THE PREPARATION OF SUCHInfo
- Publication number
- NO781255L NO781255L NO781255A NO781255A NO781255L NO 781255 L NO781255 L NO 781255L NO 781255 A NO781255 A NO 781255A NO 781255 A NO781255 A NO 781255A NO 781255 L NO781255 L NO 781255L
- Authority
- NO
- Norway
- Prior art keywords
- flame
- polyurethane foam
- tris
- approx
- phosphate
- Prior art date
Links
- 229920005830 Polyurethane Foam Polymers 0.000 title claims description 15
- 239000011496 polyurethane foam Substances 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 10
- 238000000034 method Methods 0.000 title claims description 6
- 239000003063 flame retardant Substances 0.000 claims description 33
- 239000006260 foam Substances 0.000 claims description 32
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 23
- 239000002253 acid Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 13
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 11
- 229910019142 PO4 Inorganic materials 0.000 claims description 10
- 239000007983 Tris buffer Substances 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 8
- -1 poly(chloroethyl-ethyleneoxy) phosphoric acid Polymers 0.000 claims description 4
- YAOMHRRYSRRRKP-UHFFFAOYSA-N 1,2-dichloropropyl 2,3-dichloropropyl 3,3-dichloropropyl phosphate Chemical group ClC(Cl)CCOP(=O)(OC(Cl)C(Cl)C)OCC(Cl)CCl YAOMHRRYSRRRKP-UHFFFAOYSA-N 0.000 claims description 3
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical group C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- 150000003077 polyols Chemical class 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 claims 1
- 239000000370 acceptor Substances 0.000 description 10
- 230000006835 compression Effects 0.000 description 10
- 238000007906 compression Methods 0.000 description 10
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 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 description 1
- 230000002411 adverse Effects 0.000 description 1
- LMMDJMWIHPEQSJ-UHFFFAOYSA-N bis[(3-methyl-7-oxabicyclo[4.1.0]heptan-4-yl)methyl] hexanedioate Chemical compound C1C2OC2CC(C)C1COC(=O)CCCCC(=O)OCC1CC2OC2CC1C LMMDJMWIHPEQSJ-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0038—Use of organic additives containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0023—Use of organic additives containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Emergency Medicine (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Description
"Flammehemmende polyuretanskum, samt fremgangsmåte"Flame-retardant polyurethane foam, as well as method
for fremstilling av et slikt" for the production of such"
Foreliggende oppfinnelse gjelder generelt flammehemmende, fleksible uretanskum og spesielt flammehemmende polyuretanskum med forbedrede fysikalske egenskaper. The present invention generally relates to flame-retardant, flexible urethane foams and in particular flame-retardant polyurethane foams with improved physical properties.
Når fleksibelt uretanskum behandles med flammehemmende midler for å redusere dets brennbarhet, påvirkes visse av skummets fysikalske egenskaper på uheldig måte. En av de ofte påvirkede egenskaper er sammenpressings-formforandringen. Det vil si at når en prøve av skummet oppvarmes under sammenpressing, går ikke skummet tilbake til sin opprinnelige høyde når trykket avlastes. Dette er uønsket fordi skummet da blir permanent deformert . When flexible urethane foam is treated with flame retardants to reduce its flammability, certain physical properties of the foam are adversely affected. One of the often affected properties is the compression shape change. That is, when a sample of the foam is heated during compression, the foam does not return to its original height when the pressure is relieved. This is undesirable because the foam is then permanently deformed.
En standard-test (ASTM D-1564-71) for sammenpressings-formforandring består i å sammenpresse skummet til 90% av dets opprinnelige tykkelse og holde det ved 70°C i 22 timer. Sammenpressings-formforandringen bestemmes ved å måle prosentuell deformering fra opprinnelig tykkelse etter at trykket er avlastet. A standard test (ASTM D-1564-71) for compression deformation consists of compressing the foam to 90% of its original thickness and holding it at 70°C for 22 hours. The compression deformation is determined by measuring the percentage deformation from the original thickness after the pressure is relieved.
Ifølge oppfinnelsen forbedres de fysikalske egenskaper for uretanskum som er behandlet med flammehemmende midler, ved å tilsette en syreakseptor til skummet. Disse syreakseptorer omfatter generelt epoksyder, nemlig monoepoksyder og diepoksyder som er syrefølsomme. Egnede syreakseptorer som ligger innenfor denne definisjon, kan lett finnes av fagmannen på området. According to the invention, the physical properties of urethane foams that have been treated with flame retardants are improved by adding an acid acceptor to the foam. These acid acceptors generally include epoxides, namely monoepoxides and diepoxides which are acid sensitive. Suitable acid acceptors that fall within this definition can easily be found by those skilled in the art.
De fleste flammehemmende midler forårsaker problemer når det gjelder sammenpressings-formforandringer hos fleksible uretanskum. Flammehemmende midler som er labile på grunn av inn-hold av alifatiske halogenforbindelser eller lett forsåpbare estergrupper, er spesielt plagsomme når det gjelder å forårsake problemer med sammenpressings-formforandringer hos fleksible uretanskum. Most flame retardants cause compression deformation problems in flexible urethane foams. Flame retardants which are labile due to the content of aliphatic halogen compounds or readily saponifiable ester groups are particularly troublesome when it comes to causing compression deformation problems in flexible urethane foams.
Uten å være bundet til noen teori baseres foreliggende oppfinnelse på det faktum at totalherding av det fleksible skum må optimeres for at det skal oppnås gode egenskaper når det gjelder sammenpressings-formforandringer. Dette er spesielt til-felle når det gjelder ende-isocyanatgrupper i skummet og deres omdannelse til ende-amingrupper. Dersom det dannes syrer under skummeprosessen, vil de nøytralisere amin-katalysatorene i skummeblandingen, hvorved isocyanatgruppene hindres i å danne uretan- Without being bound to any theory, the present invention is based on the fact that total curing of the flexible foam must be optimized in order to achieve good properties in terms of compression shape changes. This is particularly the case when it comes to terminal isocyanate groups in the foam and their conversion to terminal amine groups. If acids are formed during the foaming process, they will neutralize the amine catalysts in the foam mixture, whereby the isocyanate groups are prevented from forming urethane
og urea-bindinger. Disse uomsatte grupper kan så enten selv med-virke til dårlige sammenpressings-formforandringer ved at de reagerer i sammenpresset tilstand eller ved påfølgende omdannelse til amingrupper som kan reagere i sammenpresset tilstand. Reak-sjoner i sammenpresset tilstand gir tilbakeholdende krefter som hindrer at det sammenpressede skummet vender tilbake til sin opprinnelige høyde. and urea bonds. These unreacted groups can then either themselves contribute to bad compression shape changes by reacting in a compressed state or by subsequent conversion to amine groups that can react in a compressed state. Reactions in the compressed state provide restraining forces that prevent the compressed foam from returning to its original height.
Ved å tilføre syreakseptorer ved fremgangsmåten ifølge oppfinnelsen overvinnes disse problemer, idet syreakseptorene vil nøytralisere de dannede syrer istedenfor aminkatalysatoren. By adding acid acceptors in the method according to the invention, these problems are overcome, as the acid acceptors will neutralize the acids formed instead of the amine catalyst.
Foreliggende oppfinnelse angår spesielt poly(halogenetyl-etylenoksy)fosforsyreestere brukt som flammehemmende midler i fleksible polyuretanskum. Slike flammehemmere er eksempelvis beskrevet i US-patent 3.896.187. The present invention relates in particular to poly(haloethyl-ethyleneoxy) phosphoric acid esters used as flame retardants in flexible polyurethane foam. Such flame retardants are, for example, described in US patent 3,896,187.
Flammehemmende blandinger bestående av poly(halogenetyl-etylenoksy)fosforsyreestere og andre flammehemmere omfattes også av oppfinnelsen. Nevnte andre flammehemmere omfatter tris(halogen-alkyl)fosfater som f.eks. tris(diklorpropyl)fosfat, tris(dibrom-propyl) f osf at, tris (/3-kloretyl) f osf at og tris (/3-klorpropyl) f osf at blant andre. Flame retardant mixtures consisting of poly(haloethyl-ethyleneoxy) phosphoric acid esters and other flame retardants are also covered by the invention. Mentioned other flame retardants include tris(haloalkyl)phosphates such as, for example tris(dichloropropyl) phosphate, tris(dibromopropyl) phosphate, tris(/3-chloroethyl) phosphate and tris(/3-chloropropyl) phosphate among others.
Flammehemmende midler anvendes i en effektiv flammehemmende mengde, vanligvis fra ca. 3 til ca. 20 vekt%, basert på vekten av polyolen i skumsammensetningen. Flame retardants are used in an effective flame retardant amount, usually from approx. 3 to approx. 20% by weight, based on the weight of the polyol in the foam composition.
De syreakseptorer som anvendes ifølge oppfinnelsen kan sammenblandes med skummeblandingen ved hjelp av konvensjonelle teknikker. Eksempelvis kan de innblandes alene eller i kombina-sjon med andre bestanddeler i skummeblandingen. De kan også sammenblandes med det flammehemmende preparat før innblanding av flammehemmeren i skummeblandingen. The acid acceptors used according to the invention can be mixed with the foam mixture using conventional techniques. For example, they can be mixed in alone or in combination with other components in the foam mixture. They can also be mixed with the flame retardant preparation before mixing the flame retardant into the foam mixture.
Egnede syreakseptorer omfatter mono- og diepoksyder. Suitable acid acceptors include mono- and diepoxides.
Eksempler på syreakseptorer er V-glycidoksy-propyltrimetoksyl-silan; 3,4-epoksy-cykloheksylmetyl-3,4-epoksycykloheksyl-karboksylat; vinylcykloheksendioksyd og bis(3,4-epoksy-6-metyl-cykloheksylmetyl)adipat. Examples of acid acceptors are V-glycidoxy-propyltrimethoxy-silane; 3,4-epoxy-cyclohexylmethyl-3,4-epoxycyclohexyl-carboxylate; vinylcyclohexene dioxide and bis(3,4-epoxy-6-methyl-cyclohexylmethyl)adipate.
Syreakseptorer som anvendes i skummene ifølge oppfinnelsen, brukes vanligvis i mengder fra ca. 0,10 til ca. 5,0 vekt%, beregnet på det flammehemmende preparat. Et flammehemmende preparat som inneholder syreakseptoren kan derfor hen-siktsmessig fremstilles før det innblandes i skummeblandingen. Acid acceptors used in the foams according to the invention are usually used in amounts from approx. 0.10 to approx. 5.0% by weight, calculated on the flame retardant preparation. A flame retardant preparation containing the acid acceptor can therefore be suitably prepared before it is mixed into the foam mixture.
Konvensjonelle skummeblandinger for fleksible polyuretanskum anvendes ifølge oppfinnelsen. Valg av ingredienser og prosessbetingelser kan lett bestemmes av fagmannen på området. Conventional foam mixtures for flexible polyurethane foams are used according to the invention. The choice of ingredients and process conditions can easily be determined by the person skilled in the art.
Foreliggende oppfinnelse skal illustreres mer fullstendig i eksemplene som følger: The present invention shall be illustrated more fully in the examples that follow:
EksemplerExamples
Fire skummeblandinger ble fremstilt med følgende sammen-setning: Four foam mixtures were prepared with the following composition:
De fire skumblandingene som er betegnet skum A, skum B, skum C og skum D, ble så blandet med flammehemmere og epoksyder og behandlet etter følgende tabell: The four foam mixtures, designated foam A, foam B, foam C and foam D, were then mixed with flame retardants and epoxies and treated according to the following table:
Kompresjonsherdeverdier i foranstående tabell betegner prosent permanent deformering av skummet etter at skummet er sammenpresset (deformert) til 90 prosent av den opprinnelige høyden fulgt av avlastning av kompresjonen. Compression hardness values in the preceding table denote percent permanent deformation of the foam after the foam has been compressed (deformed) to 90 percent of its original height followed by relief of the compression.
Etter å ha angitt den generelle natur og noen eksempler på foreliggende oppfinnelse, angis nå området for oppfinnelsen spesielt i følgende krav. Having stated the general nature and some examples of the present invention, the scope of the invention is now specifically stated in the following claims.
Claims (14)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78821277A | 1977-04-18 | 1977-04-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO781255L true NO781255L (en) | 1978-10-19 |
Family
ID=25143791
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO781255A NO781255L (en) | 1977-04-18 | 1978-04-10 | FLAME-RESISTANT POLYURETHANE FOAM, AND PROCEDURES FOR THE PREPARATION OF SUCH |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS53129296A (en) |
| AU (1) | AU3364878A (en) |
| BE (1) | BE866068A (en) |
| BR (1) | BR7802378A (en) |
| CS (1) | CS202596B2 (en) |
| DE (1) | DE2808117A1 (en) |
| DK (1) | DK103978A (en) |
| FR (1) | FR2388006A1 (en) |
| GB (1) | GB1602003A (en) |
| IL (1) | IL54074A (en) |
| IT (1) | IT7848905A0 (en) |
| NL (1) | NL7802731A (en) |
| NO (1) | NO781255L (en) |
| SE (1) | SE7802836L (en) |
| ZA (1) | ZA781012B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4477600A (en) * | 1983-09-23 | 1984-10-16 | Stauffer Chemical Company | Polyurethane foams having low scorch discoloration |
| US5157056A (en) * | 1991-07-17 | 1992-10-20 | Arco Chemical Technology, L.P. | High resiliency polyurethane foams with improved static fatigue properties |
-
1978
- 1978-02-17 IL IL54074A patent/IL54074A/en unknown
- 1978-02-24 DE DE19782808117 patent/DE2808117A1/en not_active Withdrawn
- 1978-02-27 AU AU33648/78A patent/AU3364878A/en active Pending
- 1978-03-01 JP JP2342778A patent/JPS53129296A/en active Pending
- 1978-03-02 GB GB8298/78A patent/GB1602003A/en not_active Expired
- 1978-03-08 DK DK103978A patent/DK103978A/en not_active Application Discontinuation
- 1978-03-13 NL NL7802731A patent/NL7802731A/en not_active Application Discontinuation
- 1978-03-13 SE SE7802836A patent/SE7802836L/en unknown
- 1978-03-15 FR FR7807408A patent/FR2388006A1/en not_active Withdrawn
- 1978-04-10 NO NO781255A patent/NO781255L/en unknown
- 1978-04-14 IT IT7848905A patent/IT7848905A0/en unknown
- 1978-04-17 BR BR7802378A patent/BR7802378A/en unknown
- 1978-04-18 CS CS782494A patent/CS202596B2/en unknown
- 1978-04-18 BE BE2056883A patent/BE866068A/en unknown
-
1979
- 1979-01-03 ZA ZA00781012A patent/ZA781012B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPS53129296A (en) | 1978-11-11 |
| BR7802378A (en) | 1978-12-05 |
| IT7848905A0 (en) | 1978-04-14 |
| CS202596B2 (en) | 1981-01-30 |
| SE7802836L (en) | 1978-10-19 |
| AU3364878A (en) | 1979-09-06 |
| BE866068A (en) | 1978-10-18 |
| DK103978A (en) | 1978-10-19 |
| IL54074A (en) | 1980-12-31 |
| GB1602003A (en) | 1981-11-04 |
| NL7802731A (en) | 1978-10-20 |
| IL54074A0 (en) | 1978-04-30 |
| ZA781012B (en) | 1979-02-28 |
| DE2808117A1 (en) | 1978-10-26 |
| FR2388006A1 (en) | 1978-11-17 |
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