GB2211850A - Flame retardant polymer composition - Google Patents
Flame retardant polymer composition Download PDFInfo
- Publication number
- GB2211850A GB2211850A GB8725573A GB8725573A GB2211850A GB 2211850 A GB2211850 A GB 2211850A GB 8725573 A GB8725573 A GB 8725573A GB 8725573 A GB8725573 A GB 8725573A GB 2211850 A GB2211850 A GB 2211850A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- group
- metal
- composition
- carbons
- 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.)
- Withdrawn
Links
Classifications
-
- 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
- C08K5/59—Arsenic- or antimony-containing compounds
-
- 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
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
-
- 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
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
- C08K5/5333—Esters of phosphonic acids
-
- 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
- C08K5/55—Boron-containing compounds
Abstract
Halogen free polymer compositions comprise as flame retardant a metal or metalloid salt of a phosphonic acid of formula <IMAGE> in which R is straight or branched chain alkyl having 1 to 18 carbons, cycloalkyl having 5 or 6 carbons, alkenyl having 2 to 6 carbons, aryl having 6 to 10 carbons, aralkyl having 7 to 11 carbons, aralkenyl having 8 to 12 carbons, or monocyclic or fused bicyclic O, N or S heterocyclic, R being optionally substituted by one or more halogen, hydroxyl, amino, alkoxy, carboxy or carbalkoxy; and R<1> is hydrogen, straight or branched chain alkyl having 1 to 8 carbons, aryl having 6 to 10 carbons or aralkyl having 7 to 11 carbons, R<1> being optionally substituted by one or more halogen, hydroxyl, amino, alkoxy, carboxy or carbalkoxy; and wherein the metal or metalloid is selected from Groups IIA, IIB, IIIA, IVA, IVB, VA and VIII of the Periodic Table (Fisher Scientific Company 1968) provlded that when the metal is an alkaline earth metal and R is alkyl or aryl, R is substituted by one of the above substituents and further provided that when R is alkyl with 1 to 3 carbon atoms it is substituted by amino, alkoxy, carboxy or carbalkoxy.
Description
Flame Retardant Polymer Composition
The present invention relates to flame retardant polymer compositions.
Polymers, particularly halogen-free polymers, are commonly made more flame retardant by incorporating therein a phosphoruscontaining compound, a halogen-containing compound or a mixture thereof. Some polymers are processed at high temperatures of, for example, 250"C or higher, and many known flame retardants are not suitable under these conditions because they are too volatile, or not sufficiently thermally stable.
We have now found a class of compounds which are thermally stable at high temperatures and which can be used as flame retardants in a wide range of plastics. The compounds also do not give unwanted plasticising properties to rigid polymers.
Accordingly the present invention provides a composition comprising a halogen-free polymer and a flame retardant amount of a metal or metalloid salt of a phosphonic acid of the general formula I
in which R is a straight or branched chain alkyl group having 1 to 18 carbon atoms, a cycloalkyl group having 5 or 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aralkyl group having 7 to 11 carbon atoms, an aralkenyl group having 8 to 12 carbon atoms, or a monocyclic or fused bicyclic heterocyclic group having one or more of 0, N and S as hetero atoms, R being unsubstituted or substituted by one or more halogen, hydroxyl, amino, alkoxy, carboxy or carbalkoxy groups or combinations of these groups ;; lnd R1 is hydrogen, a straight or branched chain alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms or an aralkyl group having 7 to ii carbon atoms, R1 being unsubstituted or substituted by one or more halogen, hydroxyl, amino, alkoxy, carboxy or carbalkoxy groups; and wherein the metal or metalloid is selected from Groups IIA, IIB, IIIA, IVA,
IVB, VA and VIII of the Periodic Chart of Elements (Fisher
Scientific Company 1968) provided that when the metal is an alkaline earth metal and R is an alkyl or aryl group, R is substituted by one of the groups, listed above, and further provided that when R is an alkyl group with 1 to 3 carbon atoms it is substituted by an amino, alkoxy, carboxy or carbalkoxy group.
When R is an alkyl group it preferably has 4 to 12 carbon atoms and may be, for example, butyl, pentyl, octyl, decyl or dodecyl.
When R is a cycloalkyl group it may be a cyclopentyl or cyclohexyl group.
When R is an alkenyl group it may be a vinyl, propenyl, butenyl, pentenyl or hexenyl group.
When R is an aryl group, it may be a phenyl or naphthyl group.
When R is an aralkyl group it may be a benzyl, phenyl ethyl or naphthylmethyl group.
When R is a heterocyclic or heteroalkyl group it may be, for example, a furan, thiophene, pyrrole, pyrazole, pyrazolone, imidazole, imidazolone, triazole, oxazole, isoxazole, pyridine, pyridone, pyrimidine, pyrimidinone, pyridazine, pyridazinone, triazine, benzimidazole, benzimidazolone, benzothiazole or benzoxazole group.
When R1 is an alkyl group it may be a methyl, ethyl, butyl, pentyl, hexyl or octyl group.
The metal or metalloid may be, for example, magnesium, calcium, barium, zinc, boron, aluminium, tin, antimony, iron, cobalt, nickel or titanium.
Preferably the metal is magnesium or aluminium, most preferably aluminium.
The salt may be a simple ionic compound formed between anions of the phosphonic acid and cations of the metal or metalloid.
Where R' is H and the metal or metalloid has a valency greater than one, the salt may have a polymeric structure as represented by the general formula (II)
where R is as defined above, M is the metal or metalloid, n has a value one less than the valency of M and m is from 2 to 100 and where each group
is attached to M atoms only.
Non limiting Examples of phosphonic acid salts of the present invention are given below.
The phosphonic acid salts are either known, or can be readily prepared by known methods. The phosphonic acid or its sodium salt-may be reacted with the metal carbonate or oxide, e.g.
The sodium salt of the phosphonic acid or partial ester may also be reacted in aqueous solution with a water-soluble metal salt, e.g.
Other processes include reacting an ester of the phosphonic acid with a metal halide or metal alkoxide, e.g.
The amount of phosphonic acid salt added to the polymer as a flame retardant may be varied over a wide range. Usually from 0.1 to 100 parts are used per 100 parts by weight of polymer.
Preferably there are used 0.5 to 30 parts and, most preferably, from 2 to 20 parts by weight per 100 parts by weight of polymer.
The optimum amount used depends on the nature of the polymer and the actual salt used and may be readily determined by simple experiment. However, because the salts are generally effective at low levels of addition they produce less unwanted effects in the polymer than other known flame retardant additives.
The salts may be used in various physical forms depending on the polymer used and the desired properties. For instance the salts may be ground to a finely divided form to enable better dispersion throughout the polymer. Also, mixtures of different salts may be used if desired.
The phosphonic acid salts may be used in various polymers.
Examples of polymers which may be rendered flame retardant are: 1. Polyphenylene oxides and sulfides, and blends of these polymers with polyamides, polyesters such as polybutylene terephthalate, polystyrene graft and copolymers such as high impact polystyrene, EPDM copolymers with rubbers.
2. Polyurethanes which are derived from polyethers, polyesters or polybutadiene with terminal hydroxyl groups on the one side and aliphatic or aromatic polyisocyanates on the other side including polyisocyanurates, as well as precursors thereof.
3. Polyamides and copolyamides which are derived from diamines and dicarboxylic acids and/or from aminocarboxylic acids or the corresponding lactams, such as polyamide 4, polyamide 6, polyamide 6/6, polyamide 6/10, polyamide 11, polyamide 12, poly-2,4,4-trimethylhexamethylene terephthalamide or poly-m-phenylene isophthalamide, as well as copolymers thereof with polyethers, such as for instance, with polyethylene glycol, polypropylene glycol or polytetramethylene glycols.
4. Polyesters which are derived from dicarboxylic acids and dialcohols and/or from hydroxycarboxylic acids or the corresponding lactones, such as polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylol-cyclohexane terephthalate and polyhydroxybenzoates as well as block-copolyether-esters derived from polyethers having hydroxyl end groups.
5. Unsaturated polyester resins which are derived from copolyesters of saturated and unsaturated dicarboxylic acids ith polyhydric alcohols and vinyl compounds as crosslinking agents, and also halogen-containing modifications thereof of low inflammability.
6. Polystyrene.
7. Graft copolymers of styrene, such as, for example, styrene on polybutadiene, styrene and acrylonitrile on polybutadiene, styrene and alkyl acrylates or methacrylates on polybutadiene, styrene and acrylonitrile on ethylene/propylene/diene terpolymers, styrene and acrylonitrile on polyacrylates or polymethacrylates, styrene and acrylonitrile on acrylate/ butadiene copolymers, as well as mixtures thereof with random copolymers of styrene or s(-methylstyrene with dienes or acrylic derivatives, for instance the copolymer mixtures known as ABS-,
MBS-, ASA- or AES-copolymers.
8. Cross-linked epoxide resins which are derived from polyepoxides, for example, from bis-glycidyl ethers or from cycloaliphatic diepoxides.
9. Polycarbonates and blends thereof with other polymers such as ABS.
The compositions of the invention may also contain other conventional ingredients, such as heat stabilisers, light stabilisers, ultra-violet light absorbers, anti-oxidants, anti-static agents, preservatives, adhesion promotors, fillers, pigments, lubricants, blowing agents, fungicides, plasticisers, processing aids, other fire-retardant additives and smoke suppressants.
Other fire retardant additives which may be used with the phosphonic acid salts include phosphorus containing esters and salts such as triaryl phosphates, alkyl aryl phosphates and ammonium polyphosphate, halogen, especially bromine and chlorine containing compounds such as haloalkyl phosphate and phosphonate esters, antimony oxide, hydrated alumina, bismuth oxide, molybdenum oxide, or mixtures of these compounds with zinc and/or magnesium oxide, hydroxide or salts.
The invention is illustrated by the following Examples.
-Example 1
13.4g (0.1 mole) anhydrous aluminium chloride are added in portions to 49.2g (0.3 mol) diethylvinylphosphonate maintaining the reaction temperature below 40"C using ice-water bath cooling.
On completion of addition, reaction mixture is warmed to 50"C for 2 hours, cooled to 250C and diluted with acetone (100 millilitres). The solid product is collected, washed with acetone and dried to constant weight. There are obtained 35.6g of product having melting point > 250 C and has elemental analysis: C; 31.65%, H; 5.36%, Al; 6.51%, P; 21.48%. Calculated for C12H24A10gP3: C; 33.33%, H; 5.56%, Al; 6.25%, P; 21.53%.
Example 2
Using the procedure described in Example 1, reaction of 13.4g (0.1 mole) anhydrous aluminium chloride with 67.2g (0.3 mole) triethylphosphono acetate gives 50.0g of product having melting point > 250 C and has elemental analysis: C; 34.86%, H; 5.91%, Al; 4.25%, P; 14.65%. Calculated for C18H36Al015P3:
C; 35.29%, H; 5.88%, Al; 4.41%, P; 15.20%.
Example 3
Using the procedure described in Example 1, reaction of 82.5g (0.33 mole) triethylphosphonocrotonate with 13.4g (0.1 mole) anhydrous aluminium chloride gives 48.0g of product having melting point > 250 C and has elemental analysis C; 41.15%,
H;6.16%, Al; 3.76%, P; 13.26%. Calculated for C24H42A1O15P3: C; 41.74%, H; 6.09%, Al; 3.91%, P; 13.48%.
Example 4
Using the procedure described in Example 1, reaction of 55.8g (0.3 mole) dimethylphenylphosphonate with 13.4g (0.1 mole) anhydrous aluminium chloride gives 44.5g of product having melting point > 250 C and has elemental analysis: C; 45.24%, H; 4.48%, Al; 5.16%, P; 16.82%. Calculated for C21H24A10gP3.H20 C; 45.16%, H; 4.66%, Al; 4.83%, P; 16.66%.
Example 5
A solution of 12.6g (0.15 mole) magnesium carbonate in 100 millilitres of water is added dropwise to a solution of 56.4g (0.3 mole) 0(2-hydroxyphenyl)methylphosphonic acid in 100 millilitres of H20 at 25"C. After completion of addition, the reaction mixture is slowly warmed to reflux temperature and heated for a further period of 6 hours. The reaction mixture is cooled, filtered and the solid product is washed with acetone and dried to constant weight. There are obtained 53.3g of product having melting point 180-185"C and has elemental analysis: C; 40.57%, H; 4.55%, P; 14.77%. Calculated for C14H18M40gP2: C; 40.35%, H; 4.32%, P; 14.89%.
Example 6
Using the procedure described in Example 1, reaction of 13.4g (0.1 mole) anhydrous aluminium chloride with 62.4g (0.3 mole) diethylpentylphosphonate gives 35.2g of product having melting point > 250 C.
Example 7
Using the procedure described in Example 1, reaction of 11.1g (0.083 mole) anhydrous aluminium chloride with 62.5g (0.25 mole) diethyloctylphosphonate gives 38.3g of product having melting point > 200 C.
Example 8
Using the procedure described in Example 1, reaction of 33.4g (0.25 mole) anhydrous aluminium chloride with 171.0g (0.75 mole) diethylbenzylphosphonate gives 106.2g of product having melting point > 250 C and has elemental analysis: C; 48.39%, H; 5.89%, Al; 4.38%, P; 14.65%. Calculated for C27H36AlOgP3.ZH2O: C; 49.09%, H; 6.06%, Al; 4.09%, P; 14.09%.
Examples 9 to 16
Compositions are made up by melt compounding at a temperature of 230 C 100 parts by weight of the plastics based on polystyrene and polyphenylene oxide, sold under the Trade Name
Noryl 731, and 12 parts by weight of the salt indicated in Table 1.
The Oxygen Index (OI) is measured according to BS.2782:part l:method 141A:1983 and the flammability tested according to the "Test for Flammability of Plastics Materials - UL 94", February 1, 1984. The results are shown in Table 1.
Table 1
Example I Salt from Example I OI % I UL 94 l - None 22.3 HB I 9 1 1 1 24.2 I VE 1 1 10 | 1 2 I 23.1 1 VE 1 I 11 1 3 1 27.6 I VE 1 12 1 4 1 26.1 I VE 1 1 13 1 5 1 22.8 I VE 1 1 14 1 6 1 24.7 1 VE 1 1 15 i 7 1 24.8 I VE 1 I 1 16 1 8 1 27.4 I VE 1 I These results show the flame retardant effect of the salts by virtue of an increase in OI and a higher rating in the UL 94 test, where VEO is the highest rating followed by VEl, then VE2 and finally HB (complete burning of sample).
Claims (8)
1. A composition comprising a halogen-free polymer and a flame retardant amount of a metal or metalloid salt of a phosphonic acid of the general formula I:
in which R is a straight or branched chain alkyl group having 1 to 18 carbon atoms, a cycloalkyl group having 5 or 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aralkyl group having 7 to 11 carbon atoms, an aralkenyl group having 8 to 12 carbon atoms,or a monocyclic or fused bicyclic heterocyclic group having one or more of O, N and S as hetero atoms, R being unsubstituted or substituted by one or more halogen, hydroxyl, amino, alkoxy, carboxy or carbalkoxy groups or combinations of these groups; and
R1 is hydrogen, a straight or branched chain alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms or an aralkyl group having 7 to 11 carbon atoms, R1 being unsubstituted or substituted by one or more halogen, hydroxyl, amino, alkoxy, carboxy or carbalkoxy groups; and wherein the metal or metalloid is selected from Groups IIA, IIB, IIIA, IVA,
IVB, VA and VIII of the Periodic Chart of Elements (Fisher
Scientific Company 1968) provided that when the metal is an alkaline earth metal and R is an alkyl or aryl group, R is substituted by one of the groups, listed above, and further provided that when R is an alkyl group with 1 to 3 carbon atoms it is substituted by an amino, alkoxy, carboxy or carbalkoxy group.
2. A composition. as claimed in Claim 1 in which R represents
C4-C12 alkyl.
3. A composition as claimed in claim 1 in which the metal or metalloid is magnesium, calcium, barium, zinc, boron, aluminium, tin, antimony, iron, cobalt, nickel or titanium.
4. A composition as claimed in claim 1 in which the metal is aluminium.
5. A composition as claimed in claim 1 in which the amount of salt is from 0.1 to 100 parts per 100 parts by weight of polymer.
6. A composition as claimed in claim 5 in which the amount of salt is from 0.5 to 30 parts per 100 parts by weight of polymer.
7. A composition as claimed in claim 6 in which the amount of salt is from 2 to 20 parts per 100 parts by weight of polymer.
8. A composition as claims in claim 1 in which the polymer is a polyphenylene oxide or sulphide, or a blend of such a polymer with another polymer, a polyurethane or polyisocyanurate, a polyamide, a polyester or unsaturated polyester resin, polystyrene, a graft copolymer or terpolymer of styrene with one or more other monomers, or a cross-linked epoxide resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8725573A GB2211850A (en) | 1987-10-31 | 1987-10-31 | Flame retardant polymer composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8725573A GB2211850A (en) | 1987-10-31 | 1987-10-31 | Flame retardant polymer composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8725573D0 GB8725573D0 (en) | 1987-12-02 |
| GB2211850A true GB2211850A (en) | 1989-07-12 |
Family
ID=10626248
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8725573A Withdrawn GB2211850A (en) | 1987-10-31 | 1987-10-31 | Flame retardant polymer composition |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2211850A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2665171A1 (en) * | 1990-07-30 | 1992-01-31 | Rhone Poulenc Chimie | Polyamide-based compositions making it possible to obtain moulded articles which have good flame resistance |
| US5102932A (en) * | 1990-04-03 | 1992-04-07 | Ciba-Geigy Corporation | Flame retardants for polymers |
| WO2004046235A1 (en) * | 2002-11-21 | 2004-06-03 | Ciba Specialty Chemicals Holding Inc. | Flame retardant composition comprising a phosphonic acid metal salt and a nitrogen-containing compound |
| CN100338125C (en) * | 2002-11-21 | 2007-09-19 | 西巴特殊化学品控股有限公司 | Flame retardant composition comprising a phosphonic acid metal salt and a nitrogen-containing compound |
| US8889773B2 (en) | 2010-06-24 | 2014-11-18 | Icl-Ip America Inc. | Metal phosphonate flame retardant and method producing thereof |
| JP2016500687A (en) * | 2012-10-18 | 2016-01-14 | ダウ グローバル テクノロジーズ エルエルシー | Phosphorus-containing carboxylic acid aluminum salt flame retardant |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1081825A (en) * | 1961-04-14 | 1967-09-06 | Geigy Ag J R | Metal derivatives of dialkylhydroxyphenylalkylphosphonic acids and phosphonic acid half-esters |
| GB1325496A (en) * | 1969-08-29 | 1973-08-01 | Ciba Geigy Ag | Stabilization of organic materials |
| GB1473909A (en) * | 1973-09-13 | 1977-05-18 | Ciba Geigy Ag | Metal complexes of alpha-aminophosphonic acid half-esters and of alpha-aminophosphinic acids |
| GB2048278A (en) * | 1979-04-20 | 1980-12-10 | Wiggins Teape Group Ltd | Photographic Bass Papers |
| GB1601884A (en) * | 1977-03-10 | 1981-11-04 | Baker Ag | Processes for the production of a flameproofing insulating layer |
| EP0064039A1 (en) * | 1981-04-16 | 1982-11-03 | Neste Oy | Use of an ethylene polymer composition for the production of film |
-
1987
- 1987-10-31 GB GB8725573A patent/GB2211850A/en not_active Withdrawn
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1081825A (en) * | 1961-04-14 | 1967-09-06 | Geigy Ag J R | Metal derivatives of dialkylhydroxyphenylalkylphosphonic acids and phosphonic acid half-esters |
| GB1325496A (en) * | 1969-08-29 | 1973-08-01 | Ciba Geigy Ag | Stabilization of organic materials |
| GB1473909A (en) * | 1973-09-13 | 1977-05-18 | Ciba Geigy Ag | Metal complexes of alpha-aminophosphonic acid half-esters and of alpha-aminophosphinic acids |
| GB1601884A (en) * | 1977-03-10 | 1981-11-04 | Baker Ag | Processes for the production of a flameproofing insulating layer |
| GB2048278A (en) * | 1979-04-20 | 1980-12-10 | Wiggins Teape Group Ltd | Photographic Bass Papers |
| EP0064039A1 (en) * | 1981-04-16 | 1982-11-03 | Neste Oy | Use of an ethylene polymer composition for the production of film |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5102932A (en) * | 1990-04-03 | 1992-04-07 | Ciba-Geigy Corporation | Flame retardants for polymers |
| FR2665171A1 (en) * | 1990-07-30 | 1992-01-31 | Rhone Poulenc Chimie | Polyamide-based compositions making it possible to obtain moulded articles which have good flame resistance |
| WO2004046235A1 (en) * | 2002-11-21 | 2004-06-03 | Ciba Specialty Chemicals Holding Inc. | Flame retardant composition comprising a phosphonic acid metal salt and a nitrogen-containing compound |
| CN100338125C (en) * | 2002-11-21 | 2007-09-19 | 西巴特殊化学品控股有限公司 | Flame retardant composition comprising a phosphonic acid metal salt and a nitrogen-containing compound |
| US8889773B2 (en) | 2010-06-24 | 2014-11-18 | Icl-Ip America Inc. | Metal phosphonate flame retardant and method producing thereof |
| JP2016500687A (en) * | 2012-10-18 | 2016-01-14 | ダウ グローバル テクノロジーズ エルエルシー | Phosphorus-containing carboxylic acid aluminum salt flame retardant |
Also Published As
| Publication number | Publication date |
|---|---|
| GB8725573D0 (en) | 1987-12-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4972011A (en) | Flame retardant polymer composition containing phosphonic acid salts | |
| JP5301828B2 (en) | Phosphorus-containing flame retardants used in thermoplastic polymers | |
| US4161592A (en) | Piperidinyl-s-triazines | |
| JPH09235465A (en) | Low combustible polyamide molding material | |
| US6730773B2 (en) | Salt of a melamine condensation product and a phosphorous-containing acid | |
| US4257931A (en) | Flame retardant poly(butylene terephthalate) compositions comprising melamine pyrophosphate and a phosphonate | |
| US4278591A (en) | Flame retardant poly(butylene terephthalate) composition | |
| US5288869A (en) | Pentaerythryl phosphonates and their use in self-extinguishing thermoplastic polymeric compositions | |
| GB2211850A (en) | Flame retardant polymer composition | |
| US5102932A (en) | Flame retardants for polymers | |
| EP0343109B1 (en) | Flame retardant polymer compositions | |
| WO2000011109A1 (en) | Flame retardant composition and flame-retardant resin composition | |
| US5132346A (en) | Flame retardant compositions of halogen-free polymers containing cyclic phosphate or thiophosphate flame retardants | |
| US4812499A (en) | Self-extinguishing compositions of thermoplastic polymers | |
| US5130452A (en) | Phosphorus compounds and their use as flame retardant for polymers | |
| US4009207A (en) | Carbamoylalkyl substituted poly(phosphine oxide) flame-retardants | |
| US4017455A (en) | Polyolefins and polyesters flame-proofed with carboxyalkyl and carbamoylalkyl substituted poly(phosphine oxides) | |
| US3976685A (en) | Carboxyalkyl and carbamoylalkyl substituted poly(phosphine oxide) flame-retardants | |
| GB2228939A (en) | Flame retardant compositions | |
| JPS59232147A (en) | Flame retardant polymer composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |