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WO1999011702A1 - Flame-retardant polyester composition - Google Patents

Flame-retardant polyester composition Download PDF

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Publication number
WO1999011702A1
WO1999011702A1 PCT/NL1998/000502 NL9800502W WO9911702A1 WO 1999011702 A1 WO1999011702 A1 WO 1999011702A1 NL 9800502 W NL9800502 W NL 9800502W WO 9911702 A1 WO9911702 A1 WO 9911702A1
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WO
WIPO (PCT)
Prior art keywords
flame
retardant
thermoplastic polyester
reinforced
polyester composition
Prior art date
Application number
PCT/NL1998/000502
Other languages
French (fr)
Inventor
Richerdes Johanna Mathilda Hulskotte
Johanna Gertruda Kersjes
Renier Henricus Maria Kierkels
Original Assignee
Dsm N.V.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dsm N.V. filed Critical Dsm N.V.
Priority to AU90072/98A priority Critical patent/AU9007298A/en
Publication of WO1999011702A1 publication Critical patent/WO1999011702A1/en

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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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34928—Salts

Definitions

  • the present invention relates to a flame-retardant , reinforced, thermoplastic polyester composition.
  • Such a composition is known, for example, from US 5618865.
  • This publication describes the use of melamine phosphate combined with a carbon-forming catalyst, or the use of melamine pyrophosphate as a flame retardant in reinforced, thermoplastic polyester compositions.
  • a drawback of melamine phosphate and melamine pyrophosphate is that the thermal stability of these compositions is low. As a result, preparation (compounding) and processing of the flame-retardant composition are limited to processes and applications that would be subject to elevated temperatures.
  • the invention's goal is a flame-retardant , reinforced, thermoplastic polyester composition with improved thermal stability. This is achieved because the polyester composition contains 5-50 wt.%, relative to the overall composition, of a salt of a 1, 3 , 5-triazine derivative and a polyphosphoric acid derivative as flame retardant.
  • the thermal stability of the composition according to the invention is substantially improved relative to the state of the art. It has surprisingly been found that the polyester in the composition according to the invention is less susceptible to degradation, which is advantageous with respect to the composition's mechanical properties. Another advantage of the composition of the invention is the improved processing stability. A further advantage of the composition of the invention is its excellent flame retardant behavior.
  • the flame retardant in the composition according to the invention is a salt of a 1, 3, 5-triazine derivative and a polyphosphoric acid derivative.
  • suitable 1, 3 , 5-triazine derivatives include 2 , 4, 6-triamine-l, 3 , 5-triazine (melamine) , melam, melem, melone, ammeline, ammelide, 2-ureidomelamine, acetoguanamine, benzoguanamine , diamine phenyl triazine, or mixtures hereof.
  • Melamine, melam, melem, or mixtures hereof are preferable. Melam and melem can be simply obtained by causing melamine to condense in the presence of a catalyst.
  • Crude melamine generally contains small amounts of melam and/or melem.
  • the polyphosphoric acid derivative of the salt of the 1, 3 , 5-triazine derivative is, for example, a partial ester of polyphosphoric acid, a salt of polyphosphoric acid or polyphosphoric acid itself.
  • Polyphosphoric acid is preferable.
  • Polyphosphoric acid can be represented by the following general formula:
  • n > 2.
  • n is between 2 and 200, and most preferably n is between 2 and 100.
  • Commercially available polyphosphoric acid is characterized by a P 2 0 5 content higher than 68 wt . % .
  • Polyphosphoric acid with a P 2 0 s content between 70 and 90 wt . % is preferable.
  • Most preferable is polyphosphoric acid with a P 2 0 5 content between 74 and 87 wt . % .
  • Examples of commercially available polyphosphoric acids are ALBRITER ® polyphosphoric acid 105, 111, 113, or 116.
  • the salt of the 1, 3 , 5-triazine derivative and the polyphosphoric acid derivative can be simply prepared by causing polyphosphoric acid to react with the triazine derivative, as described in PL 143704.
  • melamine polyphosphate can likewise be prepared by using phosphoric acid as a starting product instead of polyphosphoric acid, and subjecting the melamine salt obtained to the heat treatment described.
  • the concentration of the flame retardant in the composition of the invention is generally between 5 and 50 wt . % (relative to the overall composition), preferably between 10 and 40 wt.%, and most preferably between 15 and 35 wt.%.
  • thermoplastic polyester of the composition according to the invention can be chosen from the group comprising thermoplastic homopolyesters, thermoplastic copolyesters and/or thermoplastic polyester elastomers.
  • the thermoplastic homopolyesters and copolyesters can be obtained through self-polycondensation of hydroxycarboxylic acids or through polycondensation of one or more alkylene glycols and one or more dicarboxylic acids, preferably aromatic dicarboxylic acids .
  • aromatic dicarboxylic acids are preferably chosen from the group comprising phthalic acids, for example isophthalic and terephthalic acid, naphthalene dicarboxylic acids, for example 2, 6-naphthalene dicarboxylic acid, and diphenyl dicarboxylic acids, for example
  • thermoplastic polyester is polyethylene terephthalate (PET) or polybutylene terephthalate (PBT) . Most preferable is PBT.
  • Other thermoplastic polyesters that are very suitable for use in the composition according to the invention are polyalkylene adipates, poly ( ⁇ -caprolactone) , polyethylene naphthalate (PEN) , copolyester of ethylene glycol, terephthalic acid and isophthalic acid, and copolyesters of ethylene glycol, 2 , 6-naphthalene dicarboxylic acid and 4, 4 ' -diphenyl dicarboxylic acid.
  • thermoplastic polyester elastomers that are suitable for the invention are the usual thermoplastic copolyester elastomers according to the state of the art, which are, for example, extensively described in the Encyclopedia of Polymer Science and Engineering, Vol. 12, pages 75 et seg. (1988), and the references mentioned therein.
  • the hard segments in these thermoplastic copolyester elastomers generally consist of units derived from an aromatic dicarboxylic acid and an aliphatic dial, and the soft segments of polyester units derived from aliphatic dicarboxylic acids and aliphatic dials, or of lactones or soft segments of aliphatic polyether units.
  • Reinforcing materials are frequently added to thermoplastic polyester compositions to alter the mechanical properties.
  • the concentration of reinforcing materials in the composition of the invention may vary within a wide range and is partly determined by the level of mechanical properties desired. In general, the concentration of reinforcing materials in the composition of the invention will not amount to more than 60 wt.%, preferably 5-50 wt.%, and most preferably 15-35 wt.%.
  • the reinforcing material is chosen from the group of inorganic reinforcing materials, for example mica or glass fibers, or carbon fibers. Glass fibers are preferred.
  • the composition's flame-retardant effect can be further strengthened by the presence of a compound that is synergistic with respect to the flame retardant.
  • the synergist is generally a compound with several radicals that can esterify with the polyphosphoric acid, for example starch, glucose and compounds with at least two hydroxyl groups .
  • examples of compounds with at least two hydroxyl groups are alcohols with at least two hydroxyl groups, for example pentaerythritol, dipentaerythritol, tripentaerythritol and mixtures thereof .
  • the concentration of the synergistic compound with respect to the flame retardant is generally between 0 and 15 wt.% by weight, preferably between 0.1 and 10 wt.%.
  • composition's flame-retardant effect can be further strengthened by the presence of a second flame-retardant component.
  • a second flame-retardant component In principle all known flame retardants are suitable for this.
  • antimony oxide preferably antimony trioxide
  • alkaline earth metal oxides for example magnesium oxide and other metal oxides such as alumina, silica, iron oxide and manganese oxide
  • metal hydroxides for example aluminum hydroxide
  • metal borates for example zinc borate, and phosphorus-containing compounds.
  • Examples of phosphorus-containing compounds are zinc phosphate, ammonium phosphate, ammonium pyrophosphate, ammonium polyphosphate, ethylene diamine phosphate, piperazine phosphate, piperazine pyrophosphate, melamine phosphate, dimelamine phosphate, melamine pyrophosphate, melamine metaphosphate, guanidine phosphate, dicyanodiamide phosphate and urea phosphate.
  • the concentration thereof may vary within a wide range, but is generally not more than the concentration of the salt of 1, 3 , 5-triazine derivative and polyphosphoric acid.
  • composition may furthermore contain the other usual additives, for example stabilizers, mold - release agents, plasticizers , dispersing agents, colorants and/or pigments, etc., in amounts that are commonly suitable for these additives, providing the properties are not adversely affected.
  • additives for example stabilizers, mold - release agents, plasticizers , dispersing agents, colorants and/or pigments, etc.
  • composition according to the invention can be prepared using the conventional techniques known per se, for example by mixing all or a number of components in dry condition in a tumbler mixer, followed by melting in a melt mixer, for example a Brabender mixer or a single or twin-screw extruder.
  • a twin-screw extruder is used for mixing, melting, and extruding the ingredients.
  • composition of the invention can be fed to the extruder's throat together, or they can be fed at different places along the length of the extruder.
  • glass fibers are present in the composition, they are preferably not fed at the extruder's throat to prevent the risk of the glass fibers tearing.
  • Some of the components can be added in the form of a master batch in the thermoplastic polyester or a different polymer.
  • composition according to the invention can be processed into semi-finished or finished products using techniques commonly known to persons skilled in the art, such as injection-molding, compression-molding, blow-molding, or reactive injection-molding (RIM) .
  • injection-molding compression-molding
  • blow-molding blow-molding
  • RIM reactive injection-molding
  • Test bars were injection moulded.
  • the thermal stability of the flame retardant compound was excellent and therefore no foaming occured during injection moulding of the testbars .
  • Notched Charpy impact (ISO 180-1A) : 4 kg J/m 2
  • Unnotched Charpy impact (ISO 180-1C) : 8 kg J/m 2

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Flame-retardant, reinforced, thermoplastic polyester composition, the polyester composition containing 5 to 50 % by weight (relative to the overall composition) of a salt of a 1,3,5-triazine derivative and polyphosphoric acid (derivative) as a flame retardant.

Description

FLAME-RETARDANT POLYESTER COMPOSITION
The present invention relates to a flame-retardant , reinforced, thermoplastic polyester composition.
Such a composition is known, for example, from US 5618865. This publication describes the use of melamine phosphate combined with a carbon-forming catalyst, or the use of melamine pyrophosphate as a flame retardant in reinforced, thermoplastic polyester compositions. A drawback of melamine phosphate and melamine pyrophosphate is that the thermal stability of these compositions is low. As a result, preparation (compounding) and processing of the flame-retardant composition are limited to processes and applications that would be subject to elevated temperatures. The invention's goal is a flame-retardant , reinforced, thermoplastic polyester composition with improved thermal stability. This is achieved because the polyester composition contains 5-50 wt.%, relative to the overall composition, of a salt of a 1, 3 , 5-triazine derivative and a polyphosphoric acid derivative as flame retardant.
It has been found that the thermal stability of the composition according to the invention is substantially improved relative to the state of the art. It has surprisingly been found that the polyester in the composition according to the invention is less susceptible to degradation, which is advantageous with respect to the composition's mechanical properties. Another advantage of the composition of the invention is the improved processing stability. A further advantage of the composition of the invention is its excellent flame retardant behavior.
The flame retardant in the composition according to the invention is a salt of a 1, 3, 5-triazine derivative and a polyphosphoric acid derivative. Examples of suitable 1, 3 , 5-triazine derivatives include 2 , 4, 6-triamine-l, 3 , 5-triazine (melamine) , melam, melem, melone, ammeline, ammelide, 2-ureidomelamine, acetoguanamine, benzoguanamine , diamine phenyl triazine, or mixtures hereof. Melamine, melam, melem, or mixtures hereof are preferable. Melam and melem can be simply obtained by causing melamine to condense in the presence of a catalyst. Crude melamine generally contains small amounts of melam and/or melem. The polyphosphoric acid derivative of the salt of the 1, 3 , 5-triazine derivative is, for example, a partial ester of polyphosphoric acid, a salt of polyphosphoric acid or polyphosphoric acid itself. Polyphosphoric acid is preferable. Polyphosphoric acid can be represented by the following general formula:
Figure imgf000004_0001
where n > 2. Preferably n is between 2 and 200, and most preferably n is between 2 and 100. Commercially available polyphosphoric acid is characterized by a P205 content higher than 68 wt . % . Polyphosphoric acid with a P20s content between 70 and 90 wt . % is preferable. Most preferable is polyphosphoric acid with a P205 content between 74 and 87 wt . % . Examples of commercially available polyphosphoric acids are ALBRITER® polyphosphoric acid 105, 111, 113, or 116. The salt of the 1, 3 , 5-triazine derivative and the polyphosphoric acid derivative can be simply prepared by causing polyphosphoric acid to react with the triazine derivative, as described in PL 143704. In this way melamine polyphosphate can likewise be prepared by using phosphoric acid as a starting product instead of polyphosphoric acid, and subjecting the melamine salt obtained to the heat treatment described.
The concentration of the flame retardant in the composition of the invention is generally between 5 and 50 wt . % (relative to the overall composition), preferably between 10 and 40 wt.%, and most preferably between 15 and 35 wt.%.
The thermoplastic polyester of the composition according to the invention can be chosen from the group comprising thermoplastic homopolyesters, thermoplastic copolyesters and/or thermoplastic polyester elastomers. The thermoplastic homopolyesters and copolyesters can be obtained through self-polycondensation of hydroxycarboxylic acids or through polycondensation of one or more alkylene glycols and one or more dicarboxylic acids, preferably aromatic dicarboxylic acids . The aromatic dicarboxylic acids are preferably chosen from the group comprising phthalic acids, for example isophthalic and terephthalic acid, naphthalene dicarboxylic acids, for example 2, 6-naphthalene dicarboxylic acid, and diphenyl dicarboxylic acids, for example
4,4 ' -diphenyldicarboxylic acid. Very suitable is terephthalic acid. Preferably the thermoplastic polyester is polyethylene terephthalate (PET) or polybutylene terephthalate (PBT) . Most preferable is PBT. Other thermoplastic polyesters that are very suitable for use in the composition according to the invention are polyalkylene adipates, poly (ε-caprolactone) , polyethylene naphthalate (PEN) , copolyester of ethylene glycol, terephthalic acid and isophthalic acid, and copolyesters of ethylene glycol, 2 , 6-naphthalene dicarboxylic acid and 4, 4 ' -diphenyl dicarboxylic acid. For a further description of these polyesters and their preparation, the reader is referred to the Encyclopedia of Polymer Science and Engineering, Volume 12, pages 1-75 (1988) , and the references mentioned therein.
Thermoplastic polyester elastomers that are suitable for the invention are the usual thermoplastic copolyester elastomers according to the state of the art, which are, for example, extensively described in the Encyclopedia of Polymer Science and Engineering, Vol. 12, pages 75 et seg. (1988), and the references mentioned therein. The hard segments in these thermoplastic copolyester elastomers generally consist of units derived from an aromatic dicarboxylic acid and an aliphatic dial, and the soft segments of polyester units derived from aliphatic dicarboxylic acids and aliphatic dials, or of lactones or soft segments of aliphatic polyether units.
Reinforcing materials are frequently added to thermoplastic polyester compositions to alter the mechanical properties. The concentration of reinforcing materials in the composition of the invention may vary within a wide range and is partly determined by the level of mechanical properties desired. In general, the concentration of reinforcing materials in the composition of the invention will not amount to more than 60 wt.%, preferably 5-50 wt.%, and most preferably 15-35 wt.%. The reinforcing material is chosen from the group of inorganic reinforcing materials, for example mica or glass fibers, or carbon fibers. Glass fibers are preferred. The composition's flame-retardant effect can be further strengthened by the presence of a compound that is synergistic with respect to the flame retardant. Consequently, in the presence of a synergist, the concentration of the triazine derivative polyphosphate can be lowered without adversely affecting the flame-retardant properties of the composition. In principle, all the known substances that reinforce the effect of the triazine derivative phosphate flame retardant can be used to this end. The synergist is generally a compound with several radicals that can esterify with the polyphosphoric acid, for example starch, glucose and compounds with at least two hydroxyl groups . Examples of compounds with at least two hydroxyl groups are alcohols with at least two hydroxyl groups, for example pentaerythritol, dipentaerythritol, tripentaerythritol and mixtures thereof . The concentration of the synergistic compound with respect to the flame retardant is generally between 0 and 15 wt.% by weight, preferably between 0.1 and 10 wt.%.
The composition's flame-retardant effect can be further strengthened by the presence of a second flame-retardant component. In principle all known flame retardants are suitable for this. Examples of this are antimony oxide, preferably antimony trioxide, alkaline earth metal oxides, for example magnesium oxide and other metal oxides such as alumina, silica, iron oxide and manganese oxide, metal hydroxides, for example aluminum hydroxide, metal borates, for example zinc borate, and phosphorus-containing compounds. Examples of phosphorus-containing compounds are zinc phosphate, ammonium phosphate, ammonium pyrophosphate, ammonium polyphosphate, ethylene diamine phosphate, piperazine phosphate, piperazine pyrophosphate, melamine phosphate, dimelamine phosphate, melamine pyrophosphate, melamine metaphosphate, guanidine phosphate, dicyanodiamide phosphate and urea phosphate. The concentration thereof may vary within a wide range, but is generally not more than the concentration of the salt of 1, 3 , 5-triazine derivative and polyphosphoric acid.
The composition may furthermore contain the other usual additives, for example stabilizers, mold - release agents, plasticizers , dispersing agents, colorants and/or pigments, etc., in amounts that are commonly suitable for these additives, providing the properties are not adversely affected.
The composition according to the invention can be prepared using the conventional techniques known per se, for example by mixing all or a number of components in dry condition in a tumbler mixer, followed by melting in a melt mixer, for example a Brabender mixer or a single or twin-screw extruder. Preferably a twin-screw extruder is used for mixing, melting, and extruding the ingredients.
The various components of the composition of the invention can be fed to the extruder's throat together, or they can be fed at different places along the length of the extruder. When glass fibers are present in the composition, they are preferably not fed at the extruder's throat to prevent the risk of the glass fibers tearing.
Some of the components, for example colorants and stabilizers, can be added in the form of a master batch in the thermoplastic polyester or a different polymer.
The composition according to the invention can be processed into semi-finished or finished products using techniques commonly known to persons skilled in the art, such as injection-molding, compression-molding, blow-molding, or reactive injection-molding (RIM) .
The invention will be further elucidated with reference to the following example:
Example
2500 gram polyethyleneterephthalate
(ARNITE®, DSM N.V.), 1250 gram glasfibre (OCF 183 FllC,
Owens Corning) and 1250 gram melaminepolyphosphate (Melapur® 200, DSM N.V>) were blended and extruded with a twin-screw extruder (ZSK 3033, Werner & Pfleiderer) at 280°C and with a screw rotation speed at 150 rpm. The throughput was 10 kg/hour, generating smooth strands and granulate . The obtained compound was not post- condensed and had a solution viscosity (ηrel) before injection moulding of 1.3.
Test bars were injection moulded. The thermal stability of the flame retardant compound was excellent and therefore no foaming occured during injection moulding of the testbars .
The following properties were determined:
Tensile strength (ISO 527) : 61 Mpa
Notched Charpy impact (ISO 180-1A) : 4 kg J/m2 Unnotched Charpy impact (ISO 180-1C) : 8 kg J/m2
Comparative tracking index (IFC 695-2-1): 400 V
UL 94 test with 1.6 mm test bars: VO

Claims

C H S
1. Flame-retardant, reinforced, thermoplastic polyester composition characterized in that the polyester composition contains 5-50% by weight (relative to the overall composition) of a salt of a 1, 3 , 5-triazine derivative and polyphosphoric acid (derivative) as a flame retardant.
2. Flame-retardant, reinforced, thermoplastic polyester composition according to Claim 1, characterized in that the 1, 3 , 5-triazine derivative is melamine.
3. Flame-retardant, reinforced, thermoplastic polyester composition according to Claim 1, characterized in that the 1, 3 , 5-triazine derivative is melam.
4. Flame-retardant, reinforced, thermoplastic polyester composition according to Claim 1, characterized in that the 1, 3 , 5-triazine derivative is melem.
5. Flame-retardant, reinforced, thermoplastic polyester composition according to any one of Claims 1-4, characterized in that the composition contains 15-35% by weight flame retardant.
6. Flame-retardant, reinforced, thermoplastic polyester composition according to any one of the above claims, characterized in that the composition contains 15-35% by weight reinforcing material.
7. Flame-retardant, reinforced, thermoplastic polyester composition according to Claim 5, characterized in that the reinforcing material is glass fiber.
8. Flame-retardant, reinforced, thermoplastic polyester composition according to any one of the above claims, characterized in that a compound that is synergistic with respect to the flame retardant is present .
9. Flame-retardant, reinforced, thermoplastic polyester composition according to Claim 8, characterized in that the synergistic compound is an alcohol with at least two hydroxyl groups .
10. Flame-retardant, reinforced, thermoplastic polyester composition according to Claim 8 or Claim 9, characterized in that the composition contains 0.1-10% by weight of the synergistic reinforcing compound.
11. Flame-retardant, reinforced, thermoplastic polyester composition according to claims 1-10, characterized in that the thermoplastic polyester is polyethylene terephthalate, polybutylene terephthalate or a polyester block copolymer.
12. Flame-retardant, reinforced, thermoplastic polyester composition according to claims 1-11, characterized in that the thermoplastic polyester is polybutylene terephthalate.
13. Flame-retardant, reinforced, thermoplastic polyester composition as substantially described in the introduction and the examples.
PCT/NL1998/000502 1997-09-04 1998-09-03 Flame-retardant polyester composition WO1999011702A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU90072/98A AU9007298A (en) 1997-09-04 1998-09-03 Flame-retardant polyester composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL1006936A NL1006936C2 (en) 1997-09-04 1997-09-04 Flame-retardant polyester composition.
NL1006936 1997-09-04

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NL (1) NL1006936C2 (en)
WO (1) WO1999011702A1 (en)
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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1048778A1 (en) * 1999-04-30 2000-11-02 Clariant GmbH Fireproof coating composition for fibrous materials
EP1142964A2 (en) * 2000-03-30 2001-10-10 Clariant GmbH Fireproof coating
WO2001081470A1 (en) * 2000-04-19 2001-11-01 General Electric Company Flame retardant polyester compositions
EP1322702B2 (en) † 2000-10-05 2014-04-02 Basf Se Halogen-free flame retarder composition and flame retardant polyamide composition
US11207863B2 (en) 2018-12-12 2021-12-28 Owens Corning Intellectual Capital, Llc Acoustic insulator
US11666199B2 (en) 2018-12-12 2023-06-06 Owens Corning Intellectual Capital, Llc Appliance with cellulose-based insulator
CN117586582A (en) * 2024-01-18 2024-02-23 广东顺威赛特工程塑料开发有限公司 A halogen-free weather-resistant, flame-retardant and ablation-resistant polypropylene composite material and its preparation method

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Publication number Priority date Publication date Assignee Title
EP0025082A2 (en) * 1979-07-13 1981-03-18 Chemische Werke Hüls Ag Preparation of a solid, intumescent, phosphorous-containing frameproofing agent and its use in pastics
EP0241605A1 (en) * 1984-10-30 1987-10-21 Marubishi Yuka Kogyo Kabushiki Kaisha A method of making a flame retardant ingredient for polyolefines
PL143704B1 (en) * 1984-09-21 1988-03-31 Inst Chemii Nieorganicznej Method of obtaining melamine polyphosphate
WO1996009344A1 (en) * 1994-09-21 1996-03-28 Dsm Melapur B.V. Flameproof, glass fibre-reinforced polyamide resin compound with melamine or melem phosphoric acid reaction products as flame retardants
WO1997044377A1 (en) * 1996-05-22 1997-11-27 Nissan Chemical Industries, Ltd. Melamine polymetaphosphate and process for its production
WO1998045364A1 (en) * 1997-04-07 1998-10-15 E.I. Du Pont De Nemours And Company Flame retardant resin compositions

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0025082A2 (en) * 1979-07-13 1981-03-18 Chemische Werke Hüls Ag Preparation of a solid, intumescent, phosphorous-containing frameproofing agent and its use in pastics
PL143704B1 (en) * 1984-09-21 1988-03-31 Inst Chemii Nieorganicznej Method of obtaining melamine polyphosphate
EP0241605A1 (en) * 1984-10-30 1987-10-21 Marubishi Yuka Kogyo Kabushiki Kaisha A method of making a flame retardant ingredient for polyolefines
WO1996009344A1 (en) * 1994-09-21 1996-03-28 Dsm Melapur B.V. Flameproof, glass fibre-reinforced polyamide resin compound with melamine or melem phosphoric acid reaction products as flame retardants
WO1997044377A1 (en) * 1996-05-22 1997-11-27 Nissan Chemical Industries, Ltd. Melamine polymetaphosphate and process for its production
WO1998045364A1 (en) * 1997-04-07 1998-10-15 E.I. Du Pont De Nemours And Company Flame retardant resin compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 112, no. 6, 5 February 1990, Columbus, Ohio, US; abstract no. 37343, MUSZKO ET AL.: "Preparation of melamine polyphosphate" XP002065260 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1048778A1 (en) * 1999-04-30 2000-11-02 Clariant GmbH Fireproof coating composition for fibrous materials
US6617382B1 (en) 1999-04-30 2003-09-09 Clariant Gmbh Flame-retardant coating for fiber materials
EP1142964A2 (en) * 2000-03-30 2001-10-10 Clariant GmbH Fireproof coating
EP1142964A3 (en) * 2000-03-30 2004-02-11 Clariant GmbH Fireproof coating
WO2001081470A1 (en) * 2000-04-19 2001-11-01 General Electric Company Flame retardant polyester compositions
EP1322702B2 (en) † 2000-10-05 2014-04-02 Basf Se Halogen-free flame retarder composition and flame retardant polyamide composition
US11207863B2 (en) 2018-12-12 2021-12-28 Owens Corning Intellectual Capital, Llc Acoustic insulator
US11666199B2 (en) 2018-12-12 2023-06-06 Owens Corning Intellectual Capital, Llc Appliance with cellulose-based insulator
CN117586582A (en) * 2024-01-18 2024-02-23 广东顺威赛特工程塑料开发有限公司 A halogen-free weather-resistant, flame-retardant and ablation-resistant polypropylene composite material and its preparation method

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NL1006936C2 (en) 1999-03-05
AU9007298A (en) 1999-03-22

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