WO2006011784A1 - Composition ignifuge - Google Patents
Composition ignifuge Download PDFInfo
- Publication number
- WO2006011784A1 WO2006011784A1 PCT/NL2005/000492 NL2005000492W WO2006011784A1 WO 2006011784 A1 WO2006011784 A1 WO 2006011784A1 NL 2005000492 W NL2005000492 W NL 2005000492W WO 2006011784 A1 WO2006011784 A1 WO 2006011784A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polyester
- acid
- flame retardant
- flame
- retardant composition
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0066—Flame-proofing or flame-retarding additives
-
- 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
- C08K5/17—Amines; Quaternary ammonium 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
- C08K5/16—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
-
- 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
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
-
- 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
- C08K5/34922—Melamine; Derivatives thereof
-
- 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
- C08K5/5205—Salts of P-acids with N-bases
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
Definitions
- the invention relates to a flame-retardant composition
- a flame-retardant composition comprising a polymer and a flame-retardant additive.
- compositions are known from the literature and comprise as the flame retardant for example a polyphosphate and pentaerythritol.
- Flame-retardant compositions are used for example, as insulators for electrical wiring or in the automotive industries, where the parts applied must be compliant with stringent requirements relating to, amongst others, flame-retardancy. These parts can for example be bumpers, "under the hood” parts or parts that are used in the driver's compartment. These parts are often made from polymer compositions, for example based on polypropylene. These compositions, although very well suited for their purpose from a mechanical point of view, do not fulfil the requirements in view of flame-retardancy when they are used as such. Therefore these compositions are made to fulfil the specified requirements by the addition of additives that increase the flame- retardancy to the required level.
- halogen-containing flame-retardants were used. However, although successful as flame-retardant additive, these halogen-containing flame- retardants raised concern because of the impact that the halogens might have on the environment and health. Additionally such halogen-containing compounds generate corrosive by-products during processing or when exposed to fire and can result in damage to the parts. Therefore other options for flame-retardants are searched for. Generally a combination of additives is used. Often a carbonific is combined with a spumific. A carbonific is a non-resinous material that produces large volumes of both non-flammable gas and carbon in the presence of phosphoric acid.
- Carbonific materials are generally carbohydrates or polyfunctional alcohols, a well- known example being pentaerythritol.
- a spumific material is a material that releases large quantities of gas at elevated temperatures.
- Spumific materials are for example amides or amines; a well-known example in this class is ammonium polyphosphate (APP).
- a disadvantage of the known flame-retardant compositions is that the flame-retardant additives are often soluble in water and being hydrophilic, they are leached from the composition by water, for example rain, see for example the article.
- the leaching process reduces the initial flame- retardant properties. Consequently the requirements, which are measured in the initial or testing phase, are not met under daily life conditions. Therefore the assumed safety, based on the laboratory tests, cannot be guaranteed.
- the flame-retardancy is usually measured according to the Underwriter's Laboratory tests (UL 94).
- UL 94 Underwriter's Laboratory tests
- V-O means that a sample that has been treated with a test flame may not burn with flaming combustion for more than 10 seconds
- V-1 means that it may not burn for more than 30 seconds and that the specimen may not drip flaming particles or particles that ignite the cotton underneath.
- V-2 means that it may not burn for more than 30 seconds as with V-1 however the specimen can drip flaming particles.
- the object is reached by a flame retardant composition comprising a polymer A and a flame retardant, the flame retardant comprising a polyester B and a mono- or polyphosphate component C, wherein the polyester B is based on a polyol and an acid derivative.
- the flame retardant is present in the flame retardant composition in an amount less than polymer A.
- amount is used in terms of weight.
- Polymer A is regarded to be the matrix material and can be chosen from any material that is able to suit the mechanical and/or aesthetical requirements of the part to be produced.
- Polymer A can advantageously be chosen from the list comprising polyolefin, polyamide, polystyrene, polyester, polycarbonate, polyurethane, polyepoxy, acrylic resin, phenol resin, polyphenylene and combinations of two or more of them.
- polyolefins are very suitable to make structural parts from. This is due to their intrinsic properties.
- Polyolefins are for example, polyethylene, polypropylene, polyisobutene, and ethylene-propylene rubber, as for example EPM and EPDM-rubber. More preferred is polypropylene.
- Polyamides are for example nylon-6, nylon-6,6, nylon-6,10, nylon-6,12, nylon-11 , and nylon-12.
- Polyesters are for example polyethylene terephthalate and polybutylene terephthalate. When a combination of two or more polymers is used, with "polymer
- Polyester B is separate and distinct from polymer A.
- Polymer A is the matrix material that is chosen for its properties to suit structural and/or mechanical demands.
- Polyester B is chosen to fulfil the flame retardancy requirements when used together with the other component of the flame retardant.
- polyester B comprises essentially an alcohol derivative B1 and an acid derivative B2. This encompasses the possibility to synthesize polyester B by first preparing a polyester b' that is based on acid derivative B2 with an alcohol. After the preparation of polyester b' it is modified by reaction with alcohol derivative B1.
- polyester B by reacting alcohol derivative B1 with the acid derivative B2.
- alcohol derivative B1 and acid derivative B2 react directly with each other.
- the molecular weight of polyester B is not particular critical.
- a suitable range is for example 300 -10000 (determined via GPC 1 against a polystyrene standard, as the number average molecular weight, M n ), preferably lower than 3000, more preferably lower than 2000 and most preferably lower than 800 g/mol. It was surprisingly found that with a lower molecular weight better flame retardant properties could be reached.
- a polyester is a polymeric compound that is made by a
- poly (poly)condensation reaction between at least one kind of acid derivative and at least one kind of alcohol derivative.
- di-functional acids di-acids
- di-functional alcohols di-functional alcohols
- branched polyesters are formed.
- poly ester is used to cover both oligo-esters as well as polyesters.
- a suitable polyester for the composition according to the invention should be able to withstand the processing conditions of polymer A into the desired part or article. Therefore it is possible that the processing conditions of the part put - A -
- T g glass transition point
- T g glass transition point
- a polyester with a higher T 9 makes handling easier. Therefore the T 9 is advantageously above 35 0 C, preferably the T 9 is above 45°C.
- the T 9 is lower than 14O 0 C, preferably lower than 100 0 C.
- a preferred polyester has its T 9 between 45 and 9O 0 C.
- Component B1 alcohol derivative Polyester B, used in the flame-retardant composition according to the invention, is based on at least one polyol as alcohol derivative Bl
- polyol is here and hereinafter meant an alcohol with at least 3 hydroxyl groups, thus the alcohol functionality being three or higher.
- suitable polyols are trimethylolpropane (TMP), di(trimethylolpropane), glycerol, hexanetriol, trimethylol ethane, tris-(2- hydroxyethyl)-isocyanurate, pentaerythritol, di-pentaerythritol, sorbitol and combinations of any of them.
- a polyol is used with 3 or 4 hydroxyl groups. More preferably a polyol is used with 4 hydroxyl groups.
- polyester B it is possible to use in the synthesis of polyester B one or more polyols.
- these polyols can have the same or different number of hydroxyl groups, that is they have the same or different alcohol functionality.
- the polyol is the main alcohol derivative, thus making up at least 50% of the alcohol derivatives.
- at least 60% of the alcohol is a polyol, more preferably at least 75% of the alcohol derivative is a polyol.
- Most preferably the alcohol derivative B1 consists for 100% of the polyol.
- the acid derivative (B2) in polyester B can be chosen from a wide range of compounds. Suitable examples are acids, esters, anhydrides and acid chlorides or combinations of any of them.
- the acid derivative should have a functionality of at least two.
- the acid can both be of an inorganic nature as well as of an organic nature.
- Organic acids can both be aromatic or aliphatic.
- Suitable aliphatic acids for preparing the polyesters have a functionality of at least two and can contain from 2-36 carbon atoms. They can have a straight or branched chain.
- Preferably aliphatic acids are used with 6-16 carbon atoms.
- Suitable aromatic acids have a functionality of at least two and can contain from 2-36 carbon atoms.
- aromatic acids are used with 6-16 carbon atoms.
- An example of a suitable inorganic acid is phosphoric acid, phosphorous acid, phosphinic acid, phosphinous acid and organic acid phosphate.
- suitable organic acids are adipic acid, fumaric acid, sebacic acid, phthalic acid, isophthalic acid, terephthalic acid, tetrahydrophthalic acid, hexahydrophthalic acid, hexahydroterephthalic acid (CHDA), decane dicarboxylic acid, succinic acid, maleic acid, azelaic acid and/or dimerised fatty acids.
- anhydrides are acid anhydrides for example phthalic anhydride, trimellitic anhydride, 1 ,8-naphthalic anhydride, pyromellitic anhydride, tetrahydrophthalic anhydride, succinic anhydride, maleic anhydride and/or hexahydrophthalic anhydride.
- phthalic anhydride or maleic anhydride is used.
- phthalic anhydride is used.
- An example of an ester as acid derivative is dimethyl terephthalate ester.
- anhydrides as the acid derivative, as they are highly reactive. Additionally the chance that undesirable gels are formed during the polyester synthesis is relatively low.
- a very advantageous polyester B for use in the flame retardant composition is a hydroxy-functional polyester based on phthalic anhydride or maleic anhydride with pentaerythritol as the polyol.
- the ratio between the alcohol derivative and the acid derivative can be chosen freely. However it is preferred to use a relatively large amount of alcohol derivative.
- the ratio between alcohol derivative and acid derivative can be chosen between 1 and 10, preferably between 1 ,5 and 8, more preferably between 2 and 4,5.
- the ratio is expressed as the number of hydroxyl-groups divided by the number of acid (derived) groups.
- polyester B mixtures of different kinds of acid derivatives and/or alcohol derivatives can be used.
- “different kinds” is here meant both “different functionalities” as well as (and separate from the first) different chemical structures although with the same functionality.
- the polyester B used in the composition according to the invention can contain small amounts of other components than alcohol derivatives and acid derivatives.
- components when here "components" are mentioned reference is made to the original structure, as for example by the condensation reaction small molecules can be split off (for example water). After the reaction no complete alcohol or acid is present anymore but a building block derived from an alcohol or acid can be found back in the polyester.
- alcohol is meant the short for alcohol derivative and with acid is meant the short for acid derivative, unless otherwise indicated.
- Polyesters will contain after their preparation functional groups; these are either acid-derived groups (acid-functional polyester) or alcohol-derived groups (hydroxyl-functional polyester). Whether the polyester will be acid- or hydroxyl- functional depends on the conditions during the synthesis. Generally speaking there are two methods of preparing a polyester. In the first method the polyester with the desired functionality is prepared straightaway by using the correct amounts of acid derivative and alcohol derivative. So will it be necessary, to obtain a hydroxyl-functional polyester, to use an excess (on mol basis) of alcohol derivative. When it is desirable to obtain an acid-functional polyester, the acid derivative should be present in an excess amount. The second method to prepare a polyester is more or less a two-step synthesis wherein first for example a hydroxyl-functional polyester is synthesized.
- hydroxyl-functional polyester is reacted with for example a dibasic acid turning the hydroxyl-functional polyester into a carboxyl-functional polyester.
- a dibasic acid turning the hydroxyl-functional polyester into a carboxyl-functional polyester.
- the number of hydroxyl functional groups is reflected by the hydroxyl value ("OH-value”) and expressed in mg KOH/g polyester.
- the number of acid functional groups is reflected by the acid value ("AV") and is also expressed in mg KOH/g polyester.
- the acid value is the amount KOH (in mg) necessary to neutralise the acidic constituents in 1 g polyester resin.
- the hydroxyl value is the amount KOH (in mg) necessary to neutralise the quantity of acetic acid required to react with the hydroxyl groups in 1 g polyester resin.
- the man skilled in the art is familiar with the method of determination of both the hydroxyl- and acid value.
- the hydroxyl-value is chosen between 200 and 1800 mg KOH/g polyester. It is more preferred to use a hydroxyl-value between 500 and 1650 mg KOH/g polyester, even more preferred is a value in the range 600 and 900 mg KOH/g polyester.
- the acid value of the polyester is preferably kept low, as it has been found that with low acid values long-term flame retardant properties are better.
- a suitable range is between 1 and 25 mg KOH/g polyester, more preferred between 2 and 20 and most preferred between 4 and 15 mg KOH/g polyester.
- polyesters can be prepared and the invention is not limited to any of the known methods.
- the invention also relates to a new process for the preparation of a polyester.
- the new process relates to the preparation of a polyester based on an acid and/or acid anhydride and at least one alcohol said process comprising at least the following steps: a. Melting the acid and/or anhydride b. Combining the acid and/or anhydride with the at least one alcohol and reacting the acid and/or anhydride with the at least one alcohol at a temperature such that the acid and/or anhydride is molten.
- the process according to the invention is especially advantageous for the preparation of polyesters wherein the alcohol is pentaerythritol and/or di-pentaerythritol.
- the flame retardant in the flame retardant composition comprises next to the polyester B a mono- or polyphosphate component C.
- a mono- or polyphosphate component C a mono- or polyphosphate component C.
- An Example of a suitable mono- or polyphosphate (“phosphate”) can be described by formula (I): formula (I)
- the end group, G can be the same or different and can be chosen independently from a wide range of organic or inorganic compounds, including hydrogen, with the proviso that at least one of G is no hydrogen.
- at least one of the chemical bonds between G and O has an ionic nature.
- suitable end groups are ammonium and cyclic nitrogen compounds.
- cyclic nitrogen compounds are substituted or unsubstituted melamine.
- substituted melamines are trimethylated trimethylol melamine, tetramethylated tetramethylol melamine, pentamethylated pentamethylol melamine and hexamethylated hexamethylol melamine.
- the polymer A is the main (relative to the flame retardant) compound in the composition, generally referred to as the matrix compound.
- the flame retardant is present in an amount less than 50% (relative to the flame retardant composition, comprising polymer A and the flame retardant).
- the flame retardant is present in an amount of at least 25%.
- the amount does not exceed 45%.
- the flame retardant comprises polyester B and phosphate component C.
- the ratio between polyester B and phosphate C can be tailored to the needs of the system.
- the ratio between polyester B and phosphate C is between 0,25 and 1. Thus in the preferred situation generally more phosphate C will be present than polyester B.
- Polyester B is generally present in an amount between 0,5 and 35 %
- polyester B is present in an amount between 1 and 30 %, most preferably between 2 and 25 %.
- the flame retardant is colourless. Consequently the flame retardant can easily be used in colourless or light- coloured compositions without negatively influencing the appearance of the composition and the resulting article.
- polyester B used in the present composition is non-blooming. With “non-blooming” is meant that polyester B does not migrate to the surface.
- the invention further relates to a process for the preparation of a flame retardant composition comprising a polymer A and a flame retardant, the flame retardant comprising a polyester B and a phosphate component C, wherein the polyester B is based on a polyol and an acid derivative.
- This process comprises at least two steps wherein step one is the preparation of polyester B.
- the polyester B prepared in step 1 is combined with phosphate component C and polymer A.
- the second step can proceed in various ways. It is possible to first combine phosphate component C and polymer A forming a mixture D upon which this mixture D is combined with polyester B. Another way is to first combine phosphate component C and polyester B forming a mixture E upon which this mixture E is combined with polymer A. This variation can be regarded as a kind of pre-mix. Again another way is to first combine polyester B and polymer A forming a mixture F upon which this mixture F is combined with phosphate component C.
- the mixing of the separate components so as to form the flame retardant composition according to the invention can be performed according to methods known to the man skilled in the art.
- the flame- retardant composition can contain other components for example additives, pigments, colorants, light-stabilizers, anti-oxidants, UV-stabilizers and so forth.
- the flame- retardant composition comprising A, B and C, can be prepared in a separate step from the other components (such as for example additives) or all other components together with the flame retardant composition are brought together and then processed. In either of both ways the separate components are weighed-out and thoroughly mixed in a pre- mixer. The composition is then compounded, after which it is cooled and granulated. Optionally, the composition can, after leaving the granulator, be send to a fine grinding unit.
- suitable means for mixing or pre-mixing are tumbler mixers, double cone blenders, horizontal mixers, high-speed blenders and conical mixers.
- suitable means of compounding are mixers, kneaders and extruders. It has been found that better results in the flammability tests (UL-94) are obtained when the compounding is effected in an extruder compared to a kneader or mixer.
- the flame retardant composition according to the invention can be used in a large amount of application fields.
- application fields where the composition can be applied advantageously are moulding, cable covering, film, foam, coatings, electric appliances and electrical parts, automotive applications, and heating apparatus.
- Polyester I (based on phthalic anhydride and pentaervthritol)
- the acid value (AV) of the polyester obtained was 5.5 mg KOH/ g resin.
- the T 9 was 38.3°C.
- the viscosity at 160°C,70/s was 1.91 Pa*s
- the acid value (AV) of the polyester obtained was 4.0 mg KOH/ g resin.
- the T 9 was 46.6 0 C.
- the viscosity at 160°C,70/s was 4.9 Pa*s
- the acid value (AV) of the polyester obtained was 2.3 mg KOH/ g resin.
- the T 9 was
- Test bars of this composition were prepared in the same manner as above. The test bars gave before leaching VO classification. However, after leaching none of the test bars classified.
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Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP04077181 | 2004-07-29 | ||
EP04077181.8 | 2004-07-29 |
Publications (1)
Publication Number | Publication Date |
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WO2006011784A1 true WO2006011784A1 (fr) | 2006-02-02 |
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Application Number | Title | Priority Date | Filing Date |
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PCT/NL2005/000492 WO2006011784A1 (fr) | 2004-07-29 | 2005-07-08 | Composition ignifuge |
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WO (1) | WO2006011784A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102008032818A1 (de) * | 2007-10-10 | 2009-04-16 | Continental Teves Ag & Co. Ohg | Bremsbacke |
WO2014209661A1 (fr) * | 2013-06-26 | 2014-12-31 | Dow Global Technologies Llc | Compositions polymères stabilisées en tension |
CN111410736A (zh) * | 2020-05-06 | 2020-07-14 | 山东迈特新材料科技有限公司 | 一种赛克聚酯衍生物及其制备方法 |
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2005
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US5185103A (en) * | 1991-12-23 | 1993-02-09 | Ppg Industries, Inc. | Intumescent flame retardant composition |
EP1164160A1 (fr) * | 2000-06-13 | 2001-12-19 | Grand Polymer Co., Ltd. | Composition de résine thermoplastique ignifugeante |
EP1270613A2 (fr) * | 2001-06-29 | 2003-01-02 | Daicel Chemical Industries, Ltd. | Composition de polyoléfine ignifugée |
Non-Patent Citations (3)
Title |
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BRASSEUR P ET AL: "SUR LE MECANISME DE LA FORMATION DES RESINES GLYPTALS. POLYCONDENSATION DE L'ANHYDRIDE PHTALIQUE ET DE POLYOLS", BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, SOCIETE FRANCAISE DE CHIMIE. PARIS, FR, 1947, pages 117 - 122, XP009053765, ISSN: 0037-8968 * |
CHEN Y. ET AL.: "Performance of intumescent flame retardant master batch synthesized through twin-screw reactively extruding technology: effect of component ratio", POLYMER DEGRADATION AND STABILITY, vol. 81, no. 4, 2003, pages 215 - 224, XP002344767 * |
LE BRAS, M., BOURBIGOT, S., REVEL, B.: "Comprehensive study of the degradation of an intumescent EVA-based material during combustion", JOURNAL OF MATERIALS SCIENCE, vol. 34, 1999, pages 5777 - 5782, XP002344768 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102008032818A1 (de) * | 2007-10-10 | 2009-04-16 | Continental Teves Ag & Co. Ohg | Bremsbacke |
WO2014209661A1 (fr) * | 2013-06-26 | 2014-12-31 | Dow Global Technologies Llc | Compositions polymères stabilisées en tension |
CN111410736A (zh) * | 2020-05-06 | 2020-07-14 | 山东迈特新材料科技有限公司 | 一种赛克聚酯衍生物及其制备方法 |
CN111410736B (zh) * | 2020-05-06 | 2022-02-18 | 山东迈特新材料科技有限公司 | 一种赛克聚酯衍生物及其制备方法 |
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