EP0227764A1 - Microincapsulated flame retarders - Google Patents
Microincapsulated flame retardersInfo
- Publication number
- EP0227764A1 EP0227764A1 EP86904136A EP86904136A EP0227764A1 EP 0227764 A1 EP0227764 A1 EP 0227764A1 EP 86904136 A EP86904136 A EP 86904136A EP 86904136 A EP86904136 A EP 86904136A EP 0227764 A1 EP0227764 A1 EP 0227764A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- microincapsulated
- flame
- flame retarders
- retarders
- membrane
- 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- Withdrawn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
- 239000012528 membrane Substances 0.000 claims abstract description 19
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 6
- RXKOKVQKECXYOT-UHFFFAOYSA-N 1,2,4,5-tetrabromo-3,6-dimethylbenzene Chemical group CC1=C(Br)C(Br)=C(C)C(Br)=C1Br RXKOKVQKECXYOT-UHFFFAOYSA-N 0.000 claims abstract description 4
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 claims abstract description 3
- CMQUQOHNANGDOR-UHFFFAOYSA-N 2,3-dibromo-4-(2,4-dibromo-5-hydroxyphenyl)phenol Chemical compound BrC1=C(Br)C(O)=CC=C1C1=CC(O)=C(Br)C=C1Br CMQUQOHNANGDOR-UHFFFAOYSA-N 0.000 claims abstract description 3
- QWVCIORZLNBIIC-UHFFFAOYSA-N 2,3-dibromopropan-1-ol Chemical compound OCC(Br)CBr QWVCIORZLNBIIC-UHFFFAOYSA-N 0.000 claims abstract description 3
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 claims abstract description 3
- YYQRGCZGSFRBAM-UHFFFAOYSA-N Triclofos Chemical compound OP(O)(=O)OCC(Cl)(Cl)Cl YYQRGCZGSFRBAM-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229960001147 triclofos Drugs 0.000 claims abstract description 3
- 108010010803 Gelatin Proteins 0.000 claims description 5
- 229920000159 gelatin Polymers 0.000 claims description 5
- 235000019322 gelatine Nutrition 0.000 claims description 5
- 235000011852 gelatine desserts Nutrition 0.000 claims description 5
- WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims 3
- 238000000576 coating method Methods 0.000 claims 3
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 1
- 239000000025 natural resin Substances 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 229920003002 synthetic resin Polymers 0.000 claims 1
- 239000000057 synthetic resin Substances 0.000 claims 1
- 239000003094 microcapsule Substances 0.000 abstract description 11
- 239000004114 Ammonium polyphosphate Substances 0.000 abstract description 3
- PQYJRMFWJJONBO-UHFFFAOYSA-N Tris(2,3-dibromopropyl) phosphate Chemical compound BrCC(Br)COP(=O)(OCC(Br)CBr)OCC(Br)CBr PQYJRMFWJJONBO-UHFFFAOYSA-N 0.000 abstract description 3
- 235000019826 ammonium polyphosphate Nutrition 0.000 abstract description 3
- 229920001276 ammonium polyphosphate Polymers 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 239000013078 crystal Substances 0.000 abstract description 3
- 231100000419 toxicity Toxicity 0.000 abstract description 2
- 230000001988 toxicity Effects 0.000 abstract description 2
- 239000003063 flame retardant Substances 0.000 abstract 3
- NDRKXFLZSRHAJE-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-(2,3,4-tribromophenyl)benzene Chemical group BrC1=C(Br)C(Br)=CC=C1C1=C(Br)C(Br)=C(Br)C(Br)=C1Br NDRKXFLZSRHAJE-UHFFFAOYSA-N 0.000 abstract 1
- ITVPBBDAZKBMRP-UHFFFAOYSA-N chloro-dioxido-oxo-$l^{5}-phosphane;hydron Chemical class OP(O)(Cl)=O ITVPBBDAZKBMRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 2
- 229920000084 Gum arabic Polymers 0.000 description 2
- 241000978776 Senegalia senegal Species 0.000 description 2
- 239000000205 acacia gum Substances 0.000 description 2
- 235000010489 acacia gum Nutrition 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000003340 retarding agent Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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
- C08K9/00—Use of pretreated ingredients
- C08K9/10—Encapsulated ingredients
Definitions
- the present invention relates to flame retarders for rigid and flexible synthetic foams, binding resins and plastics in general.
- the various flame retarders are microincapsulated, that is, the particles of said retarders, at the level of each single crystal or micro ⁇ scopic drop, are completely enveloped by an inert and atoxic stable microscopic film, according to various mi- croincapsulation processes, so attaining the following advantages: - transformation of any flame retarder, independently on the nature and characteristics thereof, into a simple inert additive till the moment when temperature exerted by fire causes the microcapsules to open, so releasing the flame retarder contained therein, which only from that moment carries on its action;
- All of the known flame retarders' may be microincap ⁇ sulated according to the present invention, particularly all the known organic and inorganic halogenated and/or phosphorated derivatives (used to this scope), such as decabromodiphenyloxide, octabro odiphenyloxide, tetrabro- moparaxylene, hexabromocyclododecane, chlorophosphorated esters in general, tris-(2, 3-dibromopropyl)phosphate, trichloroethylphosphate, tetrabromophthalic anhydride, tetrabromobisphenol, red phosphorus, ammonium polyphospha ⁇ te, dibromopropanol and mixtures thereof.
- decabromodiphenyloxide octabro odiphenyloxide
- tetrabro- moparaxylene hexabromocyclododecane
- Microincapsulation of • said flame retarders may be carried out according to various techniques, such as the method based on gelatins having different viscosities, the one based on gelatins and gum arabic, those based on cel ⁇ lulose derivatives and the like.
- 100 Ml of a 10% gelatin solution, 100 g of tetra- bromoparaxylene having a particle size of 150 to 300 mi ⁇ cron, 100 ml of gum arabic in solution and 300 ml of water were mixed in a vessel and stirred at a temperature from 45 to 50°C.
- the pH of the solution was adjusted to 4.2 and, during stirring, temperature was slowly lowered to 25°, at which temperature a membrane formed around the particles; thereafter the vessel was quickly cooled and stirring was continued during one hour, in order to make the membrane more rigid.
- the obtained microcapsules have a weight ratio of 5:1 with respect to the product, i.e. 20 g of material making up the membrane for 100 g of incapsulated tetrabro- moparaxylene.
- Example 2 The above cited Example may be carried out varying the compound/membrane ratio in the following percentages: 10:1; 20:1; 40:1. The same Example may carried out, for all the above cited compound/membrane ratios, using particles of 10 to 1000 microns size. Particularly, when tetrabromoparaxylene is used as flame retarding agent in flexible polyurethan foams, the maximum effectiveness was found for crystal sizes from 50 to 250 microns. EXAMPLE 2
- 100 Ml of a 10% gelatin solution was placed in a vessel, at a temperature from 45 to 50°C, under stirring, then 100 g of water, 15 ml of a 5% sodium hexametaphospha- te solution and 100 g of decabromodiphenyloxide having particle size of 150 to 300 microns were added, under stirring. pH was adjusted to about 4 and the temperature of the solution was first slowly lowered to 25°C, then quickly lowered to 10°, stirring for one hour at this temperature in order to make more rigid the membrane. As in Example 1, microcapsule membranes were hard ⁇ ened by addition of glutaraldehyde.
- Example 2 Water separation and microcapsule drying were car ⁇ ried out as described in Example 1. The resulting microcapsules have a membrane/compo ⁇ und weight ratio of 1:10.
- membrane/compound weight ratio as well as microcapsule size may be varied.
- EXAMPLE 3 250 Ml of cyclohexane, 4 g of ethylcellulose and 4 g of carboxylated wax were placed in a vessel. Temperature was raised to 70°C, under strong stirring, to complete dissolution. Then 30 g of ammonium polyphosphate was ad ⁇ ded, and temperature was lowered to 20°C, continuing stir- ring. The reaction mixture was filtered, the filtrate was repeatedly washed with pure cyclohexane. Microincapsulated ammonium polyphosphate was then dried in oven, at a tempe ⁇ rature not higher than 40°C.
- red phosphorus 100 Grams of red phosphorus is added to 300 g of H O, 2 g of urea, 5 g of resorcine and 40 ml of 40% for ⁇ maldehyde.
- the pH is slowly brought down to 1.5 to obtain a polymerization yielding an urea-formaldehyde membrane including red phosphorus.
- the water is then separated from the obtained microcapsules which are dried.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Manufacturing Of Micro-Capsules (AREA)
Abstract
L'invention concerne des microcapsules d'agents ignifuges tels que l'oxyde de bromodiphényle, l'oxyde d'octabromodiphényle, le tétrabromoparaxylène, l'hexabromocyclododécane, les esters chlorophosphorés en général, le tris-(2,3-dibromopropyle)phosphate, le phosphate de trichloroéthyle, l'anhydride tetrabromophtalique, le tétrabromobisphénol, le phosphore amorphe, le polyphosphate d'ammonium, le dibromopropanol et similaires, de même que des microcapsules contenant des mélanges de ceux-ci. Ces agents ignifuges sont pourvus d'une membrane inerte et imperméable qui isole chaque cristal ou goutte de liquide de l'environnement ambiant, en empêchant ainsi l'occurrence de réactions chimiophysiques indésirables et en éliminant la toxicité des agents ignifuges eux-mêmes.The invention relates to microcapsules of flame retardants such as bromodiphenyl oxide, octabromodiphenyl oxide, tetrabromoparaxylene, hexabromocyclododecane, chlorophosphate esters in general, tris-(2,3-dibromopropyl)phosphate, trichloroethyl phosphate, tetrabromophthalic anhydride, tetrabromobisphenol, amorphous phosphorus, ammonium polyphosphate, dibromopropanol and the like, as well as microcapsules containing mixtures thereof. These flame retardants are provided with an inert, impermeable membrane that isolates each crystal or drop of liquid from the surrounding environment, thereby preventing the occurrence of undesirable chemophysical reactions and eliminating the toxicity of the flame retardants themselves.
Description
MICROINCAPSULATED FLAME RETARDERS
The present invention relates to flame retarders for rigid and flexible synthetic foams, binding resins and plastics in general.
Flame retarding agents are known to be substantial- ly limited in their possible applications, due to the following drawbacks :
- most flame retarders are more or less toxic and/or cor¬ rosive, therefore involving unnegligible problems and difficulties in use and handling. This is the case of tris(2, 3-dibromopropyl)phosphate which, in spite of its excellent antiflame properties, at present is not used, due to its high toxicity;
- some flame retarders have stability problems. This is the case of red phosphorus which, in addition to a re- markable toxicity, shows a considerable tendency to spontaneous ignition;
- flame retarders frequently react with the material to be made resistant to fire (for example a polyurethan foam) and said reaction may negatively affect the quality of the manufactured product;
- most of the common flame retar-ders decompose at a tempe¬ rature lower than fire decomposition temperature of the treated material, so that, when the material is burning and the flame retarding effect is required, a part of the retarder has been already removed;
- most of usual flame retarders have a limited duration, due to decomposition caused by oxidation and/or photo¬ chemical reactions, so that, after some time, the fire
resistance of the treated material decreases.
According to the present invention, in order to overcome the above drawbacks, the various flame retarders are microincapsulated, that is, the particles of said retarders, at the level of each single crystal or micro¬ scopic drop, are completely enveloped by an inert and atoxic stable microscopic film, according to various mi- croincapsulation processes, so attaining the following advantages: - transformation of any flame retarder, independently on the nature and characteristics thereof, into a simple inert additive till the moment when temperature exerted by fire causes the microcapsules to open, so releasing the flame retarder contained therein, which only from that moment carries on its action;
- possibility to increase flame retarder effectiveness, by incapsulating in one single capsule various compounds having a synergetic action, or using mixtures of micro¬ incapsulated flame retarders, which are not compatible under the usual conditions;
- obtaining of a product which is inert at room temperatu¬ re, but active at the beginning of fire;
- attainment of a product which is safe from risks in handling, being externally non" toxic; - stability during the time of the retarder characteri¬ stics, since the retarder is protected by the membrane from any degradation process.
All of the known flame retarders' may be microincap¬ sulated according to the present invention, particularly all the known organic and inorganic halogenated and/or
phosphorated derivatives (used to this scope), such as decabromodiphenyloxide, octabro odiphenyloxide, tetrabro- moparaxylene, hexabromocyclododecane, chlorophosphorated esters in general, tris-(2, 3-dibromopropyl)phosphate, trichloroethylphosphate, tetrabromophthalic anhydride, tetrabromobisphenol, red phosphorus, ammonium polyphospha¬ te, dibromopropanol and mixtures thereof.
Microincapsulation of • said flame retarders may be carried out according to various techniques, such as the method based on gelatins having different viscosities, the one based on gelatins and gum arabic, those based on cel¬ lulose derivatives and the like.
The following examples illustrate some of these techniques, without limiting the scope of the invention. EXAMPLE 1
100 Ml of a 10% gelatin solution, 100 g of tetra- bromoparaxylene having a particle size of 150 to 300 mi¬ cron, 100 ml of gum arabic in solution and 300 ml of water were mixed in a vessel and stirred at a temperature from 45 to 50°C. The pH of the solution was adjusted to 4.2 and, during stirring, temperature was slowly lowered to 25°, at which temperature a membrane formed around the particles; thereafter the vessel was quickly cooled and stirring was continued during one hour, in order to make the membrane more rigid.
15 Ml of a 25% concentrate of glutaraldehyde was added to harden the membrane "and stirring was continued for some hours. The stirring time may be reduced by heat¬ ing the mass to about 25°C. A dehydrating agent was subsequently added in a
rate equal to 3% by weight of the incapsulated compound, e.g. a compound commercially available under the mark Syloid, said compound being added in order to ease drying, while continuing stirring for about 30 minutes. Water was subsequently separated by filtration or other separation techniques, before drying the microcapsu- les.
The obtained microcapsules have a weight ratio of 5:1 with respect to the product, i.e. 20 g of material making up the membrane for 100 g of incapsulated tetrabro- moparaxylene.
The above cited Example may be carried out varying the compound/membrane ratio in the following percentages: 10:1; 20:1; 40:1. The same Example may carried out, for all the above cited compound/membrane ratios, using particles of 10 to 1000 microns size. Particularly, when tetrabromoparaxylene is used as flame retarding agent in flexible polyurethan foams, the maximum effectiveness was found for crystal sizes from 50 to 250 microns. EXAMPLE 2
100 Ml of a 10% gelatin solution was placed in a vessel, at a temperature from 45 to 50°C, under stirring, then 100 g of water, 15 ml of a 5% sodium hexametaphospha- te solution and 100 g of decabromodiphenyloxide having particle size of 150 to 300 microns were added, under stirring. pH was adjusted to about 4 and the temperature of the solution was first slowly lowered to 25°C, then quickly lowered to 10°, stirring for one hour at this temperature in order to make more rigid the membrane.
As in Example 1, microcapsule membranes were hard¬ ened by addition of glutaraldehyde.
Water separation and microcapsule drying were car¬ ried out as described in Example 1. The resulting microcapsules have a membrane/compo¬ und weight ratio of 1:10.
As for Example 1, membrane/compound weight ratio as well as microcapsule size may be varied. EXAMPLE 3 250 Ml of cyclohexane, 4 g of ethylcellulose and 4 g of carboxylated wax were placed in a vessel. Temperature was raised to 70°C, under strong stirring, to complete dissolution. Then 30 g of ammonium polyphosphate was ad¬ ded, and temperature was lowered to 20°C, continuing stir- ring. The reaction mixture was filtered, the filtrate was repeatedly washed with pure cyclohexane. Microincapsulated ammonium polyphosphate was then dried in oven, at a tempe¬ rature not higher than 40°C.
As in the above Examples, membrane/compound ratio as well as microcapsule sizes may be varied. EXAMPLE 4
100 Grams of red phosphorus is added to 300 g of H O, 2 g of urea, 5 g of resorcine and 40 ml of 40% for¬ maldehyde. The pH is slowly brought down to 1.5 to obtain a polymerization yielding an urea-formaldehyde membrane including red phosphorus. The water is then separated from the obtained microcapsules which are dried.
Claims
1. Microincapsulated flame retarders.
2. Microincapsulated flame retarders as claimed in claim 1, said microincapsulated flame retarders consisting of any organic or inorganic halogenated and/or phosphorat¬ ed derivative utilizable as flame retarder, or of red phosphorus or mixtures thereof.
3. Microincapsulated flame retarders as claimed in claims 1-2, said microincapsulated flame retarders consi¬ sting of decabromodiphenyloxide, octabromodiphenyloxide, tetrabromoparaxylene, hexabromocyclododecane, chloropho- sphorated esters in general, tris-(2, 3-dibromopropyl)pho¬ sphate, trichloroethylphosphate, tetrabromophthalic anhy- dride, tetrabromobisphenol, red phosphorus, ammonium poly¬ phosphate, dibromopropanol or mixtures thereof.
4. Microincapsulated flame retarders as claimed in claims 1-3, wherein the coating membrane is one of the usual coating membranes suited for microincapsulation.
5. Microincapsulated flame retarders as claimed in claim 4, wherein the coating membrane consists of gelatins and derivatives thereof, natural resins and derivatives thereof, synthetic resins and derivatives thereof, 'cellu¬ lose derivatives, and mixtures thereof.*
6. Microincapsulated flame retarders as claimed in any one of claims 1 to 5, wherein the membrane is a urea-for¬ maldehyde membrane.
7. Microincapsulated flame retarders as claimed in claim 6, wherein the flame retarder is red phosphorus.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT21292/85A IT1201424B (en) | 1985-06-26 | 1985-06-26 | MICRO ENCAPSULATED FLAME RETARDANTS |
| IT2129285 | 1985-06-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0227764A1 true EP0227764A1 (en) | 1987-07-08 |
Family
ID=11179641
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP86904136A Withdrawn EP0227764A1 (en) | 1985-06-26 | 1986-06-24 | Microincapsulated flame retarders |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0227764A1 (en) |
| IT (1) | IT1201424B (en) |
| WO (1) | WO1987000187A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5543447A (en) * | 1994-09-28 | 1996-08-06 | Southwest Research Institute | Stabilization of red amorphous phosphorus by ordered polymeric structures for the manufacture of non-emissive fire retardant plastics |
| CN107022205A (en) * | 2017-04-28 | 2017-08-08 | 四川理工学院 | A kind of preparation method of surface hydrophobicity ammonium polyphosphate modifying |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2210377A (en) * | 1987-09-25 | 1989-06-07 | Plessey Co Plc | Microencapsulated flame retardant: encapsulated semiconductor |
| DE4300390A1 (en) * | 1992-08-22 | 1993-07-01 | Tech Wissenschaftliche Ges Thi | Preventing burning of plastics materials or plastics composites - by incorporating conventional flame retardant as microcapsules |
| AU1894799A (en) * | 1998-09-08 | 2000-03-27 | Isle Firestop Ltd. | Combustion retardant for polymeric materials |
| DE10126760A1 (en) * | 2001-06-01 | 2002-12-05 | Bayer Ag | Microencapsulated red phosphorus |
| DE10126759A1 (en) | 2001-06-01 | 2002-12-05 | Bayer Ag | Microencapsulation of red phosphorus |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3968060A (en) * | 1973-08-22 | 1976-07-06 | Champion International Corporation | Encapsulated flame retardant system |
| US4208317A (en) * | 1975-06-10 | 1980-06-17 | Rhone-Poulenc Industries | Flameproofed plastic compositions |
| DE2949537A1 (en) * | 1979-12-08 | 1981-06-11 | Hoechst Ag, 6000 Frankfurt | PARTICULATE AGENT FOR PREVENTING THE FLAMMABILITY OF FLAMMABLE SUBSTANCES |
| CA1196437A (en) * | 1981-12-19 | 1985-11-05 | Kazushi Hirobe | Flame resistant resin composition |
-
1985
- 1985-06-26 IT IT21292/85A patent/IT1201424B/en active
-
1986
- 1986-06-24 EP EP86904136A patent/EP0227764A1/en not_active Withdrawn
- 1986-06-24 WO PCT/EP1986/000370 patent/WO1987000187A1/en not_active Application Discontinuation
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8700187A1 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5543447A (en) * | 1994-09-28 | 1996-08-06 | Southwest Research Institute | Stabilization of red amorphous phosphorus by ordered polymeric structures for the manufacture of non-emissive fire retardant plastics |
| CN107022205A (en) * | 2017-04-28 | 2017-08-08 | 四川理工学院 | A kind of preparation method of surface hydrophobicity ammonium polyphosphate modifying |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1987000187A1 (en) | 1987-01-15 |
| IT8521292A0 (en) | 1985-06-26 |
| IT1201424B (en) | 1989-02-02 |
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