JP3159492B2 - Dispersed polyol composition and method for producing the same - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a dispersed polyol composition in which a powdery triazine compound or a derivative thereof is stably dispersed and which is suitable for producing a flame-retardant polyurethane foam, and a method for producing the same. More specifically, when a powder of a triazine compound or a derivative thereof is dispersed in a polyol, specific polymer particles are allowed to coexist in a dispersion system, and a dispersed polyol composition with improved dispersibility and a method for producing the same are provided. It is about.

[0002]

2. Description of the Related Art After a subway fire in the UK in 1988,
Special attention has been paid to measures for flame retarding polyurethane foam. Focusing on developed countries such as Europe and the United States and Japan,
With the introduction of flame retardant regulations for furniture and railway vehicles, the development of flexible urethane foams that comply with these flame retardant regulations has become an important issue.

[0003] As a method for producing a polyurethane foam complying with the flame retardant regulations, a flexible material having flame retardancy has been imparted by mixing an appropriate amount of a melamine compound such as melamine or methylolated melamine as a flame retardant into a polyurethane foam. Urethane foam is being developed. The basic technology of flame retardation by mixing a melamine compound derivative such as melamine or formalin-modified melamine into urethane foam is described in JP-A-47-5589, JP-A-47-5,843, etc. It is a known technique.
Also, a method of adding a triazine compound other than melamine as a flame retardant, such as cyanuric acid in German Patent Nos. 3,234,038 and 3,235,571, and cyanuric acid salt of melamine in JP-A-56-817. It has been disclosed.

[0004] As described above, it is known to produce a urethane foam conforming to the flame retardant regulations by using a triazine compound such as melamine or a derivative thereof as a flame retardant. The production method includes a method in which a flame retardant of a triazine compound is added as a powder when a polyol is mixed with a polyisocyanate, a catalyst, a crosslinking agent, a foam stabilizer, and the like, and a method in which a flame retardant of a triazine compound is added to a polyol in advance. There is a method of mixing and reacting those dispersed therein with a polyisocyanate or the like. In the former method, since the stirring of the powdery flame retardant and the polyol or the like is for a short time, the dispersion state of the flame retardant varies, and it is difficult to obtain a uniform urethane foam. In addition, the raw materials for ordinary urethane foam are all liquid substances, and if a mixed system of powdered flame retardants is added to the conventional equipment designed for that purpose, a major equipment modification must be made. . On the other hand, the latter method has an advantage that neither a problem with mixing with other raw materials nor a problem on the apparatus occurs. That is, the method of dispersing the flame retardant of the powdered triazine compound in the polyol in advance is an effective method for urethane foam production, and the dispersed polyol composition in which the powdered triazine compound is uniformly and stably dispersed in the polyol. Are of high industrial value.

[0005] However, it is not easy to uniformly and stably disperse the powdered triazine compound in the polyol. For example, when melamine powder having an average particle size of several tens of μm, which is industrially available, is dispersed in a polyol, the melamine compound particles settle out within a few hours from this dispersion, and must be used immediately after preparation. Must. In addition, when sedimentation and separation of melamine particles occur, re-dispersion becomes difficult because the sediment solidifies at the bottom. Several methods have been proposed so far to solve these problems.

First, a method of adding an alkyl sulfonate when dispersing melamine having a particle diameter of 10 μm or less described in German Patent Nos. 2,932,304 and 3,064,575, European Patent No. 371,652 and the like. And a method using an amine described in U.S. Pat. No. 4,644,015 and using a dispersion stabilizer in combination. However, although the dispersion stability of the melamine particles is improved by the addition of the dispersion stabilizer, the viscosity of the dispersion is remarkably increased. For example, the dispersion of 25% by weight of the melamine particles has a viscosity of 2,600 to 4,000 cps (50%).
℃) or more, which is a major obstacle in handling the dispersion.

Another method is disclosed in US Pat. No. 4,454,254.
There is a method of dispersing melamine atomized by a formalin modification reaction described in Japanese Patent Application Laid-Open No. Hei. In this method, formalin-modified melamine has a particle size of 1
Since the particles have a uniform spherical shape in the range of μm to several μm, the resulting dispersion has low viscosity and good dispersion stability. However, when a supplementary test of the examples of the patent was conducted, by modifying melamine with formalin, the flame retardancy of the obtained urethane foam was reduced as compared with unmodified melamine, and the dispersion stability of the particles was good. However, it was found that, because of the small diameter of the dispersed particles, once settled, the melamine component solidified at the bottom and could not be redispersed. Besides, a method of adding melamine of British Patent No. 2,163,762 to a polymer dispersion polyol or a method of producing a polymer polyol by performing graft polymerization in a polyol composition in which melamine powder of EP 358,427 is dispersed. And the like.

[0008]

As a triazine compound and its derivative, for example, melamine, which have an effect of improving the flame retardancy of urethane foam, 2 μm to several 100 μm are used.
Particles in the form of particles are available, but this is dispersed in a polyol such as polyether polyol or polyester polyol, which is a raw material of a flexible urethane foam, and left at room temperature. However, sedimentation is confirmed. As means for preventing this, it is conceivable that the viscosity of the dispersion is remarkably increased by using a polyol having a high viscosity or the content of melamine is increased, or the particle diameter of melamine is made smaller than 1 μm.
However, the former high-viscosity dispersion cannot be practically used for the production of urethane foam, and the latter requires a special pulverizing method. It has a viscosity and makes molding of urethane foam practically impossible. Therefore, as a polyol dispersion of a triazine compound as a raw material of a urethane foam compliant with flame retardant regulations, it is necessary that the dispersion be a polyol dispersion which does not have high viscosity and has excellent dispersion stability of particles.

An object of the present invention is to disperse particles of a triazine compound such as melamine or a derivative thereof, which is a flame retardant useful for improving the flame retardancy of urethane foam, in a polyol. ) Dispersion has low viscosity, 3)
An object of the present invention is to provide a dispersed polyol composition that satisfies all the conditions that redispersion after sedimentation is easy, 4) adjustment is easy, and 5) the obtained urethane foam has an excellent flame retardant effect.

[0010]

Means for Solving the Problems In order to solve the above-mentioned problems, the present inventors have studied with reference to a known dispersion / sedimentation theory of a dispersion system. In general, it is known that in an aqueous / non-aqueous dispersion system, the dispersion / sedimentation speed of the dispersion particles is determined by factors such as the viscosity of the dispersion medium, the dispersion particle diameter, and the difference in specific gravity between the dispersion medium and the dispersion particles. The particles of the triazine compound were converted to polyols (the ones used for ordinary polyurethane molding are 200 to 10,000 cps (25
C)), the rate of sedimentation is determined by the size of the triazine compound to be dispersed.
Then, when the particle diameter at which the sedimentation does not occur semipermanently is calculated from this dispersion system, it can be understood that the particles are smaller than 1 μm, that is, so-called submicron particles. However, as described above, submicron particles are difficult to adjust by pulverization, and the fineness of the particles significantly increases the viscosity of the dispersion, and further reduces the flame retardancy of the urethane foam obtained by the micronization. It is not practically preferable to form submicron particles and disperse them for the purpose of improving the properties.

As a method for suppressing the sedimentation speed of particles without using a powder of a triazine compound having a submicron diameter, a method of coexisting particles having an extremely low sedimentation speed in a dispersion system can be considered. The present inventors conducted a dispersion experiment in which polymer particles which were relatively easily available and hardly caused sedimentation in the polyol to be used were added to a polyol dispersion of triazine compound particles. It has been found that the dispersibility of a dispersed polyol to which a polymer having a specific gravity and containing a specific particle diameter is added is greatly improved as compared with a dispersion polyol without a polymer. Furthermore,
The present invention has been completed by developing a method for preparing this dispersion polyol composition.

That is, the present invention is as follows. (A) (A) Melamine, modified melamine, melamine
/ Formaldehyde resin, melamine salts, melamine compound
Substances, cyanuric acid, isocyanuric acid, and salts thereof
At ordinary temperature in one or more of the mixture of solid triazine compounds and triazine compound derivative, an average particle diameter 1~100μm powder was 2 to 50 parts by weight selected from, (B)
A polymer solid at room temperature and having a particle size of 10 μm or less
0% by weight or more, and a true specific gravity of 0.9 to 1.3 g / cm ³
(20 ° C.) A dispersed polyol composition comprising 1 to 50 parts by weight of a powder material and (C) 50 to 97 parts by weight of a polyol which is liquid at ordinary temperature. (B) The dispersed polyol composition according to (A), wherein the triazine compound (A) is melamine, (iso) cyanuric acid, or a derivative thereof. (C) the polymer particles of (B) are selected from the group consisting of styrene, acrylonitrile and methyl methacrylate;
The dispersed polyol composition according to (a), which is a polymer of one or more kinds of monomers. (D) (A) melamine, modified melamine, melamine /
Formaldehyde resin, melamine salts, melamine compound
Substances, cyanuric acid, isocyanuric acid, and salts thereof
At ordinary temperature in one or more of the mixture of solid triazine compounds and triazine compound derivative, an average particle diameter 1~100μm powder was 2 to 50 parts by weight selected from, (B)
2 the following particle size 10μm in solid polymer at room temperature
0 % by weight or more, and a true specific gravity of 0.9 to 1.3 g / cm ³
The method for producing a dispersed polyol composition according to (a), wherein 1 to 50 parts by weight of a powder material (20 ° C.) and (C) 50 to 97 parts by weight of a polyol which is liquid at ordinary temperature are mixed. (E) The method for producing a dispersed polyol composition according to (D), wherein the triazine compound (A) is melamine, cyanuric acid, or a derivative thereof. (F) The method for producing a dispersed polyol composition according to (d), wherein the polymer particles of (B) are particles of a homopolymer of styrene, methyl methacrylate, or a copolymer of styrene, methyl methacrylate and acrylonitrile. . (G) (A) Melamine, modified melamine, melamine /
Formaldehyde resin , melamine salts, melamine compound
Substances, cyanuric acid, isocyanuric acid, and salts thereof
A mixture of one or more of a triazine compound and a triazine compound derivative which are solid at ordinary temperature selected from among, a powder having an average particle diameter of 1 to 100 μm, and 2 to 50 parts by weight;
(B) include those having a particle size below 10μm following 20 wt% or more polymers solid at room temperature, a true specific gravity of 0.9 to 1.3 g /
(1) mixing 1 to 50 parts by weight of a powdery substance of cm ³ (20 ° C.) with 50 to 98 parts by weight of a dispersed polyol obtained by uniformly dispersing 1 to 50% by weight in a polyol.
A method for producing the dispersion polyol composition according to the above. (H) The method for producing a dispersed polyol composition according to (G), wherein the triazine compound (A) is melamine, (iso) cyanuric acid, or a derivative thereof. (I) the polymer of ( B ) is selected from the group consisting of styrene, acrylonitrile and methyl methacrylate;
The method for producing a dispersed polyol composition according to (G), which is a polymer of one or more kinds of monomers.

The triazine compound and its derivative used in the present invention are represented by Formula 1

Embedded image ^{(Wherein, R 1, R 2, R} 3 are each -NH _2, represents a group selected from -OH or alkyl group having 5 or less carbon atoms.) Solid triazine compound and at ambient temperature represented by
Triazine compound derivatives, specifically, unmodified melamine, melamine modified with formalin or urea, melamine salts such as melamine / formaldehyde resin, melamine phosphate and melamine sulfate, and melamine polynuclears such as melam and melem And melamine compounds, such as cyanuric acid, isocyanuric acid, and salts thereof. Among the above, those particularly preferred as a urethane foam flame retardant are inexpensive, have excellent flame retardant effects, and generate less toxic gas during combustion, unmodified melamine, and formalin-modified melamine having a low addition ratio of formalin. , Isocyanuric acid and the like. At the time of use, usually, any one of them is used alone, but in some cases, it is also possible to use a mixture of two or more.

The powder (A) such as a triazine compound has an average particle size of 1 to 100 μm. When the average particle size is less than 1 μm, the dispersion stability is improved,
It is not preferable because the viscosity of the dispersion increases. Conversely, if the average particle size is larger than 100 μm, the dispersion stability is poor, and the particles easily settle during storage. In the present invention, as long as the average particle size is within this range, the particle size distribution of the particles is not particularly limited, but the content of coarse particles exceeding 100 μm is small, which contributes to the improvement of dispersion stability.
Those having a large content of fine particles of not more than μm are preferred from the viewpoint of improving the dispersion stability.

The polyol which is liquid at ordinary temperature used in the present invention includes compounds having active hydrogen such as ethylene glycol, glycerin, pentaerythritol, sucrose, or organic amines, and alkylenes such as ethylene oxide and propylene oxide. Polyether polyols to which one or more oxide compounds have been added, polymers of tetrahydrofuran (PTMEG), and polyester polyols can be used. Modified polyols such as polyether polyols, PTMEG, polyester polyols, and so-called polymer polyols, which are dispersions of vinyl polymer particles uniformly dispersed in these polyol compounds, can also be used in the same manner as described above. It is. When using, depending on the application,
These polyol compounds can be used as one kind or as a mixture of two or more kinds, and other flame retardants, plasticizers, fillers, stabilizers, coloring agents and the like can be added as needed.

The polymer (B) which is a solid at ordinary temperature used in the present invention has a true specific gravity of 0.9 to 1.3 g / c.
The particles having a particle size composition of not more than 10 μm at m ³ (20 ° C.) contain not less than 20% by weight. Those satisfying this condition are those in which the true specific gravity of the polyol is dispersed (0.98 to 1.15).
g / cm ³ ) and containing fine particles having excellent dispersibility, the dispersibility in the polyol is extremely good, and the effect of suppressing the sedimentation of the particles coexisting in the dispersion occurs. Can be improved. Specifically, as the polymer having the true specific gravity range (the true specific gravity value in parentheses, g / cm ³ ), polyethylene (0.91-0.97), polypropylene (0.92-0.95), polystyrene, (1.04-1.12), Vinyl polymers such as polyvinyl acetate (1.19), polyacetonitrile (1.17-1.18), polymethyl methacrylate (1.18-1.19), polycarbonate (1.21), 6,6-nylon (1.
22-1.24) and 6-nylon (1.13-1.24). Not only a homopolymer of one kind of monomer as in this example, but also a copolymer of two or more kinds of monomers can be used. Furthermore, even if the true specific gravity of the homopolymer is out of this range, it can be used as long as the true specific gravity falls within this range by copolymerization with other monomers. However, conversely, even if the true specific gravity of the homopolymer falls within this range, a copolymer whose true specific gravity deviates from this range by copolymerization with other monomers is used in the present invention. Can not. Particularly preferred polymers for use in the dispersed polyol composition of the present invention are those in which the true specific gravity of the polyol is dispersed (0.98 to 1.15).
g / cm ³ ), and is a homopolymer of a monomer selected from acrylonitrile, styrene, and methyl methacrylate, or a copolymer thereof, in which the particle shape is easily adjusted during polymerization preparation. These homopolymer and copolymer powders can be used alone or in combination of two or more. Polymers of the true specific gravity outside this range, for example, polyvinyl chloride (1.39g / cm ^3), as polyethylene terephthalate (1.34-1.39g / cm ^3),
Those having a large difference from the true specific gravity of the polyol (0.98 to 1.15 g / cm ³ ) have a large sedimentation speed of particles in the polyol,
Does not contribute to dispersion stability. Since the present polymer particles are added in order to suppress the sedimentation of the particles of the triazine compound, particles having a particle diameter in the range of 0.1 to 2 μm, which is effective in suppressing the sedimentation of the particles, are added to all of the polymer particles. What contains 10% by weight or more based on the amount is used. The addition amount of the polymer particles is 1 to 50% by weight, preferably 2 to 20% by weight based on the total weight of the dispersion.
% By weight. If the amount is less than this range, the amount of fine particles in the dispersion is too small to be able to expect a dispersion stabilizing effect, and if the amount is too large, the viscosity of the dispersion is increased or the physical properties of the obtained urethane foam are reduced. Let it.

The following two methods can be used to prepare the polyol composition containing the polymer particles and the triazine compound particles dispersed therein. One is a method in which polymer particles, which have been adjusted to a predetermined particle shape in advance in the polymer production process, are mixed with triazine compound particles, a powder of the triazine compound or a derivative thereof, and a polyol. As an example of this method, a water or alcohol dispersion of polystyrene particles obtained by emulsion polymerization of styrene, polycarbonate particles finely divided in a non-solvent precipitation process after solution polymerization, and the like are uniformly mixed with triazine compound particles and polyol. It is a method of mixing. In advance, when prepared with a solid powder, it is only necessary to mix the triazine compound particles and the polyol as they are, but when using those prepared in the form of a dispersion composition dispersed in a liquid such as water or alcohol, The desired dispersed polyol composition can be obtained by mixing the triazine compound particles and the polyol after separation by filtration or the like in advance, or removing water or the like after mixing the triazine compound particles with the polyol and the dispersion composition. .

Another method is a method in which a polyol known as a polymer polyol, which is obtained in advance by graft-polymerizing acrylonitrile or the like in a polyol, is directly mixed with particles of the triazine compound or the polyol. That is, polyether polyol, PTMEG,
In a liquid polyol such as a polyester polyol, the true specific gravity of a homopolymer or a copolymer thereof such as styrene, acetonitrile, methyl methacrylate or the like is 0.9 to 1.3 g / cm ³ (20 ° C.). A polymer polyol is prepared by a method of polymerizing one or two or more vinyl monomers so that the polymerization temperature, the composition of the vinyl monomer, the polymerization catalyst, the additives, and the like are selected so as to be 10 μm or less. Is adjusted to be a polymer particle containing 20% by weight or more of the above particles. By mixing the resulting polymer polyol with the triazine compound particles and the polyol, the desired triazine compound particle-dispersed polyol composition can be prepared.

According to the above-mentioned method, it is possible to prepare a dispersed polyol composition in which particles of a triazine compound having excellent dispersibility are dispersed in a polyol, which is impossible with the prior art. The dispersed polyol composition in which the particles of the triazine compound having such a composition are dispersed in a polyol has a lower viscosity of the dispersion and improved dispersion stability as compared with the conventional dispersed polyol composition. Even if the particles settle, they easily return to the original homogeneous dispersion. This is because the dispersed polyol composition obtained by the conventional technique has a disadvantage that either the dispersibility is poor, the dispersion viscosity is high, or the dispersed particles do not easily return to the original dispersed state when they settle. In contrast to having ADVANTAGE OF THE INVENTION According to this invention, the dispersion polyol composition optimal as a raw material of the flame retardant compliant urethane foam which uses a triazine compound as a flame retardant can be obtained.

[0020]

The present invention will be described more specifically below with reference to examples and comparative examples. Tables 1 to 4 collectively show Examples and Comparative Examples.

[0021]

[Table 1]

[0022]

[Table 2]

[0023]

[Table 3]

[0024]

[Table 4]

The abbreviations of the raw materials used in the examples and comparative examples are as follows. Polyol A: a polyether polyol having a hydroxyl value of 33.1 mgKOH / g obtained by adding propylene oxide and ethylene oxide to glycerin at a ratio of 85:15 (weight ratio). Polyol B: obtained by adding propylene oxide to glycerin. Polyether polyol having a hydroxyl value of 55.8 mgKOH / g Melamine mixture: A melamine powder having an average particle size of 24 μm and a melamine powder having an average particle size of 1.9 μm were mixed with 70/30.
(Melamine mixture): A melamine powder having an average particle size of 24 μm and a melamine powder having an average particle size of 1.9 μm were mixed at a ratio of 80/20.
FAML: Formalin / melamine (3 mol / 1mo)
1) Formalin-modified melamine powder modified in the ratio of 1) ICA: Isocyanuric acid powder PST (A): Polystyrene powder prepared by emulsion polymerization (particle size: 1.0 ± 0.1 μm) PST (B): Emulsion polymerization PST (C): Polystyrene powder prepared by dispersion polymerization (particle size: 15 ± 2 μm) PE (A): Polyethylene powder (particle size: 5 to 5 μm) 8 μm) PE (B): powdered polyethylene (particle size: 8 to 12 μm)
m) PE (C): powdered polyethylene (particle size: 10 to 20)
m) PC: powdered polycarbonate (particle size: 5 to 8 μm) PVC: powdered polyvinyl chloride (particle size: 3 to 12 μm) POP-C: radical polymerization of styrene and acrylonitrile 50:50 (weight ratio) in polyol A 20.0% by weight of a polymer polyol prepared by
Inclusions Particle size of dispersed polymer <1 μm 34.7% (number ratio) 1 to 5 μm 47.2% 5 to 10 μm 14.3%> 10 μm 3.8% POP-D: In polyol B, styrene and acrylonitrile A polymer polyol prepared by radical polymerization of 70:30 (weight ratio) and containing 20.0% by weight of polymer. Particle size of dispersed polymer <1 μm 13.3% (number ratio) 1 to 5 μm 61. 4% 5 to 10 μm 22.8%> 10 μm 2.5% POP-E: A polymer polyol prepared by radical polymerization of styrene and acrylonitrile 20:80 (weight ratio) in polyol B, and polymer 20 Particles containing 0.0% by weight Particle size of dispersed polymer <1 μm 12.9% (number ratio) 1 to 5 μm 2.7% 5 to 10 μm 10.2%> 10 μm 74.2%

The particle size of the polymer was measured with an electron micrograph (SEM).
Or TEM) by visual observation or image analysis.
The viscosity, dispersion stability, and average particle size were measured by the following methods. (Viscosity) The dispersion whose temperature has been adjusted to 25 ° C. is measured using a B-type viscometer (Tokyo Keiki BM-type viscometer). (Dispersion stability) Visual method: A sample charged in a 10 cm-high measuring cylinder was allowed to stand at 25 ° C., and one week later, the height of the sedimentation section containing the triazine compound was measured, and calculated by the following formula. Dispersion stability (%) = height of settling part (cm) / 10 cm × 10
0 Solid content method: A sample charged in a 10 cm high graduated cylinder was allowed to stand at 25 ° C., and after one week, 0 to 2 cm (lower) from the bottom, 4 to 6 cm (middle) from the bottom, 8 to 10 from the bottom. Each part of (upper) is sucked up, and the solid content insoluble in methanol is measured by methanol extraction. (Average Particle Size) The powder is dispersed in methanol using an SK laser micron sizer 700S, and the particle size distribution is measured. The weight average value is defined as the average particle size. The number of parts in the examples is parts by weight.

Comparative Example 1 70 parts of polyol A was charged into a reactor equipped with a stirrer, a nitrogen line and a charging port, and the atmosphere was replaced with nitrogen. Thereafter, 30 parts of melamine (average particle size: 24 μm) are gradually charged from the charging port. After charging the whole amount, the mixture is stirred for 2 hours while replacing with nitrogen. After the stirring, the white dispersed polyol composition was taken out of the reactor, and the viscosity and the dispersion stability were measured. As a result, the viscosity of the dispersion is 2380 cps
The dispersion stability after one week was 83% by the visual method, the upper part was 3.4%, the middle part was 17.8%, and the lower part was 52.4% by the solid content method.
, Clear sedimentation of particles was observed.

Comparative Examples 2 to 11 In Comparative Example 1, a polyol, a triazine compound and additives were added (Comparative Examples 6 and 7 only) to prepare a dispersed polyol composition.

Example 1 Into a reactor equipped with a stirrer and a nitrogen line, a mixture prepared by uniformly mixing 65 parts of polyol A and 5 parts of PST (A) in advance is charged and replaced with nitrogen. Using a melamine mixture as the triazine compound, a dispersion polyol composition was obtained by the same operation as in the comparative example. The viscosity of the dispersion was 4120 cps, and the dispersion stability after one week was as follows.
It was 4.1%, middle 34.8%, lower 36.1%, and an improvement in dispersion stability was observed as compared with Comparative Example 4. Also, one month after standing, a sedimented layer of 14 mm was confirmed at the bottom, but it was easily returned to the original uniform dispersion by stirring.

Examples 2 and 3 Dispersed polyol compositions were prepared in the same manner as in Example 1, except that the amount of polystyrene was changed. In all cases, no sedimentation of particles was observed by visual inspection.

Example 4 A dispersion polyol composition was prepared in the same manner as in Example 1 except that PST (A) was changed to PST (B). No sedimentation of particles was observed by visual inspection.

Example 5 A dispersion polyol composition was prepared in the same manner as in Example 1 except that melamine was changed to one having an average particle size of 24 μm. Comparative Example 1
As compared with, improvement in dispersion stability was observed.

Comparative Example 12 A dispersion polyol composition was prepared in the same manner as in Example 1 except that PST (A) was changed to PST (C). As a result of a dispersion stability test by a visual method, a sedimentation layer was observed at an upper portion.

Examples 6 and 7 A dispersion polyol composition was prepared in the same manner as in Example 1 except that polystyrene was changed to polyethylene. As in Example 1, the dispersion stability was good.

Comparative Example 12 A dispersion polyol composition was prepared in the same manner as in Example 6 except that the polyethylene was changed to PE (C). Although the dispersion stability by visual inspection was good, a difference in solid concentration between the upper and lower portions was observed when measured by the solid content method.

Example 8 and Comparative Example 14 A dispersion polyol composition was prepared in the same manner as in Example 1 except that polystyrene was changed to polycarbonate and polyvinyl chloride. In the case of polycarbonate, the dispersion stability was good, but in the case of polyvinyl chloride, sedimentation of the particles was remarkable.

Example 9 A dispersed polyol composition was prepared in the same manner as in Comparative Example 9 except that the amount of the polyol was changed and polystyrene was added. Compared with Comparative Examples 8 and 9, improvement in dispersion stability was observed.

Example 10 A dispersed polyol composition was prepared in the same manner as in Comparative Example 11, except that the amount of polyol used was changed and polystyrene was added. Compared with Comparative Examples 10 and 11, improvement in dispersion stability was observed.

Example 11 A reactor equipped with a stirrer, a nitrogen line and a charging port was charged with 20 parts of polyol A and 50 parts of POP-C, followed by purging with nitrogen. Thereafter, 30 parts of melamine (mixed) are gradually charged from the charging port. After charging the whole amount, the mixture is stirred for 2 hours while replacing with nitrogen. After the stirring, the white dispersed polyol composition was taken out of the reactor, and the viscosity and the dispersion stability were measured. As a result, the viscosity of the dispersion is 375
At 0 cps, the dispersion stability after 1 week showed no sedimentation of particles by visual inspection, and 39.1% in the upper part, 38.5% in the middle part, and 39.5% in the lower part by the solid content method. Compared to 4,
An improvement in dispersion stability was observed.

Examples 12 and 13 A dispersed polyol composition was prepared in the same manner as in Example 11, except that the amount of the polyol used, the type of melamine, and the amount of the polymer polyol were changed. In each case,
An improvement in dispersibility was observed as compared with Comparative Examples 1 to 7.

Example 14 and Comparative Example 15 A dispersion polyol composition was prepared in the same manner as in Example 13 except that the kind of the polyol and the kind of the polymer polyol were changed. In the case of POP-D, the dispersion stability was good, but in the case of POP-E, there was a difference in concentration between the upper and lower particles in the solid content method.

Example 15 In Example 14, the amount of the polyol used and the triazine compound were changed to formalin-modified melamine, and the amount of use and the type of the polymer polyol were changed to prepare a dispersed polyol composition. As in Example 14, the dispersion stability was good.

Example 16 A dispersion polyol was prepared in the same manner as in Example 13 except that the triazine compound was changed to isocyanuric acid. As in Example 13, the dispersion stability was good.

[0044]

Industrial Applicability According to the present invention, a triazine compound-dispersed polyol composition useful as a raw material for urethane foam complying with flame retardant regulations can be easily prepared. Further, the dispersed polyol composition has a lower viscosity and improved dispersion stability than those prepared according to the prior art, and is extremely useful for urethane production.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification code FI C08L 33/20 C08L 33/20 63/00 63/00 67/02 67/02 101/00 101/00 (58) Fields surveyed (Int.Cl. ⁷ , DB name) C08L 1/00-101/16 C08G 18/20

Claims (9)

(57) [Claims] (A) melamine, modified melamine,
Lamin / formaldehyde resin, melamine salts, melamine
Compounds, cyanuric acid, isocyanuric acid, and the like
2 to 50 parts by weight of a powder having an average particle size of 1 to 100 μm, and one or a mixture of one or more of a triazine compound and a triazine compound derivative which are solid at room temperature selected from the following salts : 20% by weight or more of a polymer having a particle diameter of 10 μm or less and a true specific gravity of 0.9 to 1.3.
A dispersed polyol composition comprising 1 to 50 parts by weight of a powdery substance having a g / cm ³ (20 ° C) and (C) 50 to 97 parts by weight of a polyol which is liquid at ordinary temperature. 2. The dispersed polyol composition according to claim 1, wherein the triazine compound (A) is melamine, (iso) cyanuric acid or a derivative thereof. 3. The dispersed polyol composition according to claim 1, wherein the polymer particles (B) are polymers of one or more monomers selected from the group consisting of styrene, acrylonitrile, and methyl methacrylate. . (A) melamine, modified melamine,
Lamin / formaldehyde resin, melamine salts, melamine
Compounds, cyanuric acid, isocyanuric acid, and the like
Solid triazine compounds at room temperature which is selected from salts and one or more mixtures of triazine compound derivative, the average particle size is 1~100μm powder was 2 to 50 parts by weight, of the solid (B) normal temperature 20 % by weight or more of a polymer having a particle diameter of 10 μm or less and a true specific gravity of 0.9 to 1.3.
2. The dispersion polyol composition according to claim 1, wherein 1 to 50 parts by weight of a powdery substance having a g / cm ³ (20 ° C.) and (C) 50 to 97 parts by weight of a polyol which is liquid at ordinary temperature are mixed. Production method. 5. The method according to claim 4, wherein the triazine compound (A) is melamine, (iso) cyanuric acid or a derivative thereof. 6. The dispersed polyol composition according to claim 4, wherein the polymer particles (B) are particles of a homopolymer of styrene or methyl methacrylate or a copolymer of styrene, methyl methacrylate and acrylonitrile. Production method. (A) melamine, modified melamine,
Lamin / formaldehyde resin, melamine salts, melamine
Down compound, cyanuric acid, isocyanuric acid, you and them
Solid triazine compounds at room temperature which is selected from salts and one or more mixtures of triazine compound derivative, and an average particle diameter 1~100μm powder was 2 to 50 parts by weight, (B) solid at room temperature wherein the polymer in those particle sizes below 10μm following 20 wt% or more, a true specific gravity of 0.9 to 1.3
A mixture of 50 to 98 parts by weight of a dispersed polyol in which 1 to 50 parts by weight of a powdery substance having a g / cm ³ (20 ° C.) is uniformly dispersed in a polyol at a weight ratio of 1 to 50%. 2. A method for producing the dispersed polyol composition according to 1. 8. The method for producing a dispersed polyol composition according to claim 7, wherein the triazine compound (A) is melamine, (iso) cyanuric acid or a derivative thereof. 9. The dispersed polyol composition according to claim 7, wherein the polymer ( B ) is a polymer of one or more monomers selected from the group consisting of styrene, acrylonitrile, and methyl methacrylate. Manufacturing method.