JP2001302588A - Method for producing halogenated carbonate compound granule - Google Patents
Method for producing halogenated carbonate compound granuleInfo
- Publication number
- JP2001302588A JP2001302588A JP2000124040A JP2000124040A JP2001302588A JP 2001302588 A JP2001302588 A JP 2001302588A JP 2000124040 A JP2000124040 A JP 2000124040A JP 2000124040 A JP2000124040 A JP 2000124040A JP 2001302588 A JP2001302588 A JP 2001302588A
- Authority
- JP
- Japan
- Prior art keywords
- carbonate compound
- halogenated carbonate
- roll
- plate
- powder
- 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.)
- Granted
Links
- -1 halogenated carbonate compound Chemical class 0.000 title claims abstract description 40
- 239000008187 granular material Substances 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 5
- 239000000843 powder Substances 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 13
- 238000007906 compression Methods 0.000 claims abstract description 9
- 230000006835 compression Effects 0.000 claims abstract description 9
- 238000000465 moulding Methods 0.000 abstract description 2
- 239000002245 particle Substances 0.000 description 20
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 12
- 239000003063 flame retardant Substances 0.000 description 12
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 6
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 238000000748 compression moulding Methods 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 238000007873 sieving Methods 0.000 description 2
- JHJUYGMZIWDHMO-UHFFFAOYSA-N 2,6-dibromo-4-(3,5-dibromo-4-hydroxyphenyl)sulfonylphenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1S(=O)(=O)C1=CC(Br)=C(O)C(Br)=C1 JHJUYGMZIWDHMO-UHFFFAOYSA-N 0.000 description 1
- WPZJSWWEEJJSIZ-UHFFFAOYSA-N 2,6-dibromo-4-[(3,5-dibromo-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1CC1=CC(Br)=C(O)C(Br)=C1 WPZJSWWEEJJSIZ-UHFFFAOYSA-N 0.000 description 1
- WFQDPXQJWBLPPU-UHFFFAOYSA-N 2,6-dibromo-4-[1-(3,5-dibromo-4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)C1=CC(Br)=C(O)C(Br)=C1 WFQDPXQJWBLPPU-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KYPYTERUKNKOLP-UHFFFAOYSA-N Tetrachlorobisphenol A Chemical compound C=1C(Cl)=C(O)C(Cl)=CC=1C(C)(C)C1=CC(Cl)=C(O)C(Cl)=C1 KYPYTERUKNKOLP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- SVHOVVJFOWGYJO-UHFFFAOYSA-N pentabromophenol Chemical compound OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br SVHOVVJFOWGYJO-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000011027 product recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
Landscapes
- Glanulating (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、作業性、加工性及
び耐熱性に優れたハロゲン化カーボネート化合物粒状体
を、効率良く安定して生産できる製造方法に関する。[0001] The present invention relates to a production method capable of efficiently and stably producing halogenated carbonate compound granules excellent in workability, workability and heat resistance.
【０００２】[0002]
【従来の技術】従来から、プラスチックを難燃化するた
めに、難燃剤として種々のハロゲン化カーボネート化合
物が使用されている。難燃剤は、一般には粉末状であ
り、かかる粉末状の難燃剤を使用すると、二次凝集によ
る分散不良、樹脂と混合した後の分級吸湿による製品の
発泡、混練作業時の飛散による作業環境の悪化など幾つ
かの問題がある。2. Description of the Related Art Conventionally, various halogenated carbonate compounds have been used as flame retardants to make plastics flame retardant. Flame retardants are generally in the form of powder, and when such a powdery flame retardant is used, poor dispersion due to secondary aggregation, foaming of the product due to classifying moisture absorption after mixing with the resin, and scattering of the work environment during the kneading work, There are several problems, such as deterioration.
【０００３】これらの問題を解消する目的で難燃剤の複
合化、難燃剤のマスターバッチ化、更に粉末状の難燃剤
の粒状化が実施されている。しかしながら、難燃剤の複
合化および難燃剤のマスターバッチ化の場合、複数の材
料を混ぜ合わせる為工程が煩雑となり、また得られたも
のの取り扱い性も十分ではない。For the purpose of solving these problems, a flame retardant is compounded, a flame retardant is made into a masterbatch, and a powdery flame retardant is granulated. However, in the case of compounding the flame retardant and forming the master batch of the flame retardant, the steps are complicated because a plurality of materials are mixed, and the obtained product is not sufficiently handleable.
【０００４】一方、難燃剤の粒状化は、一般には打錠式
もしくはロール式圧縮造粒機によりタブレット、コンパ
クト、ブリケット状の成形物を作成し、これを破砕して
顆粒状にする方法が採用されている。しかしながら、こ
れらの方法は難燃剤粉体の粒度分布、嵩密度、オリゴマ
ータイプのような構造式の微妙な変化等により造粒機の
運転が不安定となり易く、製品の回収率が極端に低くな
ることがある。したがって、ハロゲン化カーボネート化
合物粒状体を、効率良く安定して生産できる方法が望ま
れている。[0004] On the other hand, granulation of flame retardants is generally carried out by preparing tablets, compacts and briquettes by a tableting or roll-type compression granulator and crushing them to obtain granules. Have been. However, these methods tend to make the operation of the granulator unstable due to subtle changes in the structural formula such as the particle size distribution, bulk density, and oligomer type of the flame retardant powder, resulting in extremely low product recovery. Sometimes. Therefore, a method capable of efficiently and stably producing the halogenated carbonate compound granules is desired.
【０００５】[0005]
【発明が解決しようとする課題】本発明の目的は、作業
性、加工性及び耐熱性に優れたハロゲン化カーボネート
化合物粒状体を、効率良く安定して製造する方法を提供
することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide a method for efficiently and stably producing halogenated carbonate compound granules having excellent workability, workability and heat resistance.
【０００６】本発明者は、上記目的を達成せんとして鋭
意検討した結果、ハロゲン化カーボネート化合物粉末
を、ロール型乾式造粒機で板状に成形する際、表面にス
リット、格子、綾目、波板のごとき紋様を有するロール
を用いて、且つ、圧縮時の線圧を通常より低めの特定範
囲に設定して板状に成形し、次いでこの板状成形物を破
砕し、粒状化することにより、ハロゲン化カーボネート
化合物粒状体を効率良く安定して製造できることを見出
し、本発明に到達した。The present inventor has conducted intensive studies to achieve the above object. As a result, when a halogenated carbonate compound powder is formed into a plate shape by a roll-type dry granulator, slits, lattices, traverses, and waves are formed on the surface. By using a roll having a pattern such as a plate, and setting the linear pressure at the time of compression to a specific range lower than usual to form a plate, and then crushing and granulating the plate-shaped molded product The present inventors have found that granules of halogenated carbonate compounds can be efficiently and stably produced, and have reached the present invention.
【０００７】[0007]
【課題を解決するための手段】すなわち、本発明によれ
ば、本文記載の方法で測定された比粘度が０．０１〜
０．１５であるハロゲン化カーボネート化合物粉末を、
ロール型乾式造粒機で板状に成形し、次いで、かかる板
状の成形物を破砕し、粒状化する方法において、ロール
型乾式造粒機のロールは、その表面にスリット、格子、
綾目、波板のごとき紋様を有し、且つ、圧縮時の線圧を
０．３〜２．０ＭＰａ・ｍの範囲で、該ハロゲン化カー
ボネート化合物粉末を板状に成形することを特徴とする
ハロゲン化カーボネート化合物粒状体の製造方法が提供
される。That is, according to the present invention, the specific viscosity measured by the method described in the present specification is from 0.01 to 0.01.
0.15 halogenated carbonate compound powder,
In a method of forming into a plate shape by a roll-type dry granulator, and then crushing and granulating such a plate-like molded product, the roll of the roll-type dry granulator has slits, lattices,
The halogenated carbonate compound powder is formed into a plate shape having a pattern such as a twill or a corrugated plate and having a linear pressure during compression in a range of 0.3 to 2.0 MPa · m. A method for producing a halogenated carbonate compound granule is provided.
【０００８】本発明で使用されるハロゲン化カーボネー
ト化合物は粉末状のものであり、その粉体特性として、
平均粒径が１０〜１００μｍ程度のものが好ましく使用
される。また、かかるハロゲン化カーボネート化合物粉
末の粒径の内訳として、２００μｍ以上のものが２０重
量％以下であり、２０μｍ以下のものが２０重量％以下
であることが好ましい。さらに、かかるハロゲン化カー
ボネート化合物粉末のかさ比重は、５００〜１０００ｋ
ｇ／ｍ3の範囲のものが好ましい。ここで、平均粒径
は、日機装（株）製粒度分析計：ＭＩＣＲＯＴＲＡＣ
ＨＲＡ（ＭＯＤＥＬ：９３２０−Ｘ１００）を用いて測
定して求めた値である。[0008] The halogenated carbonate compound used in the present invention is in the form of a powder.
Those having an average particle size of about 10 to 100 μm are preferably used. In addition, as for the breakdown of the particle diameter of the halogenated carbonate compound powder, those having a particle size of 200 μm or more are preferably 20% by weight or less, and those having a particle size of 20 μm or less are preferably 20% by weight or less. Further, the bulk specific gravity of the halogenated carbonate compound powder is 500 to 1000 k.
g / m 3 is preferred. Here, the average particle size is determined by Nikkiso Co., Ltd. particle size analyzer: MICROTRAC.
It is a value obtained by measuring using HRA (MODEL: 9320-X100).
【０００９】本発明で使用されるハロゲン化カーボネー
ト化合物を構成する成分となるハロゲン化ビスフェノー
ルとして、具体的には２，２−ビス（３，５−ジブロモ
−４−ヒドロキシフェニル）プロパン（通称テトラブロ
モビスフェノールＡ）、２，２−ビス（３，５−ジクロ
ロ−４−ヒドロキシフェニル）プロパン、ビス（３，５
−ジブロモ−４−ヒドロキシフェニル）メタン、１，１
−ビス（３，５−ジブロモ−４−ヒドロキシフェニル）
エタンおよびビス（３，５−ジブロモ−４−ヒドロキシ
フェニル）スルホン等が挙げられる。特にテトラブロモ
ビスフェノールＡが好ましく使用される。これらは単独
または２種以上を混合して使用できる。As the halogenated bisphenol which is a component constituting the halogenated carbonate compound used in the present invention, specifically, 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane (commonly called tetrabromo) Bisphenol A), 2,2-bis (3,5-dichloro-4-hydroxyphenyl) propane, bis (3,5
-Dibromo-4-hydroxyphenyl) methane, 1,1
-Bis (3,5-dibromo-4-hydroxyphenyl)
Ethane and bis (3,5-dibromo-4-hydroxyphenyl) sulfone. Particularly, tetrabromobisphenol A is preferably used. These can be used alone or in combination of two or more.
【００１０】また、非ハロゲン化ビスフェノール成分と
して、例えば２，２−ビス（４−ヒドロキシフェニル）
プロパン、ビス（４−ヒドロキシフェニル）スルホンま
たはビス（４−ヒドロキシフェニル）メタン等を、全構
成単位の５０モル％以下となる量、前記ハロゲン化ビス
フェノールと併用して用いることもできる。As the non-halogenated bisphenol component, for example, 2,2-bis (4-hydroxyphenyl)
Propane, bis (4-hydroxyphenyl) sulfone, bis (4-hydroxyphenyl) methane, or the like can be used in combination with the halogenated bisphenol in an amount of 50 mol% or less of all structural units.
【００１１】前記ハロゲン化カーボネート化合物は、例
えばビスフェノール成分のアルカリ水溶液に、カーボネ
ート前駆体例えばホスゲンを、有機溶媒の存在下反応さ
せることによって製造され、次いでかかる反応生成物の
有機溶媒溶液から有機溶媒を除去することにより、ハロ
ゲン化カーボネート化合物粉末が得られる。The halogenated carbonate compound is produced, for example, by reacting a carbonate precursor, for example, phosgene, with an aqueous alkali solution of a bisphenol component in the presence of an organic solvent, and then removing the organic solvent from the organic solvent solution of the reaction product. By removing, a halogenated carbonate compound powder is obtained.
【００１２】この反応の際、芳香族モノヒドロキシフェ
ノールを末端停止剤として用いることが好ましい。末端
停止剤としては、例えばフェノール、クレゾール、ｓｅ
ｃ−ブチルフェノール、ｔｅｒｔ−ブチルフェノール、
ノニルフェノール、オクチルフェノール、２，４，６−
トリブロモフェノール、ペンタブロモフェノール等が挙
げられ、ｔｅｒｔ−ブチルフェノールおよび２，４，６
−トリブロモフェノールが特に好ましく使用される。In this reaction, it is preferable to use an aromatic monohydroxyphenol as a terminal stopper. Examples of the terminal stopper include phenol, cresol, and se.
c-butylphenol, tert-butylphenol,
Nonylphenol, octylphenol, 2,4,6-
Tribromophenol, pentabromophenol and the like, tert-butylphenol and 2,4,6
Tribromophenol is particularly preferably used.
【００１３】本発明で使用されるハロゲン化カーボネー
ト化合物粉末は、比粘度が０．０１〜０．１５の範囲で
あり、０．０１５〜０．０８の範囲が好ましい。比粘度
が０．０１よりも低くなると、粒状に成形を行っても十
分な強度が保てず好ましくない。また、比粘度が０．１
５よりも高くなるとハロゲン化カーボネート化合物粉末
の粘弾性が高くなり、粒状に成形することが困難となり
好ましくない。ここで、比粘度は、ハロゲン化カーボネ
ート化合物粉末０．７ｇを塩化メチレン１００ｍｌに溶
解した溶液を２０℃で測定した値である。The halogenated carbonate compound powder used in the present invention has a specific viscosity of 0.01 to 0.15, preferably 0.015 to 0.08. If the specific viscosity is lower than 0.01, it is not preferable because sufficient strength cannot be maintained even if the particles are molded into granules. Further, the specific viscosity is 0.1
When it is higher than 5, the viscoelasticity of the halogenated carbonate compound powder becomes high, and it is difficult to form the particles into a granular form, which is not preferable. Here, the specific viscosity is a value measured at 20 ° C. by dissolving 0.7 g of the halogenated carbonate compound powder in 100 ml of methylene chloride.
【００１４】本発明においては、前記ハロゲン化カーボ
ネート化合物粉末をロール型乾式造粒機により板状に成
形する。ロール型乾式造粒機としては、ロール表面に図
１に示したようなスリット、格子、綾目、波板のごとき
紋様を有するロールであり、ロール間のギャップが極端
に変化しないものが好ましく用いられる。なかでも波板
の紋様を有するロールが、効率良く安定してハロゲン化
カーボネート化合物粒状物が得られるために好ましく用
いられる。この際、表面がフラットなロールを使用する
と、ロール表面をスリップしかみこみ不良がおこり、処
理量が極端に落ち込む場合が多くなり好ましくない。ま
た、ブリケット状のロールを使用すると、板状成形物の
進行方向に対して極端なロール間ギャップの差を生じる
ため圧縮線上の圧力むらが発生したり、離型時の剪断に
より、処理量が極端に落ち込む場合が多くなり好ましく
ない。In the present invention, the halogenated carbonate compound powder is formed into a plate by a roll-type dry granulator. As the roll-type dry granulator, a roll having a pattern such as a slit, a lattice, a twill, or a corrugated sheet as shown in FIG. 1 on the roll surface, and a roll in which a gap between the rolls does not extremely change is preferably used. Can be Among them, a roll having a corrugated pattern is preferably used because halogenated carbonate compound granules can be efficiently and stably obtained. At this time, it is not preferable to use a roll having a flat surface because slippage on the roll surface causes a poor defect and the processing amount is extremely reduced. In addition, when a briquette-shaped roll is used, an extremely large gap between the rolls is generated in the traveling direction of the plate-shaped molded product, causing pressure unevenness on a compression line, and a processing amount due to shearing at the time of release. Extremely many cases are not desirable because they often drop.
【００１５】また、ハロゲン化カーボネート化合物粉末
をロール型乾式造粒機により板状に成形する方法におい
て、圧縮時の線圧は０．３〜２．０ＭＰａ・ｍ、好まし
くは０．４〜１．８ＭＰａ・ｍ、更に好ましくは０．５
〜１．６ＭＰａ・ｍの範囲である。０．３ＭＰａ・ｍよ
り低い線圧で圧縮成形すると板状成形物の強度が不充分
となり、軽度の衝撃で粉末状にもどってしまい、本発明
の目的が達成されない。２．０ＭＰａ・ｍより高い線圧
で圧縮成形すると、ハロゲン化カーボネート化合物の構
造によってはラミネーションが起こり、また、粉体の粒
径、かさ密度等の特性によって、脱気エアーがロールサ
イドから集中的にもれ、粉ふきが起こり、安定に運転で
きなくなる場合があり好ましくない。In the method of molding the halogenated carbonate compound powder into a plate by a roll-type dry granulator, the linear pressure during compression is 0.3 to 2.0 MPa · m, preferably 0.4 to 1.0 MPa. 8 MPa · m, more preferably 0.5
１1.6 MPa · m. When compression molding is performed at a linear pressure lower than 0.3 MPa · m, the strength of the plate-like molded product becomes insufficient, and the plate-like molded product returns to a powdery state by a slight impact, and the object of the present invention is not achieved. When compression molding at a linear pressure higher than 2.0 MPa · m, lamination occurs depending on the structure of the halogenated carbonate compound, and deaerated air is concentrated from the roll side due to the characteristics such as the particle size and bulk density of the powder. Leakage and powder wiping may occur, making it impossible to operate stably, which is not preferable.
【００１６】かくして得られる板状の圧縮成形物は、次
いで破砕工程に供される。破砕工程で使用する破砕装置
としては、例えばシュレッダー、ジョークラッシャー、
コーンクラッシャー、ハンマークラッシャー、ロールク
ッシャー、ローラーミル、スタンプミル、ハンマーミ
ル、カッターミル、ロッドミル、カスケードミル、スピ
ードミル、オシレータ式整粒機等の破砕機が挙げられ
る。The plate-like compression molded product thus obtained is then subjected to a crushing step. As a crushing device used in the crushing process, for example, a shredder, a jaw crusher,
Crushers such as a cone crusher, a hammer crusher, a roll crusher, a roller mill, a stamp mill, a hammer mill, a cutter mill, a rod mill, a cascade mill, a speed mill, an oscillator type granulator, and the like can be used.
【００１７】前記破砕機によって、ハロゲン化カーボネ
ート化合物粒状体が得られる。かかる粒状体は、平均粒
径０．５〜５ｍｍ程度のものが好ましい。また、所望の
粒径、好ましくは０．５ｍｍ以上の粒径を有するハロゲ
ン化カーボネート化合物粒状体を得る目的で、篩い分け
を行うことも好ましく採用される。この際、篩い分けに
よって残った余分の粒径の小さい粉体は、その量が破砕
後に得られるハロゲン化カーボネート化合物粒状体中の
３０重量％以下であることが好ましい。また、かかる余
分の粒径の小さい粉体は、リサイクルして再度ロール型
乾式造粒機により板状に成形する工程に供することがで
きる。By the crusher, halogenated carbonate compound granules are obtained. Such a granular material preferably has an average particle size of about 0.5 to 5 mm. In order to obtain a halogenated carbonate compound having a desired particle size, preferably a particle size of 0.5 mm or more, sieving is also preferably employed. At this time, it is preferable that the amount of the excess powder having a small particle size remaining after sieving is not more than 30% by weight in the halogenated carbonate compound granules obtained after the crushing. In addition, the excess powder having a small particle size can be recycled and subjected to a step of forming it into a plate shape again by a roll-type dry granulator.
【００１８】[0018]
【実施例】以下に実施例をあげて本発明をさらに説明す
るが、本発明はこれらに限定されるものではない。な
お、比粘度および平均粒径は下記の方法により測定し
た。 （１）比粘度；塩化メチレン１００ｍｌに試料０．７ｇ
を溶解した溶液を２０℃で測定した。 （２）平均粒径；日機装（株）製 粒度分析計：ＭＩＣ
ＲＯＴＲＡＣ ＨＲＡ（ＭＯＤＥＬ：９３２０−Ｘ１０
０）を用いて測定した。 （３）かさ比重；ＪＩＳ Ｋ ６７２１に準じて求め
た。 （４）線圧；ロールに掛かる力をロールの幅で割って、
算出した。 （５）成形性；ロール型乾式造粒機を出たところで、
０．５ｍｍ以下の粉末含有量が２０重量％以下であるも
のを○とし、２０重量％を超えるものを×とした。 （６）強度；０．５ｍｍ以上の粒径となるよう分級した
造粒物を３０分間ロータップ振とう機にかけた後に、
０．５ｍｍ以下の粉末含有量が２０重量％以下であるも
のを○とし、２０重量％を超えるものを×とした。EXAMPLES The present invention will be further described below with reference to examples, but the present invention is not limited to these examples. The specific viscosity and the average particle size were measured by the following methods. (1) Specific viscosity: 0.7 g of sample in 100 ml of methylene chloride
Was measured at 20 ° C. (2) Average particle size: Nikkiso Co., Ltd. Particle size analyzer: MIC
ROTRAC HRA (MODEL: 9320-X10
0). (3) Bulk specific gravity; determined according to JIS K6721. (4) linear pressure; dividing the force applied to the roll by the width of the roll,
Calculated. (5) Formability: After leaving the roll-type dry granulator,
A powder content of 0.5 mm or less having a powder content of 20% by weight or less was evaluated as O, and a powder content exceeding 20% by weight was evaluated as X. (6) Strength: After the granules classified so as to have a particle size of 0.5 mm or more were passed through a low tap shaker for 30 minutes,
A powder content of 0.5 mm or less having a powder content of 20% by weight or less was evaluated as O, and a powder content exceeding 20% by weight was evaluated as X.
【００１９】［実施例１〜１２及び比較例１〜６］表１
記載のハロゲン化カーボネート化合物の粉末Ａ〜Ｃを各
々２００φ×５０Ｌのロール型乾式造粒機を用いて表１
記載のロール表面形状（図１参照）、圧縮線圧で板状に
成形した後、オシレータ式整粒機で破砕、粒状物を得た
（図２参照）。使用した粉末の特性、造粒機の条件及び
得られた粒状物の状態を表１に示した。Examples 1 to 12 and Comparative Examples 1 to 6
Each of the halogenated carbonate compound powders A to C described in Table 1 was rolled using a 200 mm × 50 L roll-type dry granulator.
After being formed into a plate shape by the described roll surface shape (see FIG. 1) and compression linear pressure, it was crushed by an oscillator type granulator to obtain a granular material (see FIG. 2). The properties of the powder used, the conditions of the granulator and the state of the obtained granules are shown in Table 1.
【００２０】表１記載のハロゲン化カーボネート化合物
粉末Ａ〜Ｃは下記の通りである。 Ａ；テトラブロモビスフェノールＡ、ホスゲン及びター
シャリーブチルフェノール（末端停止剤）から得られた
ブロモ化カーボネート化合物 Ｂ；テトラブロモビスフェノールＡ、ホスゲン及びトリ
ブロモフェノール（末端停止剤）から得られたブロモ化
カーボネート化合物 Ｃ；テトラブロモビスフェノールＡ、ビスフェノールＡ
［テトラブロモビスフェノールＡ：ビスフェノールＡ＝
９：１（モル比）］、ホスゲン及びトリブロモフェノー
ル（末端停止剤）から得られたブロモ化カーボネート化
合物The halogenated carbonate compound powders A to C shown in Table 1 are as follows. A: Brominated carbonate compound obtained from tetrabromobisphenol A, phosgene and tertiary butyl phenol (terminal terminator) B: Brominated carbonate compound obtained from tetrabromobisphenol A, phosgene and tribromophenol (terminal terminator) C: tetrabromobisphenol A, bisphenol A
[Tetrabromobisphenol A: bisphenol A =
9: 1 (molar ratio)], brominated carbonate compound obtained from phosgene and tribromophenol (terminal terminator)
【００２１】[0021]
【表１】 [Table 1]
【００２２】[0022]
【発明の効果】本発明によれば、粉末状のハロゲン化カ
ーボネートオリゴマー型難燃剤から、所望の粒径の粒状
物を効率良く、安定して得ることができ、その奏する工
業的効果は格別なものである。According to the present invention, a granular material having a desired particle size can be efficiently and stably obtained from a powdery halogenated carbonate oligomer type flame retardant, and the industrial effect brought about is exceptional. Things.
【図１】ロール型乾式造粒機のロール表面形状を表した
図である。FIG. 1 is a diagram showing a roll surface shape of a roll-type dry granulator.
【図２】ハロゲン化カーボネート化合物粉末からハロゲ
ン化カーボネート化合物粒状体を製造する工程の一態様
を表した図である。FIG. 2 is a view showing one embodiment of a process for producing a halogenated carbonate compound granule from a halogenated carbonate compound powder.
１．ロール型乾式造粒機 ２．ハロゲン化カーボネート化合物粉末 ３．ロール ４．板状成形物 ５．破砕機 ６．ハロゲン化カーボネート化合物粒状体 1. Roll type dry granulator 2. 2. Halogenated carbonate compound powder Roll 4. Plate-like molded product 5. Crusher 6. Halogenated carbonate compound granules
Claims (1)
０．０１〜０．１５であるハロゲン化カーボネート化合
物粉末を、ロール型乾式造粒機で板状に成形し、次い
で、かかる板状の成形物を破砕し、粒状化する方法にお
いて、ロール型乾式造粒機のロールは、その表面にスリ
ット、格子、綾目、波板のごとき紋様を有し、且つ、圧
縮時の線圧を０．３〜２．０ＭＰａ・ｍの範囲で、該ハ
ロゲン化カーボネート化合物粉末を板状に成形すること
を特徴とするハロゲン化カーボネート化合物粒状体の製
造方法。1. A halogenated carbonate compound powder having a specific viscosity of 0.01 to 0.15 measured by the method described in the specification is formed into a plate by a roll-type dry granulator, and then the plate is formed. In the method of crushing and granulating the molded product of the above, the roll of the roll type dry granulator has a pattern such as a slit, a lattice, a twill, a corrugated sheet on its surface, and a linear pressure at the time of compression. A method for producing halogenated carbonate compound granules, wherein the halogenated carbonate compound powder is formed into a plate in a range of 0.3 to 2.0 MPa · m.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000124040A JP4068787B2 (en) | 2000-04-25 | 2000-04-25 | Method for producing halogenated carbonate compound granule |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000124040A JP4068787B2 (en) | 2000-04-25 | 2000-04-25 | Method for producing halogenated carbonate compound granule |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2001302588A true JP2001302588A (en) | 2001-10-31 |
| JP4068787B2 JP4068787B2 (en) | 2008-03-26 |
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ID=18634234
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|---|---|---|---|
| JP2000124040A Expired - Fee Related JP4068787B2 (en) | 2000-04-25 | 2000-04-25 | Method for producing halogenated carbonate compound granule |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010144138A (en) * | 2008-12-22 | 2010-07-01 | Sumitomo Chemical Co Ltd | Granular stabilizer for polymer and method for producing the same |
| US8529793B2 (en) | 2008-10-06 | 2013-09-10 | Sumitomo Chemical Company, Limited | Granular stabilizer for polymer and production process thereof |
| CN108176327A (en) * | 2018-01-23 | 2018-06-19 | 宜春万申制药机械有限公司 | A kind of dry granulating machine |
-
2000
- 2000-04-25 JP JP2000124040A patent/JP4068787B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8529793B2 (en) | 2008-10-06 | 2013-09-10 | Sumitomo Chemical Company, Limited | Granular stabilizer for polymer and production process thereof |
| JP2010144138A (en) * | 2008-12-22 | 2010-07-01 | Sumitomo Chemical Co Ltd | Granular stabilizer for polymer and method for producing the same |
| CN108176327A (en) * | 2018-01-23 | 2018-06-19 | 宜春万申制药机械有限公司 | A kind of dry granulating machine |
Also Published As
| Publication number | Publication date |
|---|---|
| JP4068787B2 (en) | 2008-03-26 |
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