JPH0585593B2 - - Google Patents
Info
- Publication number
- JPH0585593B2 JPH0585593B2 JP8098686A JP8098686A JPH0585593B2 JP H0585593 B2 JPH0585593 B2 JP H0585593B2 JP 8098686 A JP8098686 A JP 8098686A JP 8098686 A JP8098686 A JP 8098686A JP H0585593 B2 JPH0585593 B2 JP H0585593B2
- Authority
- JP
- Japan
- Prior art keywords
- coal
- styrene
- maleic acid
- acid copolymer
- saponified product
- 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.)
- Expired - Lifetime
Links
- 229920001577 copolymer Polymers 0.000 claims description 30
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 20
- 239000002817 coal dust Substances 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 claims description 6
- 230000002265 prevention Effects 0.000 claims description 3
- 239000003245 coal Substances 0.000 description 21
- 239000000047 product Substances 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 230000003449 preventive effect Effects 0.000 description 9
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 6
- 238000006277 sulfonation reaction Methods 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920005603 alternating copolymer Polymers 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 229920005604 random copolymer Polymers 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 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 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- WOLATMHLPFJRGC-UHFFFAOYSA-N furan-2,5-dione;styrene Chemical compound O=C1OC(=O)C=C1.C=CC1=CC=CC=C1 WOLATMHLPFJRGC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- RHZUVFJBSILHOK-UHFFFAOYSA-N anthracen-1-ylmethanolate Chemical compound C1=CC=C2C=C3C(C[O-])=CC=CC3=CC2=C1 RHZUVFJBSILHOK-UHFFFAOYSA-N 0.000 description 1
- 239000003830 anthracite Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002802 bituminous coal Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000033444 hydroxylation Effects 0.000 description 1
- 238000005805 hydroxylation reaction Methods 0.000 description 1
- 239000003077 lignite Substances 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical group OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003476 subbituminous coal Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Solid Fuels And Fuel-Associated Substances (AREA)
Description
〔産業上の利用分野〕
本発明は炭塵飛散防止剤に関し、詳しくは石炭
の水濡れ性を向上させることにより、石炭粉塵の
飛散を有効に防止することのできる炭塵飛散防止
剤に関する。
〔従来の技術および発明が解決しようとする問題
点〕
石炭を取扱う上で、その粉塵の飛散を防止する
ことは、石炭の損失防止、公害防止の観点から重
要である。炭塵の飛散は長距離のバルク輸送、屋
外の貯炭、ホツパーへの供給、コンベアへの受入
など種々の状況で発生する。この飛散現象の因子
としては炭種、粒度分布、貯炭形態、落下量、落
下高度などがあげられるが、飛散防止の原理は石
炭の撥水性を可及的に喪失せしめ水濡れ性を付与
することにあると考えられている。
このような目的で使用される炭塵飛散防止剤と
して、従来酢酸ビニル樹脂エマルジヨンまたはこ
のエマルジヨンとアルキルスルホコハク酸ナトリ
ウムなどの界面活性剤との混合物が知られてい
る。しかしながら、これらの飛散防止剤で処理し
た石炭は、石炭表面の水濡れ性の指標となる水と
の接触角がいまだ大きく、その改良が望まれてい
た。
本発明はこのような要望に応える炭塵飛散防止
剤を提供することを目的とする。
〔問題点を解決するための手段〕
すなわち本発明の第１はナフタレンスルホン酸
塩のホルマリン縮合物を主成分とする炭塵飛散防
止剤を提供するものであり、本発明の第２は(A)ナ
フタレンスルホン酸塩のホルマリン縮合物ならび
に(B)スチレン−マレイン酸共重合体のケン化物お
よび／またはスルホン化スチレン−マレイン酸共
重合体のケン化物を主成分とする炭塵飛散防止剤
を提供するものである。
本発明において、ナフタレンスルホン酸塩のホ
ルマリン縮合物は、例えばナフタレンあるいはそ
の誘導体に硫酸およびホルマリンを反応させ、得
られた反応生成物をさらに水酸化ナトリウム、水
酸化カルシウム、水酸化カリウムなどでケン化さ
せることによつて、あるいはアンモニウム基、有
機アミノ基で処理することによつて得ることがで
きる。また、上記ナフタレンは30モル％以下のア
ルキルナフタレン（例えばα−メチルナフタレ
ン、β−メチルナフタレンなど）を含む混合ナフ
タレンを用いることもできる。このようにして製
造されるホルマリン縮合物はたとえば下式
[Industrial Application Field] The present invention relates to a coal dust scattering preventive agent, and more particularly to a coal dust scattering preventive agent that can effectively prevent coal dust from scattering by improving the water wettability of coal. [Problems to be Solved by the Prior Art and the Invention] When handling coal, it is important to prevent dust from scattering from the viewpoint of preventing loss of coal and preventing pollution. Coal dust scattering occurs in a variety of situations, including long-distance bulk transportation, outdoor coal storage, supply to hoppers, and reception on conveyors. Factors contributing to this scattering phenomenon include coal type, particle size distribution, coal storage form, amount of fall, falling altitude, etc., but the principle of preventing scattering is to make coal as water-wettable as possible by losing its water repellency as much as possible. It is thought that there is. Conventionally, vinyl acetate resin emulsion or a mixture of this emulsion and a surfactant such as sodium alkylsulfosuccinate is known as a carbon dust scattering preventive agent used for this purpose. However, coal treated with these anti-scattering agents still has a large contact angle with water, which is an indicator of the water wettability of the coal surface, and improvements have been desired. An object of the present invention is to provide a coal dust scattering preventive agent that meets such demands. [Means for Solving the Problems] That is, the first aspect of the present invention is to provide a coal dust scattering preventive agent containing a formalin condensate of naphthalene sulfonate as a main component, and the second aspect of the present invention is to provide a carbon dust scattering preventive agent containing (A ) A formalin condensate of naphthalene sulfonate and (B) a saponified product of a styrene-maleic acid copolymer and/or a saponified product of a sulfonated styrene-maleic acid copolymer as main components. It is something to do. In the present invention, the formalin condensate of naphthalene sulfonate is produced by, for example, reacting naphthalene or its derivative with sulfuric acid and formalin, and then saponifying the resulting reaction product with sodium hydroxide, calcium hydroxide, potassium hydroxide, etc. or by treatment with an ammonium group or an organic amino group. Further, as the naphthalene, a mixed naphthalene containing 30 mol % or less of alkylnaphthalene (for example, α-methylnaphthalene, β-methylnaphthalene, etc.) can also be used. For example, the formalin condensate produced in this way is expressed by the following formula:
【化】
（式中、ＸはNa，Ｋ，１／2Ca，NH4および
有機アミノ基のいずれかであり、特にNaが好ま
しい。ｌは１〜20、好ましくは４〜10の整数であ
る。）で表わされる。ここでスルホン化の程度は、
一般にスルホン化率（ナフタレン環１個に対して
導入されたスルホン基（SO3Ｘ）の個数を100倍
したもの）は70％以上、好ましくは90％以上であ
る。
なお、上記ホルマリン縮合物において、スルホ
ン基（正確にはスルホン酸塩基SO3Ｘ）の導入位
置は、一般式（）の如くナフタレン環のうちの
メチレン基と結合していない側の芳香環であつて
もよく、またメチレン基と結合している芳香環で
あつてもよい。
本発明の第１は叙上の如き成分を主成分とする
ものである。
次に、本発明の第２は、上記成分を(A)成分と
し、これにさらに(B)成分としてスチレン−マレイ
ン酸共重合体のケン化物および／またはスルホン
化スチレン−マレイン酸共重合体のケン化物を配
合したものを主成分とするものである。
ここで、スチレン−マレイン酸共重合体のケン
化物は、次の式embedded image (wherein, X is any one of Na, K, 1/2Ca, NH 4 and an organic amino group, with Na being particularly preferred. l is an integer of 1 to 20, preferably 4 to 10. ). Here, the degree of sulfonation is
Generally, the sulfonation rate (the number of sulfone groups (SO 3 X) introduced per naphthalene ring multiplied by 100) is 70% or more, preferably 90% or more. In addition, in the above formalin condensate, the introduction position of the sulfonic group (more precisely, the sulfonic acid group SO 3 It may also be an aromatic ring bonded to a methylene group. The first aspect of the present invention is one whose main ingredients are as described above. Next, the second aspect of the present invention is to use the above component as component (A), and further as component (B), a saponified product of styrene-maleic acid copolymer and/or a sulfonated styrene-maleic acid copolymer. The main component is a mixture of saponified substances. Here, the saponified product of styrene-maleic acid copolymer is expressed by the following formula:
【化】 で表わされるスチレン単位および一般式[ka] Styrene unit and general formula represented by
【化】
（式中、ＸはNa，Ｋ，１／2Ca、NH4または
有機アミノ基のいずれかを示す。）
で表わされるマレイン酸塩単位を有するものであ
り、これらのランダム共重合体、ブロツク共重合
体、交互共重合体など様々なものがある。このケ
ン化物は、具体的には下記一般式[Chemical formula] (wherein, X represents either Na, K, 1/2Ca, NH 4 or an organic amino group), and a random copolymer of these, There are various types such as block copolymers and alternating copolymers. Specifically, this saponified product has the following general formula
【化】
（式中、Ｘは上記と同じものを示し、kiは１〜
５の整数、miは１〜３の整数、ｎは２〜20の整
数であり、ｉは１〜ｎの整数に変化する変数を示
す。）
で表わすことができる。
この一般式（）において、例えばｎ＝２のと
きは、[C] (In the formula, X is the same as above, and k i is 1 to
m i is an integer of 1 to 3, n is an integer of 2 to 20, and i represents a variable that changes to an integer of 1 to n. ) can be expressed as In this general formula (), for example, when n=2,
【化】 となり、ｎ＝３のときは[ka] So, when n=3,
【化】
で表わされるものとなり、ここでk1，k2，k3はそ
れぞれ１〜５の整数、m1，m2，m3はそれぞれ１
〜３の整数を示すこととなる。
上記一般式（）で表わされるスチレン−マレ
イン酸共重合体のケン化物は、例えば相当するス
チレン−マレイン酸共重合体（具体的には一般式
（）のＸが水素のもの）を、水酸化ナトリウム、
水酸化カルシウム、水酸化カリウムなどでケン化
させることによつて、あるいはアンモニウム基や
有機アミノ基を有する化合物で処理することによ
つて得ることができる。ここで原料としてのスチ
レン−マレイン酸共重合体は、ランダム共重合
体、ブロツク共重合体、交互共重合体のいずれで
あつても良いが、数平均分子量が1000〜20000、
特に1500〜9000のものを使用することが好まし
い。また、この一般式（）で表わされる共重合
体ケン化物におけるスチレン単位のモル分率、換
言すれば
o
〓i=1
ki／（o
〓i=1
ki＋o
〓i=1
mi）×100
の値は40〜85％であるものが好ましく、特に50〜
70％のものが最適である。
本発明においては、(B)成分として上述した一般
式（）で表わされるスチレン−マレイン酸共重
合体ケン化物の代わりに、あるいはこれと共にス
ルホン化スチレン−マレイン酸共重合体のケン化
物を用いることができる。
このスルホン化スチレン−マレイン酸共重合体
のケン化物は下記一般式[ ], where k 1 , k 2 , k 3 are each an integer from 1 to 5, and m 1 , m 2 , m 3 are each 1
This indicates an integer of ~3. The saponified product of the styrene-maleic acid copolymer represented by the above general formula () is, for example, a corresponding styrene-maleic acid copolymer (specifically, one in which X in the general formula () is hydrogen) by hydroxylation. sodium,
It can be obtained by saponification with calcium hydroxide, potassium hydroxide, etc., or by treatment with a compound having an ammonium group or an organic amino group. The styrene-maleic acid copolymer used as a raw material here may be a random copolymer, a block copolymer, or an alternating copolymer, but the number average molecular weight is 1000 to 20000,
In particular, it is preferable to use one with a value of 1500 to 9000. In addition, the molar fraction of styrene units in the saponified copolymer expressed by this general formula (), in other words, o 〓 i=1 k i / ( o 〓 i=1 k i + o 〓 i=1 m i )×100 is preferably 40 to 85%, especially 50 to 85%.
70% is optimal. In the present invention, as component (B), a saponified sulfonated styrene-maleic acid copolymer may be used instead of or together with the saponified styrene-maleic acid copolymer represented by the above-mentioned general formula (). I can do it. The saponified product of this sulfonated styrene-maleic acid copolymer has the following general formula:
【化】
（式中、ＸはNa，Ｋ，１／2Ca，NH4または
有機アミノ基のいずれかを示す。）
で表わされるスルホン化スチレン単位および前記
一般式（）で表わされるマレイン酸塩単位を有
するものであり、これらのランダム共重合体、ブ
ロツク共重合体、交互共重合体など様々なものが
ある。ここで本発明においては該共重合体のケン
化物中のスルホン化スチレン単位のモル分率が20
〜75％であるものが好ましく、特に30〜70％であ
るものが好ましい。このケン化物はたとえば下記
一般式[Chemical formula] (wherein, X represents either Na, K, 1/2Ca, NH 4 or an organic amino group) and a maleate unit represented by the above general formula () There are various types of these, including random copolymers, block copolymers, and alternating copolymers. Here, in the present invention, the molar fraction of sulfonated styrene units in the saponified product of the copolymer is 20
~75% is preferred, and 30~70% is particularly preferred. For example, this saponified product has the following general formula
本発明の炭塵飛散防止剤で石炭を処理すること
により、石炭表面の水濡れ性が向上（石炭表面に
おける水滴の接触角が小さくなる）し、石炭の採
取、輸送、貯蔵、加工等の際の炭塵の飛散が効果
的に防止できる。また本発明の炭塵飛散防止剤
は、褐炭、亜歴青炭、歴青炭、無煙炭など、石炭
の種類を問わず、種々の石炭に使用でき、使用方
法も簡単なものである。
したがつて本発明の炭塵飛散防止剤は石炭工業
など石炭を扱う分野で有用である。
〔実施例〕
次に、本発明を実施例により詳しく説明する。
製造例１ （ナフタレンスルホン酸塩のホルマリ
ン縮合物の調製）
β−メチルナフタレン100gとナフタレン400g
に98％硫酸600gを加え、160℃で1.5時間処理し、
スルホン化した。次いで、100℃で37％ホルマリ
ン310gを滴下し、５時間縮合を行なつた。この
際、粘度上昇時には少量の水を添加して粘度を低
下させて縮合した。
得られた共縮合物を常法のライミングソーデー
シヨンによりナトリウム塩とした。このものの分
子量は1850であり、スルホン化率は105％であつ
た。
製造例２ （スチレン−マレイン酸共重合体のケ
ン化物の調製）
100lのガラス製反応器に水4.33Kgおよび水酸化
ナトリウム0.33Kgを仕込みアルカリ水溶液を調製
した。この水溶液に粉末化したスチレン−マレイ
ン酸共重合体（米国 ARCO Chemical社製、
「SMA−1000」、数平均分子量1600、スチレン：
無水マイレン酸＝１：１（モル比）、酸価480mg・
KOH／ｇ）２Kgを仕込み、90℃で攪拌した。２
時間反応後、水溶液が透明となつたので反応を終
了しスチレン−マレイン酸共重合体のケン化物
（ナトリウム塩）を得た。
製造例３ （スルホン化スチレン−マレイン酸共
重合体のケン化物の調製）
スチレン−マレイン酸共重合体（数平均分子量
1600，ARCO Chemical社製、「SMA−1000」）
85gを98％濃硫酸100ml中に溶解し、発煙硫酸50g
を温度30〜40℃に調整しながら１時間で加え、そ
の後３時間反応させて該共重合体のスルホン化を
行なつた。
反応終了後、反応物に水を加えて未反応のスチ
レン−マレイン酸共重合体を濾別し、次いで70℃
にて残存硫酸を通常のライミングソーデーシヨン
法により石こう分として除去し、ケン化物（ナト
リウム塩）161gを得た。なお、このスルホン化
スチレン−マレイン酸共重合体ケン化物中のスル
ホン化スチレン単位のモル分率は33.9％であり、
スルホン化率は60％であつた。
製造例４ （スルホン化スチレン−マレイン酸共
重合体のケン化物の調製）
スチレン−マレイン酸共重合体として数平均分
子量1700，ARCO Chemical社製、「SMA−
2000」を使用し、かつ発煙硫酸の使用量を70gと
したこと以外は製造例３と同様にしてケン化物
（ナトリウム塩）170gを得た。
なお、このスルホン化スチレン−マレイン酸共
重合体ケン化物中のスルホン化スチレン単位のモ
ル分率は49.4％であり、スルホン化率は75％であ
つた。
製造例５ （スルホン化スチレン−マレイン酸共
重合体のケン化物の調製）
スチレン−マレイン酸共重合体として数平均分
子量1900，ARCO Chemical社製、「SMA−
3000」を用い、かつ発煙硫酸の使用量を80gとし
たこと以外は製造例３と同様にしてケン化物（ナ
トリウム塩）165gを得た。
なお、このスルホン化スチレン−マレイン酸共
重合体ケン化物中のスルホン化スチレン単位のモ
ル分率は50.1％であり、スルホン化率は67％であ
つた。
実施例１〜５および比較例２，３
第１表に示す組成の約５cmの立方体状の石炭を
第２表に示す炭塵飛散防止剤に浸漬した後、50℃
にて３時間乾燥した。この炭塵飛散防止処理石炭
を液滴法（水）により接触角を測定した。結果を
第２表に示す。
比較例 １
炭塵飛散防止未処理の第１表に示す組成の石炭
について液滴法（水）により接触角を測定した。
結果を第２表に示す。
By treating coal with the coal dust scattering prevention agent of the present invention, the water wettability of the coal surface improves (the contact angle of water droplets on the coal surface becomes smaller), and this improves the water wettability of the coal surface during coal extraction, transportation, storage, processing, etc. The scattering of coal dust can be effectively prevented. Moreover, the coal dust scattering preventive agent of the present invention can be used for various types of coal, such as brown coal, subbituminous coal, bituminous coal, and anthracite coal, and is easy to use. Therefore, the coal dust scattering preventive agent of the present invention is useful in fields that handle coal, such as the coal industry. [Example] Next, the present invention will be explained in detail with reference to Examples. Production Example 1 (Preparation of formalin condensate of naphthalene sulfonate) 100 g of β-methylnaphthalene and 400 g of naphthalene
Add 600g of 98% sulfuric acid to the solution and treat at 160℃ for 1.5 hours.
Sulfonated. Next, 310 g of 37% formalin was added dropwise at 100°C, and condensation was carried out for 5 hours. At this time, when the viscosity increased, a small amount of water was added to lower the viscosity and condensation was performed. The obtained cocondensate was made into a sodium salt by a conventional liming sodation method. The molecular weight of this product was 1850, and the sulfonation rate was 105%. Production Example 2 (Preparation of saponified product of styrene-maleic acid copolymer) A 100 liter glass reactor was charged with 4.33 kg of water and 0.33 kg of sodium hydroxide to prepare an alkaline aqueous solution. Powdered styrene-maleic acid copolymer (manufactured by ARCO Chemical, USA) was added to this aqueous solution.
"SMA-1000", number average molecular weight 1600, styrene:
Malenic anhydride = 1:1 (mole ratio), acid value 480mg・
KOH/g) 2 kg was charged and stirred at 90°C. 2
After a period of reaction, the aqueous solution became transparent, so the reaction was terminated and a saponified product (sodium salt) of a styrene-maleic acid copolymer was obtained. Production Example 3 (Preparation of saponified product of sulfonated styrene-maleic acid copolymer) Styrene-maleic acid copolymer (number average molecular weight
1600, manufactured by ARCO Chemical, "SMA-1000")
Dissolve 85g in 100ml of 98% concentrated sulfuric acid and add 50g of fuming sulfuric acid.
was added over 1 hour while adjusting the temperature to 30 to 40°C, and the copolymer was then reacted for 3 hours to sulfonate the copolymer. After the reaction was completed, water was added to the reaction product, unreacted styrene-maleic acid copolymer was filtered off, and then heated at 70°C.
The residual sulfuric acid was removed as a gypsum component by the usual liming sodation method to obtain 161 g of a saponified product (sodium salt). In addition, the molar fraction of sulfonated styrene units in this saponified sulfonated styrene-maleic acid copolymer was 33.9%,
The sulfonation rate was 60%. Production Example 4 (Preparation of saponified product of sulfonated styrene-maleic acid copolymer) A styrene-maleic acid copolymer having a number average molecular weight of 1700, manufactured by ARCO Chemical, “SMA-
170 g of a saponified product (sodium salt) was obtained in the same manner as in Production Example 3, except that "2000" was used and the amount of fuming sulfuric acid used was 70 g. The molar fraction of sulfonated styrene units in this saponified sulfonated styrene-maleic acid copolymer was 49.4%, and the sulfonation rate was 75%. Production Example 5 (Preparation of saponified product of sulfonated styrene-maleic acid copolymer) A styrene-maleic acid copolymer with a number average molecular weight of 1900, manufactured by ARCO Chemical, “SMA-
3000" and the amount of fuming sulfuric acid used was 80 g, in the same manner as in Production Example 3 to obtain 165 g of a saponified product (sodium salt). The molar fraction of sulfonated styrene units in this saponified sulfonated styrene-maleic acid copolymer was 50.1%, and the sulfonation rate was 67%. Examples 1 to 5 and Comparative Examples 2 and 3 After immersing approximately 5 cm cube-shaped coal having the composition shown in Table 1 in the coal dust scattering preventive agent shown in Table 2, it was heated at 50°C.
It was dried for 3 hours. The contact angle of the coal treated to prevent scattering of coal dust was measured by the droplet method (water). The results are shown in Table 2. Comparative Example 1 The contact angle of untreated coal having the composition shown in Table 1 was measured by the droplet method (water).
The results are shown in Table 2.
【表】【table】
Claims (1)
を主成分とする炭塵飛散防止剤。 ２ (A)ナフタレンスルホン酸塩のホルマリン縮合
物ならびに(B)スチレン−マレイン酸共重合体のケ
ン化物および／またはスルホン化スチレン−マレ
イン酸共重合体のケン化物を主成分とする炭塵飛
散防止剤。[Scope of Claims] 1. A coal dust scattering prevention agent containing a formalin condensate of naphthalene sulfonate as a main component. 2. Coal dust scattering prevention product mainly composed of (A) formalin condensate of naphthalene sulfonate and (B) saponified product of styrene-maleic acid copolymer and/or saponified product of sulfonated styrene-maleic acid copolymer agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8098686A JPS62240376A (en) | 1986-04-10 | 1986-04-10 | Coat dust scattering inhibitor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8098686A JPS62240376A (en) | 1986-04-10 | 1986-04-10 | Coat dust scattering inhibitor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62240376A JPS62240376A (en) | 1987-10-21 |
| JPH0585593B2 true JPH0585593B2 (en) | 1993-12-08 |
Family
ID=13733821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8098686A Granted JPS62240376A (en) | 1986-04-10 | 1986-04-10 | Coat dust scattering inhibitor |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62240376A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102012007827B3 (en) * | 2012-04-17 | 2013-07-11 | Bk Giulini Gmbh | Use of a polymer dispersion as a dust control agent |
| WO2021261568A1 (en) * | 2020-06-25 | 2021-12-30 | 株式会社日本触媒 | Dust scattering inhibitor |
-
1986
- 1986-04-10 JP JP8098686A patent/JPS62240376A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62240376A (en) | 1987-10-21 |
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