JPH02300233A - Derivative prepared by treating carbon nitride with acid and its production - Google Patents
Derivative prepared by treating carbon nitride with acid and its productionInfo
- Publication number
- JPH02300233A JPH02300233A JP12092989A JP12092989A JPH02300233A JP H02300233 A JPH02300233 A JP H02300233A JP 12092989 A JP12092989 A JP 12092989A JP 12092989 A JP12092989 A JP 12092989A JP H02300233 A JPH02300233 A JP H02300233A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- carbon nitride
- treated
- melamine
- cyanuric chloride
- 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
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 239000002253 acid Substances 0.000 title claims abstract description 28
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000000463 material Substances 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract description 16
- 229910017604 nitric acid Inorganic materials 0.000 abstract description 15
- 229920000642 polymer Polymers 0.000 abstract description 8
- 229920000877 Melamine resin Polymers 0.000 abstract description 7
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 abstract description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 6
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 6
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 4
- 229910021529 ammonia Inorganic materials 0.000 abstract description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 3
- 239000011707 mineral Substances 0.000 abstract 3
- 239000007858 starting material Substances 0.000 abstract 2
- 239000000047 product Substances 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 239000002994 raw material Substances 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000002441 X-ray diffraction Methods 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 238000010586 diagram Methods 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000000921 elemental analysis Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 238000004020 luminiscence type Methods 0.000 description 4
- 238000010306 acid treatment Methods 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical group C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- -1 ION Chemical compound 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- ROBVLQBZPQQRTQ-UHFFFAOYSA-N [N].C1=CN=NN=C1 Chemical group [N].C1=CN=NN=C1 ROBVLQBZPQQRTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229920005565 cyclic polymer Polymers 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Luminescent Compositions (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は、新規な化学組成を有する窒化炭素の酸処理物
およびその製造法に関し、詳しくは光学材料、特に螢光
材料、潤滑材料等として有用な窒化炭素の酸処理物の製
造法に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to an acid-treated carbon nitride having a novel chemical composition and a method for producing the same. This invention relates to a method for producing a useful acid-treated carbon nitride.
［従来の技術とその解決しようとする課！Ｊ］従来、ト
リアジン環を有するポリマーとして、ビニル−５−トリ
アジン類の重合体［高分子３８゜１９６ （１９８９）
１あるいはメラミン樹脂などが知られているが、前者
は一次元（線状）のポリマーであり、後打は三次元的に
無秩序に結合するためアモルファスである。Ｓ−トリア
ジン環は６π１を子糸であり、６原子（炭素３個、窒素
３個）は同一平面を形成するため二次元的にπ電子系を
拡張できれば、光学的、電気的に非常に有用な材料とな
り１）ることが期待されるが、今まで二次元平面を形成
するトリアジン環状ポリマーは合成されていなかった。[Conventional technology and the section that attempts to solve it! J] Conventionally, polymers of vinyl-5-triazines have been used as polymers having a triazine ring [Komunshi 38゜196 (1989)
1 and melamine resin are known, but the former is a one-dimensional (linear) polymer, and the latter is amorphous because it is bonded in a three-dimensional disorder. The S-triazine ring has 6π1 as a child thread, and the 6 atoms (3 carbons, 3 nitrogens) form the same plane, so if the π electron system can be expanded two-dimensionally, it will be very useful optically and electrically. 1) However, until now, a triazine cyclic polymer that forms a two-dimensional plane has not been synthesized.
そこで、本発明者らは種々の条件で検討を重ねた結果、
塩化シアヌルやメラミンのような炭素と窒素のトリアジ
ン環を含む化合物を反応原料とすることにより合成され
る窒化炭素とその製造方法を見い出し、すでに出願して
いる［「窒化炭素およびその製造方法」 （特願昭６３
−１７３１８６号）］。Therefore, as a result of repeated studies under various conditions, the present inventors found that
We have discovered carbon nitride and its manufacturing method, which can be synthesized by using compounds containing carbon and nitrogen triazine rings such as cyanuric chloride and melamine, as reaction materials, and have already filed an application [``Carbon nitride and its manufacturing method'' ( Special request 1986
-173186)].
またその後、上記窒化炭素とアルカリ金属の化合物につ
いても出願しており（特願平１−２７２４０号）それら
の中において、次に示すような化合物の化学構造を示し
ている。Later, an application was also filed for the above-mentioned compound of carbon nitride and an alkali metal (Japanese Patent Application No. 1-27240), in which the chemical structure of the compound as shown below is shown.
窒化炭素は螢光を発するという特性を有し、螢光体とし
ての用途が有望であるが、単一色発光素子として用いる
ためには発光波長幅を狭くし、強度を増大することが望
まれていた。Carbon nitride has the property of emitting fluorescence and is promising for use as a phosphor, but in order to be used as a single-color light emitting device, it is desirable to narrow the emission wavelength width and increase the intensity. Ta.
【！Ｊ［Ｈを解決するための手段］
本発明者らはこのような現状において前記問題点を解決
するため種々検討した結果、窒化炭素と絋酸とを反応さ
せることによって水ＭＷやニトロ基を含んだ新規なポリ
マー状化合物となり、該化合物は発光波長幅を狭くし、
強度を増大することを見出し、本発明に到達した。[! J [Means for Solving H] As a result of various studies in order to solve the above-mentioned problems in the current situation, the present inventors found that by reacting carbon nitride with nitric acid, water MW and nitro groups were not included. However, it becomes a new polymeric compound, which narrows the emission wavelength width,
They have discovered that the strength can be increased and have arrived at the present invention.
すなわち本発明は、一般式 Ｃ，Ｎ、Ｈ，０７（ただし
、８．０≦α≦１０．０．３．０≦β≦１０．０．１．
０≦Ｔ≦４．０）で表わされる層状構造を有する窒化炭
素の酸処理物、および窒化炭素［（Ｃ，Ｎ、）ユへＩ＋
、］ （ただし、２≦ｘ≦４．０≦ｙ≦８）をＫＭで
処理することを特徴とする一触弐Ｃ，ＮユＨ，０，（た
だし、８．０≦α≦ｉｏ、ｏ。That is, the present invention is based on the general formula C, N, H, 07 (where 8.0≦α≦10.0.3.0≦β≦10.0.1.
0≦T≦4.0), and acid-treated carbon nitride [(C, N,)
, ] (however, 2≦x≦4.0≦y≦8) is processed by KM .
３．０≦β≦１０．０．１．０≦γ≦４．０）で表わさ
れる層状構造を有する窒化炭素の酸処理物の製造法、さ
らに上記窒化炭素の酸処理物からなる螢光材である。3.0≦β≦10.0.1.0≦γ≦4.0) A method for producing an acid-treated carbon nitride having a layered structure, and a fluorescent material comprising the acid-treated carbon nitride. It is.
原料となる窒化炭素は先に出願した特願昭６３−１７３
１８６号で詳述しているが、塩化シアヌルとアンモニア
または塩化シアヌルとメラミンを反応させた後、４００
〜６００°Ｃで熱分解することにより得られる。該化合
物は、一般式［（Ｃ，Ｎ３）ユＮ、Ｈｙ］ （ただし
、２≦ｘ≦４．０≦ｙ≦８）で示される層状ポリマーで
、塩化シアヌル−アンモニア系、メラミンのみ、メラミ
ン−塩化シアヌル系より合成されたものが本発明の原料
として好ましい、なお、窒化炭素に関し、先の出願の場
合と一般式の表現方法は異なるが、化合物中の構成原子
の比率は全く同じであり、全く同じ化合物を示している
。Carbon nitride, which is a raw material, is obtained from a patent application previously filed in 1983-173.
As detailed in No. 186, after reacting cyanuric chloride with ammonia or cyanuric chloride with melamine,
Obtained by thermal decomposition at ~600°C. The compound is a layered polymer represented by the general formula [(C,N3)YN,Hy] (where 2≦x≦4.0≦y≦8), and includes cyanuric chloride-ammonia, melamine only, and melamine- Those synthesized from cyanuric chloride are preferable as raw materials for the present invention. Regarding carbon nitride, although the method of expressing the general formula is different from that in the previous application, the ratio of the constituent atoms in the compound is exactly the same, Showing exactly the same compound.
本発明の化合物は、上記化合物と絋酸を反応させること
により得られる０本発明で使用する絋酸は硝酸、塩酸、
フン化水素酸、硫酸等であり、その濃度はＩＮより高い
濃度が好ましい、ＩＮ以下の絋酸で処理した場合、後述
するような元素分析値、ＩＲ，Ｘ線回折図の変化は殆ど
見られず、第７図で示されるように、若干の螢光強度の
増加は見られるものの、基本的構造は殆ど変わらない、
一方、ＩＯＮのような高濃度の絋酸で処理した場合、元
素分析値、ＩＲ，Ｘｌｉ回折図が異なり、原料と異なる
本発明の化合物が生成する。The compound of the present invention is obtained by reacting the above compound with citric acid.The citric acid used in the present invention is nitric acid, hydrochloric acid,
When treated with hydrofluoric acid, sulfuric acid, etc., whose concentration is preferably higher than IN, and whose concentration is less than IN, almost no changes in elemental analysis values, IR, and X-ray diffraction patterns as described below will be observed. First, as shown in Figure 7, although there is a slight increase in fluorescence intensity, the basic structure remains almost unchanged.
On the other hand, when treated with a highly concentrated acetic acid such as ION, a compound of the present invention having different elemental analysis values, IR, and Xli diffraction patterns and different from the raw material is produced.
絋酸の使用量は、絋酸ｌｏｏｍ ｌに対し、原料の窒化
炭素約３ｇ以下の量が好ましい、３ｇ以上添加した場合
均一混合できず、均一な組成を存する酸処理物が生成し
ない。The amount of acetic acid to be used is preferably about 3 g or less of carbon nitride as a raw material per 1 a room of acetic acid. If more than 3 g is added, uniform mixing will not be possible and an acid-treated product with a uniform composition will not be produced.
反応温度は特に限定されないが、操作のしやすさから考
えて室温付近が好ましく、反応後はａＵ＊しながら０．
５〜２４時間保つ、０．５時間より少ない場合は均一な
反応物が生成せず、２４時間以上保っても生成物は変わ
らず、経済的でない。The reaction temperature is not particularly limited, but from the viewpoint of ease of operation, it is preferably around room temperature, and after the reaction, the reaction temperature is 0.
If the reaction time is kept for 5 to 24 hours, a homogeneous reaction product will not be produced if it is kept for less than 0.5 hours, and the product will not change even if kept for more than 24 hours, which is not economical.
反応が終了した後、生成物を濾過し、濾液が中性になる
まで洗浄し、１００°Ｃ以下で恒量になるまで十分乾燥
する。生成した酸処理物は、元の窒化炭素が黄白色なの
に比較して、白色となる。After the reaction is completed, the product is filtered, washed until the filtrate becomes neutral, and thoroughly dried at 100°C or less until a constant weight is reached. The acid-treated product produced is white in color compared to the yellow-white color of the original carbon nitride.
得られた化合物の構造および物性について、種々の分析
装置により得られた結果を基に述べていくが、これらは
いずれも硝酸処理により得られたものである。The structure and physical properties of the obtained compound will be described based on the results obtained using various analytical devices, all of which were obtained by treatment with nitric acid.
まず、第１図、第２図はＸ線回折による結果であり、第
１図は処理前の窒化炭素、第２図は硝酸処理したもので
あるが、この図かられかるように処理後回折線図がやや
ブロードになり、アモルファス化（低分子量化）してい
ることがわかる。First, Figures 1 and 2 show the results of X-ray diffraction. Figure 1 shows the carbon nitride before treatment, and Figure 2 shows the result after treatment with nitric acid. It can be seen that the diagram becomes a little broader, indicating that it has become amorphous (lower molecular weight).
第３図は原料の、第４図は酸処理・物のＩＲスペクトル
をそれぞれ示しているが、原料に比してＯＨ基とＮＯ２
基を示す吸収が増大しており、これらの基が生成物に存
在していることがわかる。この場合は、硝酸による処理
を行ったためＮＯ２基の吸収の増大がみられるが、その
他の絋酸を使用した場合は、ＮＯ□基は検出されなかっ
た。Figure 3 shows the IR spectrum of the raw material, and Figure 4 shows the IR spectrum of the acid-treated product, but compared to the raw material, OH groups and NO2
The absorption indicating the groups increases, indicating that these groups are present in the product. In this case, an increase in the absorption of NO2 groups was observed due to the treatment with nitric acid, but no NO□ groups were detected when other nitric acids were used.
第５図は、酸処理物の熱安定性を示す図であるが、４０
°Ｃ付近で付着水または囲碁の脱離に起因するとみられ
る重量減少が見られ、２００℃付近から続いて生成物自
体の分解または昇華に起因する重量減少が起こり、７０
０ ’Ｃ付近でほぼ１００％に達している。このことか
ら、絋酸処理により得られた化合物は、原料の一つの結
晶が１万以上の分子量を持つのに対し、それより低分子
量化しており、末端の基の−・部が０■基またはＮＯ２
基で１き換えられているとみられる。これは元の原料が
膜として単離できるのに比して、酸処理物が一部濃酸に
熔解することからもわかる。FIG. 5 is a diagram showing the thermal stability of the acid-treated product.
At around 200°C, weight loss appears to be due to adhering water or detachment of Go, followed by weight loss at around 200°C due to decomposition or sublimation of the product itself, and 70°C.
It reaches almost 100% near 0'C. From this, the compound obtained by the acetic acid treatment has a molecular weight lower than that of one crystal of the raw material, which has a molecular weight of 10,000 or more, and the -- part of the terminal group is 0. or NO2
It appears that it has been replaced with a new one. This can be seen from the fact that while the original raw material can be isolated as a membrane, the acid-treated product is partially dissolved in concentrated acid.
また本発明の特徴は、第６図、第７図で示されるように
螢光特性に優れていることである。この螢光特性の測定
は３６５ｎ鳳を励起光として測定した。Further, a feature of the present invention is that it has excellent fluorescent properties as shown in FIGS. 6 and 7. The fluorescence properties were measured using 365n light as excitation light.
第６図は、原料化合物である窒化炭素（点線で示す、）
およびＩＯＮの硝酸で処理したもの（実線で示す、）の
発光スペクトルであるが、硝酸処理物は原料の窒化炭素
に比較して波長が低波長ヘシフトし強度が太き（増加し
ており、また第７図は、処理した硝酸の濃度と発光強度
および発光ピークの半値幅を示したものであるが、ＩＯ
Ｎの硝酸による処理で発光強度は約４倍、半値幅が３７
４になり、本発明の化合物により発光波長の幅が狭く、
しかも強度の強い螢光スペクトルが得られることが同様
にわかる。この螢光は青色の光であり、このような優れ
た螢光特性を持つ酸処理物は種々の有用な用途が考えら
れる。Figure 6 shows carbon nitride, which is a raw material compound (indicated by a dotted line).
The emission spectrum of ION treated with nitric acid (indicated by the solid line) shows that the wavelength of the nitric acid-treated product shifts to lower wavelengths compared to the raw material carbon nitride, and the intensity is thicker (increased). Figure 7 shows the concentration of treated nitric acid, the luminescence intensity, and the half-width of the luminescence peak.
Treatment of N with nitric acid increased the luminescence intensity by about 4 times, and the half-width was 37.
4, the width of the emission wavelength is narrow due to the compound of the present invention,
Moreover, it can be similarly seen that a fluorescent spectrum with high intensity can be obtained. This fluorescent light is blue light, and acid-treated products with such excellent fluorescent properties can be used for various useful purposes.
さらに、本発明の酸処理物を熱処理した際の蛍光特性に
ついて検討したが、やはり熱処理の温度によって蛍光強
度は低下し、ＩＯＮの硝酸により処理したものでも、３
００℃で処理したものは元の窒化炭素よりも強度が低下
した。Furthermore, we investigated the fluorescence characteristics when the acid-treated product of the present invention was heat-treated, but the fluorescence intensity decreased depending on the temperature of the heat treatment, and even with ION's nitric acid treatment,
The strength of the material treated at 00°C was lower than that of the original carbon nitride.
以上、本発明を実施例により詳細に説明する。The present invention will now be described in detail with reference to Examples.
実施例１
ＩＯＮの硝酸１００■ｌに窒化炭素０．３ｇを加え、１
２時間攪拌し、濾過、洗浄した後、約１００℃以下で乾
燥した。Example 1 0.3 g of carbon nitride was added to 100 μl of ION nitric acid, and 1
After stirring for 2 hours, filtering and washing, the mixture was dried at about 100°C or lower.
元のポリマーが黄白色〜黄色であるのに対し、処ＦＩ後
は白色に変化した。生成物の元素分析値を第１表に示す
、この生成物の組成はＣ６ＮｙｓＨ７，ｔＪ、１．Ｔ！
あり、そのＩＲスペクトルにより（第４図）により末端
部に０１１５とＮＯ□基を含んでいることがわかった。While the original polymer was yellowish-white to yellow, the color changed to white after treatment FI. The elemental analysis values of the product are shown in Table 1, and the composition of this product is C6NysH7,tJ, 1. T!
It was found from its IR spectrum (Fig. 4) that it contained 0115 and NO□ groups at the terminal end.
またポリマーの一部が濃酸に溶解し、１．ｃ＋ｍの細孔
径をもつテフロン製濾紙を通過したことから、原料の窒
化炭素より低分子量化していると考えられる。このこと
は、第２図に示すＸ線回折図のピークがややブロードに
なることからもわかる。In addition, part of the polymer dissolves in concentrated acid, and 1. Since it passed through a Teflon filter paper with a pore size of c+m, it is thought that the molecular weight was lower than that of the raw material carbon nitride. This can also be seen from the fact that the peaks in the X-ray diffraction diagram shown in FIG. 2 are somewhat broad.
実施例２
１ＯＮの塩酸１００ｍ１に窒化炭素０．３ｇを加え、実
施例１と同様の反応を行った０分析結果を第１表に示す
・ を反応
生成物はやはり白く変化した。ＩＲスペクトルには、０
１１基は観察されたが、ＮＯ２基は検出されなかった。Example 2 0.3 g of carbon nitride was added to 100 ml of 1ON hydrochloric acid, and the same reaction as in Example 1 was carried out. The analysis results are shown in Table 1. The reaction product also turned white. In the IR spectrum, 0
Although 11 groups were observed, NO2 groups were not detected.
ｘ１回折図は第２図と同様であった。The x1 diffractogram was similar to FIG. 2.
実施例３
５０−ｔ％のフッ化水素酸の溶液１００ｍ１に窒化炭素
０．３ｇを加え、実施例１と同様に反応を行った。Example 3 0.3 g of carbon nitride was added to 100 ml of a 50-t% hydrofluoric acid solution, and a reaction was carried out in the same manner as in Example 1.
分析結果を第１表に示す０反応生成物はやはり白く変化
した。ＩＲスペクトルには、０（（基は観察されたが、
ＮＯ□基は検出されなかった。Ｘ線回折図は第２図と同
様であった。The 0 reaction product whose analysis results are shown in Table 1 also turned white. In the IR spectrum, 0(( groups were observed,
NO□ groups were not detected. The X-ray diffraction pattern was similar to that in FIG.
第１表
主）［］のものは、同じ組成のものを異なる式で表わし
たものである。Items in Table 1 (Main) [ ] are those with the same composition expressed by different formulas.
比較例１
ＩＮの硝酸１００ｓ ｊに窒化炭素０．３ｇを添加し、
実り一例１と同様の操作を行ったが、処理後に得られた
化合物は元素分析値、ＩＲ，Ｘ線回折図とも殆ど変化が
みられなかった。Comparative Example 1 0.3 g of carbon nitride was added to 100 s of IN nitric acid,
The same operation as in Example 1 was performed, but the compound obtained after treatment showed almost no change in elemental analysis values, IR, and X-ray diffraction patterns.
［発明の効果］
本発明で得られた酸処理物は、従来にない新規な化学組
成および構造を持つ全く新しい窒化炭素の誘導体であり
、潤滑特性および特に優れた螢光特性を有し、今後種々
の用途が考えられる。[Effect of the invention] The acid-treated product obtained in the present invention is a completely new carbon nitride derivative with an unprecedented new chemical composition and structure, and has lubricating properties and particularly excellent fluorescent properties. Various uses are possible.
第１図、第２図は、それぞれ窒化炭素と本発明の酸処理
物のＸ線回折図であり、第３図９第４図は同しく窒化炭
素と本発明の酸処理物のＩＲスペクトルを示す図、さら
に、第５図は本発明の酸誘導体の熱重量分析図、第６図
は本発明の酸処理物の螢光スペクトルであり、第７図は
酸処理物の発光強度および発光ピークの半値幅と硝酸処
理濃度との関係を示す図である。
第１図
２０ 角度（’）
第３図
型数 （Ｃ’１７ｋ”）
第５図
２２度（’Ｃ，）
諷 艮 （ｍｍ）
第７図
ＨＮＯ３濃度（ｍｏｌ／１）Figures 1 and 2 are X-ray diffraction diagrams of carbon nitride and the acid-treated product of the present invention, respectively, and Figures 3 and 4 are the IR spectra of carbon nitride and the acid-treated product of the present invention. Further, FIG. 5 is a thermogravimetric analysis diagram of the acid derivative of the present invention, FIG. 6 is a fluorescence spectrum of the acid-treated product of the present invention, and FIG. 7 is the luminescence intensity and emission peak of the acid-treated product. FIG. 3 is a diagram showing the relationship between the half-value width and the nitric acid treatment concentration. Figure 1 20 Angle (') Figure 3 Number of shapes (C'17k'') Figure 5 22 degrees ('C,) Straight angle (mm) Figure 7 HNO3 concentration (mol/1)
Claims (3)
、８．０≦α≦１０．０，３．０≦β≦１０．０，１．
０≦ｒ≦４．０）で表わされる層状構造を有する窒化炭
素の酸処理物。(1) General formula C_6N_αH_βO_γ (8.0≦α≦10.0, 3.0≦β≦10.0, 1.
An acid-treated carbon nitride having a layered structure represented by 0≦r≦4.0).
ｙ］（ただし、２≦ｘ≦４，０≦ｙ≦８）を絋酸で処理
することを特徴とする一般式 Ｃ＿６Ｎ＿αＨ＿βＯ＿
γ（ただし、８．０≦α≦１０．０，３．０≦β≦１０
．０，１．０≦γ≦４．０）で表わされる層状構造を有
する窒化炭素の酸処理物の製造法。(2) Carbon nitride [(C_3N_3)_2N_xH_
General formula C_6N_αH_βO_
γ (however, 8.0≦α≦10.0, 3.0≦β≦10
．． 0.0, 1.0≦γ≦4.0) A method for producing an acid-treated carbon nitride having a layered structure.
、８．０≦α≦１０．０，３．０≦β≦１０．０，１．
０≦Ｔ≦４．０）で表わされる層状構造を有する窒化炭
素の酸処理物からなる螢光材。(3) General formula C_6N_αH_βO_γ (8.0≦α≦10.0, 3.0≦β≦10.0, 1.
A fluorescent material made of an acid-treated carbon nitride having a layered structure represented by 0≦T≦4.0).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12092989A JP2704161B2 (en) | 1989-05-15 | 1989-05-15 | Acid-treated derivative of carbon nitride and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12092989A JP2704161B2 (en) | 1989-05-15 | 1989-05-15 | Acid-treated derivative of carbon nitride and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02300233A true JPH02300233A (en) | 1990-12-12 |
| JP2704161B2 JP2704161B2 (en) | 1998-01-26 |
Family
ID=14798469
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12092989A Expired - Lifetime JP2704161B2 (en) | 1989-05-15 | 1989-05-15 | Acid-treated derivative of carbon nitride and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2704161B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003000821A1 (en) * | 1999-12-27 | 2003-01-03 | Sumitomo Chemical Company, Limited | Processes for producing polymeric fluorescent material and polymeric luminescent element |
| US7297415B2 (en) | 1999-12-27 | 2007-11-20 | Sumitomo Chemical Company, Limited | Processes for producing polymeric fluorescent material and polymeric luminescent element |
| JP2011195412A (en) * | 2010-03-23 | 2011-10-06 | National Institute Of Advanced Industrial Science & Technology | Carbon nitride involving metal, and method for production thereof |
| CN113699616A (en) * | 2021-08-31 | 2021-11-26 | 大韩道恩高分子材料(上海)有限公司 | Preparation and application method of electret material for biodegradable plastic |
| CN115368948A (en) * | 2022-08-29 | 2022-11-22 | 攀枝花学院 | Multilayer carbon nitride nanosheet water-based lubricating additive and preparation method thereof |
-
1989
- 1989-05-15 JP JP12092989A patent/JP2704161B2/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003000821A1 (en) * | 1999-12-27 | 2003-01-03 | Sumitomo Chemical Company, Limited | Processes for producing polymeric fluorescent material and polymeric luminescent element |
| US7297415B2 (en) | 1999-12-27 | 2007-11-20 | Sumitomo Chemical Company, Limited | Processes for producing polymeric fluorescent material and polymeric luminescent element |
| JP2011195412A (en) * | 2010-03-23 | 2011-10-06 | National Institute Of Advanced Industrial Science & Technology | Carbon nitride involving metal, and method for production thereof |
| CN113699616A (en) * | 2021-08-31 | 2021-11-26 | 大韩道恩高分子材料(上海)有限公司 | Preparation and application method of electret material for biodegradable plastic |
| CN115368948A (en) * | 2022-08-29 | 2022-11-22 | 攀枝花学院 | Multilayer carbon nitride nanosheet water-based lubricating additive and preparation method thereof |
| CN115368948B (en) * | 2022-08-29 | 2023-11-10 | 攀枝花学院 | Multilayer carbon nitride nano-sheet water-based lubricating additive and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2704161B2 (en) | 1998-01-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2296803B1 (en) | Halogenated polysilane and plasma-chemical process for producing the same | |
| CN109054039B (en) | Synthesis and application of porous covalent organic framework material with imine structure | |
| Mironov et al. | New mixed-ligand cyanohydroxo octahedral cluster complex trans-[Re 6 S 8 (CN) 2 (OH) 4] 4−, its luminescence properties and chemical reactivity | |
| CN112408464A (en) | Reversible conversion cesium copper halogen perovskite nanocrystal and preparation method thereof | |
| Vallarino et al. | Solid-state isomerism and intermetallic interactions in rhodium (I) and carbonyl--amine complexes | |
| CN111171058A (en) | Double-ligand rare earth europium composite fluorescent material and preparation method thereof | |
| JPH02300233A (en) | Derivative prepared by treating carbon nitride with acid and its production | |
| Krishnan et al. | Dimethyl sulphoxide complexes of titanyl, zirconyl and thorium perchlorates | |
| Li et al. | Formation and Fluorescent Mechanism of Multiple Color Emissive Carbon Dots from o‐Phenylenediamine | |
| Ikeda et al. | Synthesis of Non-Symmetrically Benzo-Substituted Phthalocyanines and Their Electronic Spectra. | |
| CN110885676A (en) | Double-core double-ligand rare earth composite fluorescent material and preparation method thereof | |
| CN111154111A (en) | Quinucleus metal organic complex based on zinc (II) and preparation method thereof | |
| JP3825956B2 (en) | Iridium complex and high-intensity fluorescent iridium complex | |
| Liang et al. | Solid-state reaction synthesis for mixed-phase Eu 3+-doped bismuth molybdate and its luminescence properties | |
| JP2650753B2 (en) | Alkali metal compound of carbon nitride and method for producing the same | |
| JPS62135568A (en) | Production of dimethylaminomethyl copper phthalocyanine and derivative thereof | |
| JP4613342B2 (en) | Cerium phosphate nanotubes and method for producing the same | |
| US5023308A (en) | Aminotriazine polymers and method of preparing same | |
| KR101608851B1 (en) | Novel mixed metal oxide | |
| Nakamura et al. | Syntheses and Properties of the Copper (II) Complexes of the Amphoteric Surfactants, N-Alkyl-β-alanine | |
| CN111518557B (en) | Method for synthesizing carbon quantum dots by taking maleic anhydride and polyamine as raw materials | |
| JP2000026123A (en) | Complex oxide and its production | |
| CN110627819B (en) | Dysprosium complex constructed by benzimidazole derivative and 1, 2-cyclohexanediamine as well as preparation method and application thereof | |
| JPH03164412A (en) | Crystalline aluminophosphate and its production | |
| Quang et al. | Ligand field photochemistry of mixed-ligand cyanochromates. Comparative study of [Cr (CN) 5 (OH)] 3− and [Cr (CN) 4 (N3)(OH)] 3− |