經濟部中夬樣準局貝工消费合作社印製 403737 377 五、發明説明（1 ) 異丙基笨（iS0pr0pylbenzene,IpB)亦稱Cu巾eme,係 石化工業之重要原料，用來產製粉及丙銅，並用以八成丙 二粉（bisphenol A)，其合成反應最早於I945年開發成功 ，使用硫酸爲觸媒，I958年U0P公司開發成功鱗歧型觸媒 (solid phosphoric acid, SPA)之氣相反應製裡，1982年 Monsanto & Lummus公司共同開發以A1C13爲觸媒之院化數 程應用於C*基苯及異丙基笨之合成，此些製程使用之觸媒 皆有其缺點，其中硫酸與氣化鋁有設備腐蝕及廣駿處理問 題，SPA觸媒則有酸性流失，不易再生及廢觸媒處理等缺 點，同時S P A沒有轉烷化反應活性，因此多烷基笨（如二 異丙基笨等）祇能做爲高辛炫值汽油使用〇另外s p A觸媒 會進行勝結（a g g 1。m e r a t i ο η )，造成操作上之問題，如何 找出逋宜之固態酸觸媒來改善此缺點爲工業界研究之目標 ，其中沸石觸媒爲一可行之途徑〇縱使改用沸石觸媒，仍 無法避免二異丙基笨之生成，如能將此些生成之二異丙基 菜與策進行轉烷化反應，則可提高烷化進料中丙烯/笨之 比例，増加異丙基笨產率，生成較多量之二異丙基菜，再 經由轉燒化反應產製異丙基笨，如此吁増產cumene，提高 操作效率，降低生產成本，使整個異丙基笨生產齪程更具 經濟效益〇 有閼沸石觸媒應用於垸化及轉烷化反應方面，係利用 其特殊孔洞結構及皎性，其中之睃性又區分爲路易土睃（ Lewis acid)及布侖斯特暖（Bronsted acid) 〇;'弗石種 類Si/Al比值，金屬陽離子種類與交換程度會影響沸石觸 (請先閲讀背面之注意事項再填寫本頁) -裝· •1T. 猓- 本紙張尺度遑用中困國家揉率（CNS ) A4規格（210X297公釐） 83. 3.10,000 經濟部中央樣準局工消費合作社印裝 403737 A7 B7 五、發明説明（2 ) 媒之睃強度、酸量與L睃/ B酸比例，不同反應所需之酸性 質不同，如何選擇沸石種類並調整其酸性，以提高轉化率 並降低副反應之發生，提高主反應之遴擇性以及觸媒之稿 定性，是觸媒能否商業化之關鍵技術，本發明係利用離子 交換技術來改善沸石之酸性質，使其逋用於二異丙基笨與 笨之轉烷化反應，由實施例之結果顯示改良噔之B e t a型彿 石可得到比mordenite型、Y^&zSM-5型沸石與非沸石觸 媒更佳之轉化率及遴擇性〇 本發明之觸嫖製備一般步驟如下： 步驟一、取I5克ϊ弗石樣品（CPC-B1)置於燒瓶中，加入 0 . 1 〇 Μ硝瞍銅水溶液3 〇 〇 m】〇 步驟二、上述懸浮液於65 10下攪拌24小時之後過濾，並以 1 〇 〇 G m 1蒸餾水水洗。 步驟二、遇減後之固傲在110C乾燥4小時後，於5〇〇。(0下 鍛燒4小時，打片成型後篩成1〇〜2〇mesh大小， 即得Cu-Bl-io觸媒〇 本發明之觸媒樣品皆依此步縣製備，改變金屬盈種類 與溶液濃度及沸石種類〇 實施例一、沸石種類及s i / A〗比值對轉垸化反應之影響 取O.SOg觸媒置於固定床反應管中，進行二異丙基笨 及笨之轉烷化反應活性測試，反應條件爲26〇.c , 5〇〇psig ，，進料中笨/對二異丙基笨莫耳比爲1〇, 反應5小時可達穐定狀態，計算反應轉化率及產物遴择性 本紙張尺度適用中國國家梯準（CNS ) A4«1^( 210X297^* ) 83.3.10,000 - -an- —ϋ m n> ^^1 I ^^1 m In I ^^1 ^^1^aJ - T· (請先閲讀背面之注^^項再填寫本頁) 403737 五、發明説明（3 ) ---J—-------裝-- (請先閲讀背面之注$項再球寫本頁) 變濟石種類》Si/Al比值結果如表一所列，顯示對二異两 基策之轉化活性隨沸石種類及不同S〗/ A ]比值有很大差異 ，其中以ZSM-5型沸石之活性最差，遠低於。“、丫及“㈧ 型沸石。有關對二異基笨活性比較如下：CPC-Y2( Si /A 1 = 15)>CPC-Bl(Si/Al=12.5)>CPC-Yl(Si/Al=2.6)>CPC-M2 (Si/Al=10)>CPC-B3(Si/Al=37.5) CPC - M3 ( Si / A 1 = 1 7 .5) CPC-Y3(Si/Al=27.5)》 CPC-Ml(Si/Al=6.0),不同沸石 有其不同最逋宜Si/Al比值，Y型沸石爲1S，Beta型沸石爲 12.5，Mord型沸石爲1〇, ZSM-5型沸石爲75,此乃因爲隨 S 1 / A 1比值提高，沸石酸強度増加，對反應有利，但睃量 減少對反應不利，L睃與B酸比例亦會改變，因此會有最適 宜之Si/A1比值0對二異丙基笨轉垸化反應而言，較理想 之沸石爲Beta, Y及Mordenite型沸石〇 線 實施例二、鐵、钴、銅離子交揍反應對Beta沸石轉烷化活 性之影響 經濟部中央梯準局負工消费合作社印装 取Beta型沸石進行鐵、鈷、銅離子交換反應，其中金 屬氬類分別爲 Fe(N〇3)3 · 9H20, Co(N〇3)2 · 6H2〇 及 C u ( N 0 3 ) 2 · 3 η 2 〇，利用不同濃度之金屬里溶液進行離子交 換，可得到不同交換程度之觸媒樣品，打片並篩成12_2〇 mesh之颟粒，取0.5〇g依實施例一之反應步驟，進行活性 測定’結果如表二所列，由結果顯示鈷觫子交揍對轉化率 沒有顒著影黎，鐵及銅離子交換則大大降低轉烷化活性， 而且交換程度愈大，活性愈低。 83. 3.10,000 本紙張尺度逋用中國國家揉半（CNS > A4规格（210X297公釐） A7 B7 403737 五、發明説明（4 ) ILl—ϋτϋ11 -裝 —- - ---打 (請先Μ讀背面之注f項异填寫本頁) 實施例三、錢、錄、鈽及鑭離子交換對Be“彿石轉境化活 性之影響 取Beta型彿石進行鐘、鎳、鈽、鑭離子交換反應，其 中金屬里類分別爲Μη(Ν〇、· · μ/,Printed by Shelley Consumers Cooperative of the China Standard Sample Bureau of the Ministry of Economic Affairs 403737 377 V. Description of the invention (1) Isopropylbenzene (iS0pr0pylbenzene, IpB), also known as Cu towel eme, is an important raw material for the petrochemical industry, used to produce flour and acrylic Copper was used as bisphenol A. Its synthesis reaction was successfully developed as early as I945. Sulfuric acid was used as the catalyst. In 1958 U0P company successfully developed the gas phase of solid phosphoric acid (SPA). In the reaction system, in 1982, Monsanto & Lummus co-developed a chemical process using A1C13 as a catalyst for the synthesis of C * -based benzene and isopropylbenzyl. The catalysts used in these processes have their shortcomings, including Sulfuric acid and aluminum gas have equipment corrosion and Guangjun treatment problems, SPA catalysts have the disadvantages of acidic loss, not easy to regenerate and waste catalyst treatment. At the same time, SPA does not have transalkylation reaction activity. Propyl benzene, etc.) can only be used as high Xinxuan gasoline 〇 In addition, sp A catalyst will win the victory (agg 1. merati ο η), causing operational problems, how to find the appropriate solid acid catalyst To improve this disadvantage The goal of research in the world is that zeolite catalysts are a feasible way. Even if zeolite catalysts are used, the formation of diisopropylbenzyl cannot be avoided. The reaction can increase the ratio of propylene / benzyl in the alkylation feed, increase the yield of isopropylbenzyl to generate a larger amount of diisopropyl benzyl, and then produce isopropylbenzyl through the trans-baking reaction. Produce cumene, improve operation efficiency, reduce production cost, make the whole process of isopropyl benzene production more economical. 〇 zeolite catalyst is used in tritiation and transalkylation reactions, using its special pore structure and bright The properties are divided into Lewis acid and Bronsted acid 〇; 'Si / Al ratio of the type of vermiculite, the type of metal cations and the degree of exchange will affect the zeolite contact (please first Read the notes on the reverse side and fill in this page) -Packing • 1T. 猓-This paper is used in the countries with difficulty in kneading rate (CNS) A4 size (210X297 mm) 83. 3.10,000 Workers of the Central Procurement Bureau of the Ministry of Economic Affairs Consumption cooperative printing 403737 A7 B7 Explain (2) the strength of the media, the amount of acid and the ratio of L / B acid, the nature of the acid required for different reactions is different, how to choose the type of zeolite and adjust its acidity to increase the conversion rate and reduce the occurrence of side reactions, improve the main The selectivity of the reaction and the characterization of the catalyst are the key technologies for the commercialization of the catalyst. The present invention uses ion exchange technology to improve the acid properties of zeolites, making them suitable for use in diisopropylbenzyl and benzene. The transalkylation reaction, the results of the examples show that the improved Beta-type buddha stone can obtain better conversion and selectivity than mordenite-type, Y ^ & zSM-5 zeolite and non-zeolite catalysts. The general steps for preparation of osmosis are as follows: Step 1. Take 15 grams of euphthite sample (CPC-B1) and place it in a flask, and add 0.1 mM copper nitrate aqueous solution 3,000m] Step 2. The above suspension After stirring at 65 for 24 hours, it was filtered and washed with 100 Gm of distilled water. Step 2: After being reduced, the Gio is dried at 110C for 4 hours and then at 500. (4 hours calcination at 0 ° C, sieved into a size of 10 ~ 20mesh after sheet forming, and Cu-Bl-io catalyst was obtained. The catalyst samples of the present invention were prepared according to this step, changing the type of metal surplus and Solution concentration and zeolite type. Example 1. Effect of zeolite type and si / A ratio on the transmutation reaction. O.SOg catalyst was placed in a fixed-bed reaction tube for diisopropylbenzyl and stupid transalkylation. Chemical reaction activity test, the reaction conditions were 26.c, 500 psig, the ratio of stupid / p-diisopropyl stupid mole in the feed was 10, and the reaction could reach a stable state within 5 hours, and the reaction conversion rate and Product selectivity This paper size applies to China National Standard (CNS) A4 «1 ^ (210X297 ^ *) 83.3.10,000--an- —ϋ m n > ^^ 1 I ^^ 1 m In I ^^ 1 ^ ^ 1 ^ aJ-T · (Please read the note ^^ on the back before filling out this page) 403737 V. Description of the invention (3) --- J --------- install-(Please read the back first Note: Note: The item is written on this page.) The results of the Si / Al ratios of the types of gemstones are shown in Table 1. It shows that the conversion activity for two different two bases depends on the type of zeolite and the ratio of S / A]. The difference is that of ZSM-5 zeolite The worst properties are far below. ", Y, and" ㈧-type zeolites. The comparison of the activity on diisopropylbenzyl is as follows: CPC-Y2 (Si / A 1 = 15) > CPC-Bl (Si / Al = 12.5) > CPC-Yl (Si / Al = 2.6) > CPC-M2 (Si / Al = 10) > CPC-B3 (Si / Al = 37.5) CPC-M3 (Si / A 1 = 1 7 .5) CPC-Y3 (Si / Al = 27.5)》 CPC-Ml (Si / Al = 6.0), different zeolites have different optimal Si / Al ratios, Y-type zeolite is 1S, Beta-type zeolite is 12.5, Mord-type zeolite It is 10, and the ZSM-5 zeolite is 75. This is because as the S 1 / A 1 ratio increases, the acid strength of the zeolite increases, which is beneficial to the reaction, but the decrease in the amount of 睃 is not good for the reaction, and the ratio of L 睃 to B acid will also change. Therefore, there will be an optimal Si / A1 ratio of 0. For diisopropyl bulk conversion reactions, the ideal zeolites are Beta, Y, and Mordenite zeolites. Example 2 Iron, cobalt, and copper ion exchange The effect of thorium reaction on the transalkylation activity of Beta zeolite. The Central Laboratories of the Ministry of Economic Affairs of the Central Laboratories Consumer Cooperatives printed Beta-type zeolites for iron, cobalt, and copper ion exchange reactions. Among them, metal argon was Fe (N〇3) 3. 9H20, Co (N〇3) 2, 6H2〇 and Cu (N 0 3) 2 · 3 η 2 〇, Catalyst solutions of different concentrations in the metal are ion-exchanged to obtain catalyst samples with different degrees of exchange. Tablets are sieved and sieved into 12-20 mesh particles. Take 0.50 g according to the reaction steps of Example 1. As shown in Table 2, the results show that the conversion of cobalt ions does not affect the conversion rate, and iron and copper ion exchange greatly reduce the transalkylation activity, and the greater the degree of exchange, the lower the activity. 83. 3.10,000 This paper is half-sized with Chinese national standard (CNS > A4 size (210X297mm) A7 B7 403737 V. Description of the invention (4) ILl—ϋτϋ11 -pack —----- beat (please first (Notes f on the back of the book are read differently, please fill in this page) Example 3. Effect of Qian, Lu, Samarium, and Lanthanum Ion Exchange on the Transitional Activity of Be "Buddha Stones" Beta stones were used for bell, nickel, samarium, and lanthanum ions. Exchange reaction, in which the metal species are Μη (Ν〇, · · μ /,
Ce(N〇3)3 · 6Η2〇,及 La(N03)3 · 6Η2〇，利用不同濃度之金 展後溶液進行冑子交换，#到不同交換程度之觸媒樣品。 取0 . 5〇g樣品依實施例一之反應步驟進行活性測定，結果 如表三所列，由結果顯示錳及鎳離子，鈽（ffl)離子及銦 離子交換可有效提高Beta型沸石之轉垸化反應活性，其中 較適宜之金屬離子含量分別爲^(11) 〇〜2 〇wt% , Ni(n ) 〇 〜2.0wt%，Ce(ffl ) 〇〜2.5wt%，La(ffl ) 〇〜2 2wt%。由 結果亦顯示錳離子及镍離子可以抑制861；3型沸石生成正丙 基笨，如此可減少異丙基笨分餾之困難性〇 經濟部中夬樑準局負工消费合作社印製 實施例四、反應溫度對轉垸化反應活性與遴擇性之影響 取C P C - B .1樣品Q · 5 〇 g依實施例一之反應步驟進行活性 測定，改變反應溫度23〇〜275 *C，結果如表四所列，由結 果顯示溫度高可以提高笨及對二異丙基笨之轉化率，但正 丙基笨生成量亦顯著增加，重質成份亦開始生成，溫度太 低則轉化率不夠高，较適宣反應溫度爲2 5 0〜2 6 5 ·〇〇 實施例五、沸石觸媒與非沸石觸媒及商用轉烷化觸媒比较 取A K B - 0 2及T A - 4觸媒依實施例一之反應步驟進行活性 83. 3.10,000 本紙張尺度遄用中國鬮家標率（CNS ) A4规格（210X297公釐） A7 B7 403737 五、發明説明（5 ) 測定’結果如表五所列。由表五之比較顯示本發明所使用 之沸石觸媒，轉烷化活性與選擇性皆遠大於改良型A〗2 〇 之 用 bMN 及 媒 觸 媒 觸 石 彿 . ---—^1 - rI-- --- - - ! I - - I (請先閲讀背面之注f項再填寫本頁) 訂-· 經濟部中央梯準局貞工消费合作社印裝 83, 3,10,000 本紙張尺度適用中鬮囷家標準（CNS ) A4規格（210X297公釐） 403737五、發明説明（6 )Ce (N〇3) 3. 6Η20, and La (N03) 3. 6Η20, using different concentrations of the gold-plated solution to carry out the exchange of radon, # to the catalyst samples of different degrees of exchange. A 0.50 g sample was taken for the activity measurement according to the reaction steps of Example 1. The results are shown in Table 3. The results show that the exchange of manganese and nickel ions, osmium (ffl) ions and indium ions can effectively improve the conversion of Beta zeolites. Tritiation reaction activity, among which the appropriate metal ion contents are ^ (11) 〇 ~ 2 〇wt%, Ni (n) 〇 ~ 2.0wt%, Ce (ffl) 〇 ~ 2.5wt%, La (ffl) 〇 ~ 2 2wt%. The results also show that manganese ions and nickel ions can inhibit 861; type 3 zeolite can produce n-propylbenzyl, which can reduce the difficulty of isopropylbenzyl fractionation. The influence of reaction temperature on the transactivation reaction activity and selectivity. CPC-B.1 sample Q · 50 g was used to measure the activity according to the reaction procedure of Example 1. The reaction temperature was changed from 23 to 275 * C. The results are as follows: As shown in Table 4, the results show that high temperature can increase the conversion rate of benzyl and diisopropylbenzyl, but the amount of n-propylbenzyl is also significantly increased, and heavy components are also starting to be formed. If the temperature is too low, the conversion is not high enough. The more suitable reaction temperature is 2 50 ~ 2 65 · 〇 Example 5. Comparison of zeolite catalysts with non-zeolitic catalysts and commercial transalkylation catalysts. AKB-02 and TA-4 catalysts are implemented according to implementation. The reaction steps in Example 1 were carried out. 83. 3.10,000 This paper size uses the Chinese standard (CNS) A4 size (210X297 mm) A7 B7 403737 V. Description of the invention (5) The results are listed in Table 5. . The comparison in Table 5 shows that the zeolite catalyst used in the present invention has far higher alkylation activity and selectivity than the improved type A. 〖2 〇Use bMN and the catalyst to contact the stone Buddha. ------- ^ 1-rI ------! I--I (Please read the note f on the back before filling out this page) Order-· Printed on 83, 3,10,000 printed papers of the Central Laboratories of the Ministry of Economic Affairs, Zhengong Consumer Cooperatives China National Standard (CNS) A4 specification (210X297 mm) 403737 V. Description of invention (6)
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