Molecular sieve SSZ-121 having a high acidity, its synthesis and use

Abstract

There is provided a novel synthetic crystalline aluminogermanosilicate molecular sieve material designated SSZ-121 that exhibits increased acidity. SSZ-121 can be synthesized using a 1,3-bis(1-adamantyl)imidazolium cation as a structure directing agent. The synthesis utilizes a boron route to obtain increased acid sites. The SSZ-121 with increased acidity can be used in organic compound conversion reactions and / or sorption processes.

Description

Technical Field

[0001] This application claims the priority of U.S. Provisional Patent Application No. 63 / 365,527, filed on May 31, 2022, the entire disclosure of which is incorporated herein by reference in its entirety.

[0002] This disclosure relates to a novel synthetic crystalline aluminogermanosilicate molecular sieve having increased acidity, designated SSZ-121, and its synthesis.

Background Art

[0003] Zeolite materials are known to be useful as adsorbents and to have catalytic performance for various types of organic compound conversion reactions. Certain zeolite materials are ordered porous crystalline materials that have a certain crystal structure as measured by X-ray diffraction, with a large number of smaller cavities therein that can be interconnected by some even smaller channels or pores. These cavities and pores are of uniform size within a particular zeolite material. Since the dimensions of these pores are such that they accept sorbate molecules of a particular dimension and not those of a larger dimension, these materials have come to be known as "molecular sieves" and are used in various ways that utilize these properties.

Summary of the Invention

Problems to be Solved by the Invention

[0004] Currently, there are more than 250 known zeolite framework structures recognized by the International Zeolite Association. There is a need for new structures with properties different from those of known materials to improve the performance of many organic compound conversion and sorption processes. Each structure has unique pore, channel, and cage dimensions, giving it its specific properties as described above. Each framework structure has a specific composition. Improvements in preparing purer single-phase materials are always important. Providing a molecular sieve with increased acid sites can be beneficial with respect to catalysis in organic compound conversion reactions.

Means for Solving the Problems

[0005] According to the present disclosure, a new crystalline aluminogermanosilicate molecular sieve designated SSZ-121, having increased acid sites and a unique composition, was synthesized using 1,3-bis(1-adamantyl)imidazolium cation as a structure-directing agent. The synthesis was carried out via a boron route.

[0006] This SSZ-121 molecular sieve contains some boron within its framework. In one embodiment, the amount of boron can range from 50 to 250 ppm.

[0007] This aluminogermanosilicate SSZ-121 molecular sieve having increased acid sites and thus increased acidity can have a chemical composition including the following molar relationships:

Table 1

[0008] In one embodiment, a method for synthesizing the present SSZ-121 aluminogermanosilicate molecular sieve, comprising: (1) preparing a reaction mixture comprising the following: (a) an FAU framework type zeolite; (b) a source of germanium; (c) a source of boron; (d) a structure directing agent (Q) comprising a 1,3-bis(1-adamantyl)imidazolium cation; (e) a source of fluoride ions; and (f) water; (2) subjecting the reaction mixture to crystallization conditions sufficient to form crystals of a boron germanosilicate molecular sieve; (3) removing the structure directing agent (Q); and (4) treating the remaining crystals to replace boron in the framework with aluminum, is provided.

[0009] Therefore, the boron route involves preparing a germanosilicate molecular sieve containing boron in the framework. The boron molecular sieve, in its as-synthesized form, has a powder X-ray diffraction pattern comprising at least the following 2-theta scattering angles: 6.3 ± 0.2; 7.0 ± 0.2; 9.5 ± 0.2; 13.0 ± 0.2; 16.0 ± 0.2; 18.5 ± 0.2; 19.8 ± 0.2; 21.2 ± 0.2; 24.0 ± 0.2; 25.0 ± 0.2; 26.5 ± 0.2; 28.5 ± 0.2; and 30.0 ± 0.2 degrees 2-theta.

[0010] Then, it is this boron germanosilicate molecular sieve that is treated to replace boron in the framework with aluminum, thereby resulting in increased acid sites.

[0011] In another embodiment, a process for converting a raw material containing an organic compound into a conversion product, comprising contacting the raw material with a catalyst comprising the aluminogermanosilicate molecular sieve described herein in an active form under organic compound conversion conditions, is provided.

[0012] Among other factors, the present process can provide an SSZ-121 molecular sieve having increased acid sites, i.e., an acid-rich or increasing acidity SSZ-121. The increased acid sites mean that by using the present process along with its boron route, an SSZ-121 molecular sieve can be obtained with more acid sites than would be possible by preparing a molecular sieve in the conventional manner in a simple way having aluminum sites and no boron. When the conventional route is utilized, it has been found that some amorphous phase occurs and a decrease in Al acid sites is experienced. Extremely surprisingly, it has been found that by first inserting boron into the framework and then replacing boron with aluminum, a molecular sieve having a relatively increased amount of acid sites can be obtained. Therefore, SSZ-121 is acid-rich or has increasing acidity. The increased acid sites can result in improved catalytic properties of the present SSZ-121 molecular sieve. The present SSZ-121 molecular sieve also contains a minimal amount of boron.

Mode for Carrying Out the Invention

[0013] Definition The term "framework type" has the meaning described in "Atlas of Zeolite Framework Types" by Ch. Baerlocher, L. B. McCusker and D. H. Olsen (Elsevier, Sixth Revised Edition, 2007).

[0014] The term "zeolite" refers to a synthetic aluminosilicate molecular sieve having a framework composed of alumina and silica (i.e., repeating AlO4 and SiO4 tetrahedral units).

[0015] The term "aluminogermanosilicate" refers to a molecular sieve having a framework composed of AlO4, GeO4, and SiO4 tetrahedral units. Aluminogermanosilicate may contain only the oxides described, in which case it may be described as a "pure aluminogermanosilicate", or it may also contain other oxides as well.

[0016] The term "as-synthesized" is used herein to refer to the molecular sieve in that form after crystallization and before removal of the structure-directing agent.

[0017] The term "anhydrous" is used herein to refer to a molecular sieve substantially free of both physically adsorbed and chemically adsorbed water.

[0018] "Increased" or "more" acid sites means that the SSZ-121 molecular sieve prepared by this process contains more acid sites than would be possible by preparing the molecular sieve conventionally without using this boron route. It has been found that when a conventional simple method using aluminum is utilized, an amorphous phase occurs, causing a decrease in the Al acid sites. Extremely surprisingly, it has been found that by first inserting boron into the SSZ-121 framework and then replacing boron with aluminum, an SSZ-121 molecular sieve can be obtained that has more aluminum acid sites, i.e., a relatively large number of acid sites, than would be obtained if boron were not introduced into the initial preparation of the molecular sieve. Therefore, SSZ-121 is acid-rich or has an increased acidity. This increased acidity affects the catalytic properties of the molecular sieve and can be improved. The molecular sieve will be extremely useful, for example, in converting raw materials containing organic compounds into products. Due to the boron route, some boron remains within the SSZ-121 molecular sieve.

[0019] Synthesis of Molecular Sieve This molecular sieve SSZ-121 can be synthesized by a method that includes, via a boron route, (1) preparing a reaction mixture containing the following: (a) an FAU framework type zeolite; (b) a source of germanium; (c) a source of boron; (d) a structure directing agent (Q) containing a 1,3-bis(1-adamantyl)imidazolium cation; (e) a source of fluoride ions; and (f) water; and (2) subjecting the reaction mixture to crystallization conditions sufficient to form crystals of the boron SSZ-121 molecular sieve. The boron-containing SSZ-121 molecular sieve is then treated to remove the SDA, followed by treatment to replace some or all of the boron with aluminum. The result is SSZ-121 having increased acid sites.

[0020] The reaction mixture has a composition with respect to molar ratios within the ranges set forth in Table 2 [Table 2] (wherein Q contains a 1,3-bis(1-adamantyl)imidazolium cation) can be had.

[0021]

[0019] Suitable sources of silicon oxide can include any suitable known source such as colloidal silica, fumed silica, precipitated silica, or an alkali metal silicate. An FAU framework type zeolite, such as zeolite Y, can also be a source of silicon oxide. In such cases, the FAU framework type zeolite has a very high SiO2 / Al2O3 molar ratio of at least 250, preferably at least 300 (e.g., from 300 to 500). The FAU framework type zeolite can include two or more FAU framework type zeolites having different SiO2 / Al2O3 molar ratios. The FAU framework type zeolite can be either zeolite Y or various post-synthetic modified forms thereof, as is known in the art.

[0022] Suitable sources of germanium include germanium oxide and germanium alkoxides (e.g., germanium ethoxide, germanium isopropoxide).

[0023] Silicon and germanium may be present in the reaction mixture at a SiO2 / GeO2 molar ratio of from 4 to 12 (e.g., from 6 to 10).

[0024] A suitable source of boron may include boric acid, which is preferred.

[0025] Suitable sources of fluoride ions include hydrogen fluoride, ammonium fluoride, and ammonium bifluoride.

[0026] The structure-directing agent has the following structure (1):

Chemical formula

[0027] Suitable sources of Q are hydroxides, chlorides, bromides and / or other salts of quaternary ammonium compounds and mixtures thereof.

[0028] The reaction mixture may have a Q / F molar ratio in the range of from 0.80 to 1.20 (e.g., from 0.85 to 1.15, from 0.90 to 1.10, from 0.95 to 1.05, or 1 to 1).

[0029] The reaction mixture may contain seeds of a molecular sieve material such as boron SSZ-121 obtained in a previous synthesis, in an amount of from 0.01 to 10,000 ppm by weight of the reaction mixture (e.g., from 100 to 5000 ppm by weight). The addition of seeds may be advantageous in reducing the time required for complete crystallization. Furthermore, the addition of seeds may result in an increase in the purity of the resulting product by promoting the nucleation and / or formation of boron SSZ-121 over undesirable phases.

[0030] It is noted that the reaction mixture components can be supplied by two or more sources. Also, two or more reaction components can be provided by one source. The reaction mixture can be prepared either batchwise or continuously.

[0031] The reaction mixture can be prepared either batchwise or continuously. The crystal size, morphology, and crystallization time of the molecular sieves described herein can vary depending on the nature of the reaction mixture and the crystallization conditions.

[0032] Crystallization and synthetic post-treatment In line with the boron route, the crystallization of boron SSZ-121 molecular sieves from the above reaction mixture can be carried out under static, rotating, or stirring conditions in a suitable reactor vessel (e.g., a polypropylene jar or a Teflon - processed or stainless - steel autoclave) at a temperature of 100 °C to 200 °C (e.g., 150 °C to 175 °C) for a time sufficient for crystallization to occur at the temperature used (e.g., 1 day to 14 days, or 2 days to 10 days). The hydrothermal crystallization process is typically carried out under pressure, such as in an autoclave, and preferably under autogenous pressure.

[0033] Once the boron molecular sieve crystals are formed, the solid product can be recovered from the reaction mixture by standard mechanical separation techniques such as centrifugation or filtration. The recovered crystals are washed with water and then dried to obtain as - synthesized boron SSZ-121 molecular sieve crystals. The drying step can be carried out at a high temperature (e.g., 75 °C to 150 °C) for several hours (e.g., about 4 to 24 hours). The drying step can be carried out either under vacuum or at atmospheric pressure.

[0034] As a result of the crystallization process, the recovered crystalline molecular sieve product contains at least a portion of the structure - directing agent used in the synthesis within its pore structure.

[0035] As-synthesized molecular sieves are also subjected to a process of removing some or all of the structure-directing agent used in their synthesis. This is conveniently effected by a heat treatment (i.e., calcination) in which the as-synthesized material is heated at a temperature of at least about 370 °C for at least 1 minute and generally less than 20 hours. A sub-atmospheric pressure can be utilized for the heat treatment, but atmospheric pressure is desirable for convenience. The heat treatment can be carried out at a temperature up to about 925 °C. The heat treatment can be carried out in an atmosphere selected from air, nitrogen, or mixtures thereof. For example, the heat treatment can be carried out in air for a period of 3 to 8 hours at a temperature from 400 °C to 600 °C. Alternatively, the structure-directing agent Q can be removed by treatment with ozone. The ozone treatment can include heating the as-synthesized molecular sieve in the presence of ozone, such heating can be at a temperature from 50 °C to 350 °C (e.g., from 100 °C to 300 °C, or from 125 °C to 250 °C). In one embodiment, the treatment with ozone is preferred in that it can provide a higher micropore volume.

[0036] The molecular sieve crystals can then be treated to replace at least some, preferably almost all (90%) but not all, of the boron with aluminum. In one embodiment, the amount of boron remaining after the exchange can be an amount in the range of 50 to 250 ppm. For example, conventional techniques by ion exchange can be used. However, treating the molecular sieve with an aqueous solution of aluminum nitrate is a preferred way to replace boron in the framework with aluminum. The treatment can be carried out by contacting the molecular sieve with a refluxing aluminum nitrate solution.

[0037] Characterization of the Molecular Sieve The acid-enlarged molecular sieve SSZ-121, which also contains some residual boron, has the following molar relationships as set forth in Table 1:

Table 1

[0038] In another embodiment, the molecular sieve SSZ-121 having an increased number of acid sites has the following molar relationship: Al2O3:(n)(SiO2+GeO2) (wherein n is ≥30 (e.g., 30 to 500, 30 to 250, 30 to 150, ≥50, 50 to 250, or 50 to 150)) and may have a chemical composition including.

[0039] The molecular sieve SSZ-121 with increased acid shows a powder XRD pattern having at least the following 2-theta scattering angles: 6.5±0.2, 9.5±0.2, 13.0±0.2, 18.5±0.2, 19.8±0.2, 21.2±0.2, 24.0±0.2, 25.0±0.2, 26.5±0.2, 28.5±0.2, and 30.0±0.2 degrees 2-theta.

[0040] The powder X-ray diffraction patterns presented herein can be collected by standard techniques. The radiation was CuKα radiation. The peak height and position as a function of 2θ where θ is the Bragg angle are read from the relative intensity of the peak (adjusted with respect to the background), and the lattice plane spacing d corresponding to the recorded line can be calculated.

[0041] Small variations in the diffraction pattern can result from variations in the molar ratio of the framework species of the sample due to changes in the lattice constant. Additionally, irregular substances and / or sufficiently small crystals will affect the peak shape and intensity, resulting in significant peak broadening. Small variations in the diffraction pattern can also result from variations in the organic compounds used in the preparation. Calcination can also cause a small shift in the XRD pattern. Despite these small perturbations, the basic crystal lattice structure remains unchanged.

Industrial Applicability

[0042] Molecular sieve SSZ-121 with increased acid sites (where some or all of the structure-directing agent has been removed) can be used as an adsorbent or as a catalyst to catalyze a variety of organic compound conversion processes, including many that are currently of commercial / industrial importance. Examples of chemical conversion processes effectively catalyzed by acid-rich SSZ-121 alone or in combination with one or more other catalytically active substances, including other crystalline catalysts, include those that have acid activity and those that require catalytic metals. Examples of organic conversion processes that can be catalyzed by this SSZ-121 with increased acid sites include aromatization, cracking, hydrocracking, disproportionation, alkylation, oligomerization, and isomerization.

[0043] As with many catalysts, it may be desirable to incorporate acid-rich SSZ-121 with another material that is resistant to temperature and other conditions utilized in the organic conversion process. Such materials include active and inert materials, as well as synthetic or naturally occurring zeolites and inorganic materials such as clays, silica, and / or metal oxides such as alumina. The latter may occur naturally or in the form of gelatinous precipitates or gels containing mixtures of silica and metal oxides. The use of materials in combination with active acid-rich SSZ-121 (i.e., combining with a new material or existing during its synthesis) tends to change the conversion rate and / or selectivity of the catalyst in a particular organic conversion process. Inert materials preferably act as diluents that control the amount of conversion in a given process so that products can be obtained in an economical and orderly manner without using other means to control the reaction rate. These materials can be incorporated into naturally occurring clays (e.g., bentonite and kaolin) to improve the crushing strength of the catalyst under commercial operating conditions. These materials (i.e., clays, oxides, etc.) function as binders for the catalyst. In commercial use, it is desirable to prevent the catalyst from disintegrating into a powdery material, so it is desirable to provide a catalyst with good crushing strength. These clay and / or oxide binders have typically been utilized only for the purpose of improving the crushing strength of the catalyst.

[0044] Natural clays that can be combined with the acid-rich present SSZ-121 include montmorillonite and kaolin family, and the family includes sub-bentonite, and kaolin or the main mineral components usually known as Dixie, McNamee, Georgia and Florida clays, and others such as halloysite, kaolinite, dickite, nacrite, or anauxite. Such clays can be used in their as-mined, unprocessed state, or can first be subjected to calcination, acid treatment or chemical modification. Binders useful for combining with acid-rich SSZ-121 also include inorganic oxides such as silica, zirconia, titania, magnesia, beryllia, alumina, and mixtures thereof.

[0045] In addition to the above materials, the acid-rich present SSZ-121 can be combined with porous matrix materials such as silica-alumina, silica-magnesia, silica-zirconia, silica-thoria, silica-beryllia, silica-titania and ternary compositions such as silica-alumina-thoria, silica-alumina-zirconia, silica-alumina-magnesia and silica-magnesia-zirconia.

[0046] The relative ratios of acid-rich SSZ-121 to the inorganic oxide matrix can vary widely, and the SSZ-121 content ranges from 1 to 90% by weight (e.g., 2 to 80% by weight) of the composite.

Examples

[0047] The following examples are intended to be non-limiting.

[0048] (Example 1) Synthesis of SSZ-121 Boron To a bagged and weighed cup, 42.5 grams of an SDA solution is added as OH, which is at a concentration of 0.28 molar. Then, to the solution, (a) 1.20 grams of Tosoh Corporation's HUA 390 FAU zeolite with SAR = 500, (b) 0.225 grams of germanium dioxide (Germaniun), and (c) 0.06 grams of boric acid are added. Then, the open bagged and weighed cup is placed in a hood and evaporated until the H2O / TO2 ratio drops to 7. Then, HF is given to the reactants in an amount equal to the amount of SDA in millimoles. Then, the contents of the cup are transferred to a 23 ml Teflon cup for a Parr stainless steel reactor, which is closed and placed on a rotating spit (43 RPM) in a convection heating oven. Crystallization is carried out at 160 °C for about 15 days (typically, it may be advantageous to add seed crystals for zeolite synthesis using about 3 wt% of the Tosoh reagent used). The product is collected and washed 4 times with 50 ml of H2O for each aliquot.

[0049] Then, the recovered product is treated to remove SDA, followed by treatment with aluminum nitrate while refluxing to provide SSZ-121 with increased acid sites.

[0050] (Example 2) Calcination of SSZ-121 boron The as-synthesized boron molecular sieve of Example 1 is calcined in a muffle furnace in a stream of air heated to 550 °C at a rate of 1 °C / min, held at 550 °C for 5 hours, cooled, and then can be analyzed by powder XRD.

[0051] Analysis of the calcined product by the t-plot method of nitrogen physical adsorption will show that the sample has a micropore volume of at least 0.144 cm 3 / g.

[0052] (Example 3) Boron SSZ-121 can be calcined, but it is preferred to first treat the zeolite with ozone at 150 °C to remove the SDA guest molecules. Furthermore, it has also been found that much of the SDA can first be removed by treatment with dimethylformide at 150 °C in a sealed reactor; 1 gram of as-produced zeolite and 7 ml of dimethylformamide are left standing and heated for 3 - 5 days.

[0053] Next, the as-produced B SSZ-121 is placed in a cell and then ozone is passed through it while heating to 150 °C. The treatment can be carried out for 16 - 20 hours. The mass loss (if not treated with dimethylformamide) is approximately 40%.

[0054] The XRD pattern will be essentially the same as the previously described XRD pattern.

[0055] (Example 4) Next, the porous B SSZ-121 of Example 3 can be treated by heating in a sealed system at 95 °C for 5 days with a 0.2 molar solution of aluminum nitrate at 10 grams of solution per gram of zeolite. The pH of the treatment solution will drop from about 2.5 to 1.55, which is consistent with the removal of Al cations from the solution and their entry into the zeolite. The recovered solid can be filtered and then washed with 25 cc of 0.01 normal HCl and then with water. The initial acid wash is to keep the aluminum cations in solution during the washing process so that Al does not deposit on the solid.

[0056] (Example 5) Bronsted acidity The Bronsted acidity of the molecular sieve of Example 4 can be measured by temperature programmed desorption (TPD) of n-propylamine, which has been modified from the published descriptions by T.J. Gricus Kofke et al. (J. Catal. 1988, 114, 34-45); T.J. Gricus Kofke et al. (J. Catal. 1989, 115, 265-272); and J.G. Tittensor et al. (J. Catal. 1992, 138, 714-720). The sample can be pretreated in a dry H2 flow at 400 °C to 500 °C for 1 hour. The dehydrated sample is then cooled to 120 °C in a dry helium flow and maintained for adsorption in a helium flow saturated with n-propylamine at 120 °C for 30 minutes. The n-propylamine-saturated sample is then heated in a dry helium flow at a rate of 10 °C / min up to 500 °C. The Bronsted acidity is calculated based on the weight loss versus temperature by thermogravimetric analysis (TGA) and the effluent NH3 and propene by mass spectrometry.

[0057] The desorption data for the peak near 400 °C can correspond to a measured acidity of 160 micromoles per gram. This is sufficient to have Bronsted acid sites for catalysis.

[0058] As used in this disclosure, the terms "comprises" or "comprising" are intended to be non-limiting transitional terms that mean the inclusion of the stated elements but do not necessarily exclude other unstated elements. The phrases "consists essentially of" or "consisting essentially of" are intended to mean the exclusion of other elements of essential importance to the composition. The phrases "consisting of" or "consists of" are intended to be transitional terms that mean the exclusion of all except the recited elements, except for trace impurities.

[0059] All patents and publications cited in this specification are incorporated herein by reference to the extent not inconsistent with this specification. It will be understood that some of the structures, functions, and operations of the above-described embodiments are not necessary for practicing the present invention and are included herein merely for the sake of example or for the completeness of one or more embodiments. Further, it will be understood that the specific structures, functions, and operations described in the above-cited patents and publications can be practiced in conjunction with the present invention, but they are not essential for its practice. Accordingly, it is to be understood that the present invention can be practiced otherwise than as specifically described without actually departing from the spirit and scope of the present invention as defined by the appended claims.

Claims

1. A SSZ-121 molecular sieve having an increased acid site and a powder X-ray diffraction pattern having at least the following 2-theta scattering angles: 6.5 ± 0.2, 9.5 ± 0.2, 13.0 ± 0.2, 18.5 ± 0.2, 19.8 ± 0.2, 21.2 ± 0.2, 24.0 ± 0.2, 25.0 ± 0.2, 26.5 ± 0.2, 28.5 ± 0.2 and 30.0 ± 0.2 degrees 2-theta, and containing boron within its framework.

2. Having the following molar relationship: Al ２ O ３ :(n)(SiO ２ + GeO ２ ) (wherein n is ≧ 30), the molecular sieve according to Claim 1.

3. Having the following molar relationship: Al ２ O ３ :(n)(SiO ２ + GeO ２ ) (wherein n is ≧ 50), the molecular sieve according to Claim 1.

4. Having the following molar relationship: 【Table 1A】 The molecular sieve according to Claim 1, having a chemical composition containing.

5. Having the following molar relationship: 【Table 1B】 The molecular sieve according to Claim 1, having a chemical composition containing.

6. A method for synthesizing the molecular sieve according to Claim 1, comprising: (1) preparing a reaction mixture containing the following: (a) FAU framework type zeolite having a SiO ２ / Al ２ O ３ molar ratio of at least 300; (b) a source of germanium; (c) a source of boron; (d) a structure-directing agent (Q) containing a 1,3-bis(1-adamantyl)imidazolium cation; (e) a source of fluoride ions; and (f) water; (2) subjecting the reaction mixture to crystallization conditions sufficient to form crystals of a boron-containing molecular sieve; (3) removing the structure-directing agent (Q); and (4) replacing part of the boron in the crystals of the molecular sieve with aluminum A method comprising.

7. The reaction mixture has a composition with respect to the molar ratios as follows: 【Table 2A】 The method according to Claim 6.

8. The reaction mixture has a composition with respect to the molar ratios as follows: 【Table 2B】 The method according to Claim 6.

9. The method according to Claim 6, wherein the FAU framework type zeolite is zeolite Y.

10. The method according to Claim 6, wherein the crystallization conditions include a temperature of 100 °C to 200 °C.

11. The method according to Claim 6, wherein the reaction mixture has a Q / F molar ratio in the range of 0.8 to 1.

2.

12. The method according to Claim 6, wherein the Q is removed by calcination.

13. The method according to Claim 6, wherein the Q is removed by treatment with ozone.

14. The method according to claim 6, wherein replacing boron with aluminum comprises refluxing the molecular sieve crystal with a solution of aluminum nitrate.

15. A method for converting a raw material containing an organic compound into a conversion product, the method comprising contacting the raw material with a catalyst comprising the molecular sieve according to claim 1 under organic compound conversion conditions.

16. A product prepared by the method according to claim 6.

17. A product prepared by the method according to claim 14.

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