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    Separation of 2,7-dimethylnaphthalene from 2,6-dimethylnaphthalene with molecular sieves
    1.
    发明授权
    Separation of 2,7-dimethylnaphthalene from 2,6-dimethylnaphthalene with molecular sieves 失效
    从2,6-二甲基苯乙烯与分子筛分离2,7-二甲基苯乙烯

    公开(公告)号：US3668267A

    公开(公告)日：1972-06-06

    申请号：US3668267D

    申请日：1970-01-30

    Applicant: SUN OIL CO

    Inventor： HEDGE JOHN A

    IPC: B01D15/08 ,  B01J20/18 ,  C07C1/00 ,  C07C7/13 ,  C07C15/24 ,  C07C67/00 ,  C07C7/12

    CPC classification number: C07C7/13 ,  C07C15/24 ,  C07C13/547 ,  C07C13/573 ,  C07C15/27

    Abstract: Two structurally similar polycyclic compounds can be separated by contacting a fluid feed mixture containing said compounds with a partially dehydrated molecular sieve zeolite, the ratio Al/Si of the zeolite being in the range of 0.65-0.2. The polycyclic compounds can be heterocyclic or carbocyclic. For example, selective adsorption of 2,7-dimethylnaphthalene from a dimethylnaphthalene concentrate is obtained with sodium Type Y molecular sieves. 2,6-Dimethylnaphthalene can then be crystallized from the unadsorbed raffinate fraction. Separation factors of 6 to 8 are obtained, indicating the unexpected high selectivity of these particular molecular sieves for this adsorption (especially compared to Type X zeolite). A continuous method is disclosed for adsorption and desorption of 2,7-dimethylnaphthalene utilizing Type Y zeolite. Type L zeolite can be used for adsorption and desorption of 2,6-DMN.

    Abstract translation: 可以通过使含有所述化合物的流体进料混合物与部分脱水的分子筛沸石接触来分离两种结构相似的多环化合物，沸石的Al / Si比例在0.65-0.2的范围内。 多环化合物可以是杂环或碳环。 例如，使用Y型分子筛，可以从二甲基萘浓缩物中选择性吸附2,7-二甲基萘。 然后可以将2,6-二甲基萘从未吸附的残液馏分中结晶出来。 获得6至8的分离因子，表明这些特殊分子筛对于该吸附具有出人意料的高选择性（特别是与X型沸石相比）。

    Separation of 2,6-and 2,7-dmn eutectic via 2,6-dimethyltetrahydronaphthalene crystallization
    2.
    发明授权
    Separation of 2,6-and 2,7-dmn eutectic via 2,6-dimethyltetrahydronaphthalene crystallization 失效
    通过2,6-二甲基四氢呋喃晶体结晶分离2,6和2,7- DMN保护

    公开(公告)号：US3594436A

    公开(公告)日：1971-07-20

    申请号：US3594436D

    申请日：1969-02-03

    Applicant: SUN OIL CO

    Inventor： HEDGE JOHN A ,  SCOTT KENNETH A

    IPC: C07C5/11 ,  C07C5/367 ,  C07C7/14 ,  C07C15/24

    CPC classification number: C07C15/24 ,  C07C5/11 ,  C07C5/367 ,  C07C7/14 ,  C07C2521/04 ,  C07C2523/42 ,  C07C2523/44 ,  C07C2523/46 ,  C07C2602/10 ,  C07C13/48

    Abstract: ESSENTIALLY ALL OF THE 2,6-DIMETHYLNAPHTHALENE (DMN) CONTAINED IN THE 2,6-/2,7-DIMETHYLNAPHTHALENE EUTECTIC MIXTURE CAN BE RECOVERED BY HYDROGENATING THE EUTECTIC MIXTURE TO PRODUCE A MIXTURE OF 2,6- AND 2,7-DIMETHYLTETRALIN (DMT). THE 2,6/2,7-DMT ALSO FORMS A EUTECTIC, HOWEVER, IT IS AT A DIFFERENT RATIO THAN THE 2,6/2,7-DMN. THE SHIFT IS IN FAVOR OF GREATER 2,7-DMT IN THE EUTECTIC THUS THERE IS FREE 2,6-DMT THAT CAN BE RECOVERED FROM THIS MIXTURE. 2,6-DMT CAN BE RECOVERED IN HIGH YIELDS AND HIGH PURITY BY CAREFULLY CONTROLLING THE TEMPERATURE OF CRYSTALLIZATION AT THE LOWEST TEMPERATURE DETERMINED FROM FIG. 3 AT WHICH ALL OF THE 2,6-/2,7-DMT EUTECTIC IS SOLUBLE IN THE LIQUIDS PRESENT. FOR EXAMPLE, A HYDROGENATED 2,6-/2,7-DMN EUTECTIC FEED CONTAINING

    WT. PERCENT 2,6-DMT 30 2,7-DMT 30 OTHER LIQUID AROMATICS 40

    WILL HAVE A EUTECTIC OF 2,6-/2,7-DMT IN THE WEIGHT RATIO OF .538. THUS, THE EUTECTIC REPRESENTS 46.2% OF THE INCOMING FEED. TO USE FIG. 3, THE WEIGHT PERCENT OF EUTECTIC IS CALCULATED ON TOTAL FEED EXCLUDING THE FREE 2,6-DMT IN THIS CASE THE WEIGHT PERCENT OF EUTECTIC TO BE DISSOLVED IS CALCULATED TO BE 53.6 WT. PERCENT. FROM FIG .3, 53.66 WT. PERCENT EUTECTIC IS SOLUBLE AT -51*C. THE TEMPERATURE OF CRYSTALLIZATION SHOULD BE NO LESS THAN -51*C. ($2*C.) TO AVOID CRYSTALLIZATION OF THE 2,6-/2,7-DMT EUTECTIC AND NO MORE THAN -51*C. ($2*C.) TO AVOID DISSOLVING FREE 2,6-DMT.

    Crystallization and purification of 2,6-dmn
    5.
    发明授权
    Crystallization and purification of 2,6-dmn 失效
    2,6-DMN的结晶和纯化

    公开(公告)号：US3590091A

    公开(公告)日：1971-06-29

    申请号：US3590091D

    申请日：1968-08-16

    Applicant: SUN OIL CO

    Inventor： SKARADA THOMAS E ,  HEDGE JOHN A

    IPC: B01D9/00 ,  C07C7/14

    CPC classification number: B01D9/0004 ,  B01D9/0036 ,  B01D9/0059 ,  C07C7/14 ,  C07C15/24

    Abstract: 2,6-DIMETHYLNAPHTHALENE (DMN) CAN BE RECOVERED IN HIGH YIELDS AND HIGH PURITY BY CAREFULLY CONTROLLING THE TEMPERATURE OF CRYSTALLIZATION AT THE TEMPERATURE DETERMINED FROM FIG. 2 AT WHICH ALL 2,6-/2,7-DMN EUTECTIC IS SOLUBLE IN THE LIQUIDS PRESENT. FOR EXAMPLE, A 495510$F. CATALYTIC GAS OIL DISTILLATE FRACTION CONTAINING

    WT. PERCENT 2,6-DMN 25 2,7-DMN 28 OTHER 47

    WILL HAVE A EUTECTIC OF 2,6-/2,7-DMN IN THE WT. RATIO OF .725/1 THUS THE EUTECTIC REPRESENTS 48.3% OF INCOMING FEED. TO USE FIG. 2, THE WT. PERCENT OF EUTECTIC IS CALCULATED ON TOTAL FEED, EXCLUDING FREE 2,6-DMN, IN THIS CASE 50.6 WT. PERCENT EUTECTIC. FROM FIG. 2, 50.6 EUTECTIC IS SOLUBLE AT 37* C. THE TEMPERTURE OF CRYSTALLIZATION SHOULD BE NO LESS THAN 37* C. ($2*C.) TO AVOID CRYSTALLIZATION OF THE 2,6-/2,7-EUTECTIC AND NO MORE THAN 37* C. ($2* C.) TO AVOID DISSOLVING FREE 2,6-DMN.

    Separation of 2,6 - dmn and 2,7 - dmn eutectic via trans 2,6-dimethyldecalin crystallization
    8.
    发明授权
    Separation of 2,6 - dmn and 2,7 - dmn eutectic via trans 2,6-dimethyldecalin crystallization 失效
    2,6-DMN和2,7-DMN的分离通过2,6-二甲基环己烷结晶

    公开(公告)号：US3541175A

    公开(公告)日：1970-11-17

    申请号：US3541175D

    申请日：1968-11-29

    Applicant: SUN OIL CO

    Inventor： HEDGE JOHN A

    IPC: B01D9/00 ,  B01J23/00 ,  B01J25/00 ,  C07B61/00 ,  C07C1/00 ,  C07C5/10 ,  C07C5/367 ,  C07C7/00 ,  C07C7/14 ,  C07C15/24 ,  C07C67/00 ,  C07C13/50

    CPC classification number: C07C15/24 ,  B01D9/0004 ,  B01D9/0013 ,  B01D9/0036 ,  B01D9/004 ,  B01D9/0059 ,  C07C5/10 ,  C07C5/367 ,  C07C7/005 ,  C07C7/14 ,  C07C2521/04 ,  C07C2523/42 ,  C07C2523/44 ,  C07C2523/46 ,  C07C2602/28 ,  C07C13/50

    Abstract: 1,229,099. Dimethyl decalins; dimethyl naphthalenes. SUN OIL CO. 3 Nov., 1969 [29 Nov., 1968], No. 53733/69. Heading C5E. The 2,6-isomer is recovered from a feed comprising trans-syn-2-syn-6-dimethyl decalin (i.e. 2,6-DMD) and trans-syn-2-syn-7-dimethyl decalin (i.e. 2,7-DMD) by crystallization at a temperature in the range - 50‹ to 0‹ C., said temperature being the lowest at which the 2,6- DMD/2,7-DMD eutectic mixture is soluble in the liquid present, as determined from Fig. 3 (not shown). 2,6-Dimethyl naphthalene (i.e. 2,6-DMN) is recovered from a eutectic mixture of 2,6-DMN and 2,7-DMN, e.g. one produced from a 2,6- DMN crystallization mother liquor, by the following process sequence:- (a) Hydrogenating the 2,6-DMN/2,7-DMN eutectic mixture to form a 2,6-DMD/2,7-DMD mixture; (b) Crystallizing 2,6-DMD as described above; and (c) Dehydrogenating the 2,6-DMD to 2,6- DMN. This process may also include the further steps of:- (d) Recovering a 2,6-DMD/2,7-DMD eutectic mixture from the mother liquor in step (b); (e) Dehydrogenating this mixture to form a 2,6-DMN/2,7-DMN mixture; (f) Crystallizing 2,7-DMN from this mixture at a temperature in the range - 20‹ to + 70‹ C., said temperature being the lowest at which the 2,6-DMN/2,7-DMN eutectic mixture is soluble in the liquid present as determined from Fig. 1 (not shown); (g) Recovering a 2,6-DMN/2,7-DMN eutectic mixture from the mother liquor of (f); and (h) Recycling this eutectic mixture to step (a).

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