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US3856813A Expired / Lapsed US ⏱️ 0.0 years remaining

Macrocyclic sulfides

Assignee: EIDP Inc
•
Filing: 1972-12-12
•
Granted: 1974-12-24
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Expires: 1992-12-12
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Abstract

Abstract Macrocyclic sulfides useful as complexing agents for ionic metal compounds and as dye intermediates are prepared, e.g., by the reaction of one or more carbocyclic nuclei having vicinal hydroxy or mercapto groups with a halogen-di-terminated alkylene, alkylene ether, alkylene thioether or alkylene ether thioether compound. The macrocyclic sulfides comprise a macrocyclic ring composed of oxygen and sulfur atoms separated one from the other by chains of from one to three carbon atoms, the ring having from 12 to 30 ring atoms and having fused thereto by vicinal carbon atoms from 1 to 4 cyclic aromatic hydrocarbons (e.g., benzene, naphthalene or cyclic nonaromatic hydrocarbons (e.g., cyclohexane, decalin).

Inventors

  • 👤 C Pedersen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 16:59
CPC Classifications
C; C09; C09B; C09B39/00; C07; C07D; C07D327/00; C08; C08F; C08F20/00; C08F20/02; C08F20/42; C08F20/44; C08G; C08G63/00; C08G63/78; C08G63/82; C08G63/823

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 131 words
A MACROCYCLIC SULFIDE CHARACTERIZED BY A MACROCYCLIC RING OF CARBON AND HETERO ATOMS TOTALING 12-30 RING ATOMS, FROM 4-10 HETERO ATOMS BEING PRESENT IN THE RING, AT LEAST ONE HETERO ATOM BEING SULFUR AND THE REMAINDER BEING OXYGEN, EACH HETERO ATOM IN THE RING BEING SEPARATED FROM ITS ADJOINING HETERO ATOMS IN THE RING BY A SATURATED 2 TO 3 CARBON ATOM CHAIN AND THE MACROCYCLIC RING BEING FUSED BY VICINAL CARBON ATOMS TO 1-4 CARBOCYCLIC RINGS SELECTED FROM THE GROUP: A. PHENYLENE AND NAPHTHYLENE, B. SATURATED ANALOGS OF (A) AND C. SUBSTITUTION DERIVATIVES OF (A) OR (B) FROM THE GROUP HALO, NITRO, AMINO, C1-C4 ALKYL, (C2-C4)ALKENYL, C6-C12 ARYL, C7-C16 ARALKYL, C1-C4 ALKOXY, CYANO, HYDROXY, CARBOXY OR SULFO DERIVATIVES; PROVIDED THAT A SINGLE PAIR OF ADJOINING RING-SULFUR ATOMS CAN BE METHYLENE-SEPARATED.
Claim 2
Dependent Claim 131 words
A MACROCYCLIC SULFIDE CHARACTERIZED BY A MACROCYCLIC RING OF CARBON AND HETERO ATOMS TOTALING 12-30 RING ATOMS, FROM 4-10 HETERO ATOMS BEING PRESENT IN THE RING, AT LEAST ONE HETERO ATOM BEING SULFUR AND THE REMAINDER BEING OXYGEN, EACH HETERO ATOM IN THE RING BEING SEPARATED FROM ITS ADJOINING HETERO ATOMS IN THE RING BY A SATURATED 2 TO 3 CARBON ATOM CHAIN AND THE MACROCYCLIC RING BEING FUSED BY VICINAL CARBON ATOMS TO 1-4 CARBOCYCLIC RINGS SELECTED FROM THE GROUP: A. PHENYLENE AND NAPHTHYLENE, B. SATURATED ANALOGS OF (A) AND C. SUBSTITUTION DERIVATIVES OF (A) OR (B) FROM THE GROUP HALO, NITRO, AMINO, C1-C4 ALKYL, (C2-C4)ALKENYL, C6-C12 ARYL, C7-C16 ARALKYL, C1-C4 ALKOXY, CYANO, HYDROXY, CARBOXY OR SULFO DERIVATIVES; PROVIDED THAT A SINGLE PAIR OF ADJOINING RING-SULFUR ATOMS CAN BE METHYLENE-SEPARATED.
Claim 3
Dependent Claim 14 words
The sulfide of claim 1 in which the hetero atoms are separated by -CH2CH2CH2-groups.
Claim 4
Dependent Claim 14 words
The sulfide of claim 2 in which at least two hetero atoms are oxygen.
Claim 5
Dependent Claim 14 words
The sulfide of claim 1 in which the hetero atoms are separated by -CH2CH2-groups.
Claim 6
Dependent Claim 18 words
The sulfide of claim 4 in which each fused carbocyclic ring is phenylene or a C1-C4 alkyl-substituted phenylene.
Claim 7
Dependent Claim 17 words
The sulfide of claim 4 in which each fused carbocyclic ring is cyclohexylene or C1-C4 alkyl-substituted cyclohexylene.
Claim 8
Dependent Claim 11 words
The sulfide of claim 4 containing only one fused carbocyclic ring.
Claim 9
Dependent Claim 11 words
The sulfide of claim 4 containing only two fused carbocyclic rings.
Claim 10
Dependent Claim 17 words
The sulfide of claim 8 in which each fused carbocyclic ring is phenylene or C1-C4 alkyl-substituted phenylene.
Claim 11
Dependent Claim 21 words
The sulfide of claim 8 in which at least two hetero-atoms are sulfur and at least two hetero atoms are oxygen.
Claim 12
Dependent Claim 26 words
The sulfide of claim 8 in which at least half of the hetero atoms are sulfur and at least two of the hetero atoms are oxygen.
Claim 13
Dependent Claim 1 words
2,3,11,12-Dibenzo-1,7,10,16-tetraoxa-4,13-dithiacyclooctadeca-2,11-diene.
Claim 14
Dependent Claim 1 words
2,3,11,12-Dibenzo-1,7,10,16-tetraoxa-4,13-dithiacyclooctadeca-2,11-diene.
Claim 15
Dependent Claim 2 words
2,3,11,12-Bis(methylbenzo)-1,4,10,13-tetrathia-7,16-dioxacyclooctadeca-2,11 -diene.
Claim 16
Dependent Claim 2 words
2,3,11,12-Bis(methylbenzo)-1,4,10,13-tetrathia-7,16-dioxacyclooctadeca-2,11 -diene.
Claim 17
Dependent Claim 1 words
2,3-(4''-methylbenzo)-1,4-dithia-7,10,13,16-tetraoxacyclooctadeca-2-ene.
Claim 18
Dependent Claim 1 words
2,3-(4''-methylbenzo)-1,4-dithia-7,10,13,16-tetraoxacyclooctadeca-2-ene.
Claim 19
Dependent Claim 1 words
2,3-Benzo-1,4-dioxa-7,10-dithiacyclododeca-2-ene.
Claim 20
Dependent Claim 1 words
2,3-Benzo-1,4-dioxa-7,10-dithiacyclododeca-2-ene.
Claim 21
Dependent Claim 1 words
2,3,7,8-Dibenzo-1,9,12-trioxa-4,6-dithiacyclotetradeca-2,7-diene.
Claim 22
Dependent Claim 1 words
2,3,7,8-Dibenzo-1,9,12-trioxa-4,6-dithiacyclotetradeca-2,7-diene.
Claim 23
Dependent Claim 1 words
2,8,15,21-Tetrathia-5,18-dioxatricyclo-(20.4.0.09.14)hexacosane.
Claim 24
Dependent Claim 1 words
2,8,15,21-Tetrathia-5,18-dioxatricyclo-(20.4.0.09.14)hexacosane.

References Cited (Backward Citations)

US3687978A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1977-12-23 1978-06-24 1978-12-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-23 1982-06-24 1982-12-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-23 1986-06-24 1986-12-24 $7700.00 Window Closed / Lapsed

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