IP Library Granted Patent US 11,059,722
Granted Patent B2
US 11,059,722 · App. 16/807,671 · Granted Jul 13, 2021

Method for the manufacture of cyclododecasulfur

Inventors: Scott Donald Barnicki (Kingsport, TN); Robert Thomas Hembre (Johnson City, TN); Elaine Beatrice Mackenzie (Enfield, CT); Joy Lynn Laningham (Erwin, TN); Michael Richard Laningham (Erwin, TN); Shane Kipley Kirk (Church Hill, TN); Larry Wayne Blair (Gate City, VA); Sumit Chakraborty (Johnson City, TN); Venkateswarlu Bhamidi (Kingsport, TN); Guoxiong Hua (Fife, GB); John Derek Woollins (Fife, GB)
Assignee: Eastman Chemical Company
C01B17/0253C01B17/0243C01B17/12C07D341/00
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,059,722
App. No.
16/807,671
Granted
Jul 13, 2021
Kind
B2
Abstract

The present invention relates to a method for the manufacture of cyclododecasulfur, a cyclic sulfur allotrope wherein the number of sulfur (S) atoms in the allotrope's homocyclic ring is 12. The method includes reacting a metallasulfur derivative with an oxidizing agent in a reaction zone to form a cyclododecasulfur-containing reaction mixture.

Claims (17)

1. A method for the manufacture of cyclododecasulfur, comprising reacting a metallasulfur derivative with an oxidizing agent in a reaction zone to form a cyclododecasulfur-containing reaction mixture containing cyclododecasulfur, wherein the metallasulfur derivative comprises (PMDETA)Zn(S 4 ).

2. The method of claim 1 wherein the oxidizing agent is characterized by the formula:

X-X′

wherein X and X′ are the same or different and are selected from the group consisting of halogens and pseudohalogens.

3. The method of claim 1 , wherein the oxidizing agent comprises one or more of SO 2 Cl 2 and SO 2 Br 2 .

4. The method of claim 1 wherein the oxidizing agent comprises one or more of O 2 , H 2 O 2 , an alkyl peroxide, and an acyl peroxide.

5. The method of claim 1 , wherein the stoichiometric ratio of the oxidizing agent to the metallasulfur derivative is less than one equivalent of the oxidizing agent present for every two M-S bonds in the metallasulfur derivative.

6. The method of claim 2 , wherein X and X′ are one or more of chlorine and bromine.

7. The method of claim 1 , further comprising a step of reacting elemental sulfur with a sulfur templating agent to form the metallasulfur derivative prior to the step of reacting the metallasulfur derivative with the oxidizing agent.

8. The method of claim 7 , wherein the reacting the elemental sulfur with a sulfur templating agent to form the metallasulfur derivative is carried out in the presence of water.

9. The method of claim 1 , further comprising a step of isolating the cyclododecasulfur from the cyclododecasulfur-containing reaction mixture.

10. The method of claim 9 , wherein the step of isolating the cyclododecasulfur from the cyclododecasulfur-containing reaction mixture comprises one or more steps chosen from dissolving, heat treating, drying, acid treating, solvent washing, crystallizing, and sedimentation.

11. The method of claim 9 , wherein the step of isolating the cyclododecasulfur comprises treating the cyclododecasulfur with a solvent for the cyclododecasulfur to form a dissolution liquor.

12. The method of claim 9 , further comprising removing metal and metal-containing compounds from the cyclododecasulfur by sedimentation of the metal and the metal-containing compounds.

13. The method of claim 1 , further comprising isolating cyclododecasulfur by heating a cyclododecasulfur-containing mixture in the presence of a solvent to decompose and dissolve in the solvent impurities that are present.

14. The method of claim 1 , further comprising isolating cyclododecasulfur by treating a cyclododecasulfur-containing mixture with an acid to remove any metal or metal-containing compounds that are present.

15. The method of claim 11 , further comprising crystallizing cyclododecasulfur from the dissolution liquor.

Assignments (10)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2025
From: FLEXSYS HOLDINGS, INC.
To: FLEXSYS IP HOLDINGS, LLC
Reel/Frame 073129/0519 →
SECURITY INTEREST Recorded May 28, 2025
From: FLEXSYS IP HOLDINGS, LLC
To: ROYAL BANK OF CANADA, AS THE COLLATERAL AGENT
Reel/Frame 071243/0123 →
RELEASE OF SECURITY INTEREST Recorded May 23, 2025
From: ROYAL BANK OF CANADA, AS ADMINISTRATIVE AGENT AND AS COLLATERAL AGENT
To: FLEXSYS HOLDINGS, INC.
Reel/Frame 071358/0859 →
RELEASE OF SECURITY INTEREST Recorded May 23, 2025
From: RIVER FINANCE HOLDINGS, LLC, AS COLLATERAL AGENT
To: FLEXSYS HOLDINGS, INC.
Reel/Frame 071210/0337 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Dec 27, 2024
From: FLEXSYS HOLDINGS, INC.
To: RIVER FINANCE HOLDINGS, LLC, AS COLLATERAL AGENT
Reel/Frame 069791/0623 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 1, 2022
From: EASTMAN CHEMICAL COMPANY
To: FLEXSYS HOLDINGS, INC.
Reel/Frame 060423/0395 →
SECURITY INTEREST Recorded Nov 1, 2021
From: FLEXSYS HOLDINGS, INC.
To: ROYAL BANK OF CANADA
Reel/Frame 057978/0662 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2020
From: THE UNIVERSITY COURT OF THE UNIVERSITY OF ST. ANDREWS
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 053187/0205 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2020
From: HUA, GUOXIONG; WOOLLINS, JOHN DEREK
To: THE UNIVERSITY COURT OF THE UNIVERSITY OF ST. ANDREWS
Reel/Frame 052858/0687 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2020
From: BARNICKI, SCOTT DONALD; HEMBRE, ROBERT THOMAS; MACKENZIE, ELAINE BEATRICE; LANINGHAM, JOY LYNN; LANINGHAM, MICHAEL RICHARD; KIRK, SHANE KIPLEY; BLAIR, LARRY WAYNE; CHAKRABORTY, SUMIT; BHAMIDI, VENKATESWARLU
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 052852/0657 →