IP Library Granted Patent US 8,969,611
Granted Patent B2
US 8,969,611 · App. 14/243,573 · Granted Mar 3, 2015

Oligomeric rosin esters for use in inks

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Quick Facts
Patent No.
US 8,969,611
App. No.
14/243,573
Granted
Mar 3, 2015
Kind
B2
Abstract

Disclosed are ester compounds of the formulae wherein R c is alkylene, arylene, arylalkylene, or alkylarylene as further defined herein, R d is alkylene, arylene, arylalkylene, or alkylarylene as further defined herein, and m and n are integers representing the numbers of repeat monomer units. The materials are suitable for use in inks and other applications.

Claims (31)

1. A compound of the formula:

wherein R d is:

(i) alkylene, including substituted or unsubstituted alkylene, wherein hetero atoms either may or may not be present in alkylene;

(ii) arylene, including suostituted and unsubstituted arylene, wherein hetero atoms either may or may not be present in arylene;

(iii) arylalkylene, including substituted and unsubstituted arylalkylene, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of arylalkylene; or

(iv) alkylarylene, including substituted and unsubstituted alkylarylene, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of alkylarylene; and

m is an integer from about 1 to about 10.

2. A compound according to claim 1 wherein R d is —(CH 2 ) 4 —.

3. A compound according to claim 1 wherein R d is

4. A compound according to claim 1 wherein m is at least 1.

5. A compound according to claim 1 wherein m is at least about 2.

6. A compound according to claim 1 wherein m is no more than about 10.

7. A compound according to claim 1 having a weight average molecular weight of from about 600 to about 10,000 g/mol.

8. A compound according to claim 1 having a % BRC of at least about 60%.

9. A compound according to claim 1 having a polydispersity of from about 1 to about 2.

10. A compound according to claim 1 having a Tg of from about 1° C. to about 30° C.

11. A compound of the formula:

wherein R d is:

(i) alkylene having from about 2 to about 40 carbons, including substituted or unsubstituted alkylene, wherein hetero atoms either may or may not be present in alkylene;

(ii) arylene having from about 6 to about 40 carbons, including substituted and unsubsustituted arylene, wherein hetero atoms either may or may not be present in arylene;

(iii) aryialkylene having from about 7 to about 40 carbons, including substituted and unsubstituted arylalkylene, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of arylalkylene; or

(iv) alkylarylene having from about 7 to about 40 carbons, including substituted and unsubstituted alkylarylene, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of alkylarylene; and

m is an integer representing the number of repeat monomer units and is from about 1 to about 10.

12. A compound according to claim 11 having a weight average molecular weight of from about 600 to about 10,000 g/mok and a Tg of from about 1°C to about 30° C.

13. A compound of the formula

wherein R d is:

(i) alkylene having from about 4 to about 12 carbons, including substituted or unsubstituted alkylene, wherein hetero atoms either may or may not be present in alkylene;

(ii) arylene having from about 6 to about 16 carbons, including substituted and unsubstituted arylene, wherein hetero atoms either may or may not be present in aryene;

(iii) arylalkylene having from about 7 to about 16 carbons, including substituted and unsubstituted arylalkylene, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of arylalkylene; or

(iv) alkylarylene having from about 7 to about 16 carbons, including substituted and unsubstituted alkylarylene, wherein hetero atoms either may or may not be present in either or both of the alkyl portion and the aryl portion of alkylarylene; and

m is an integer representing the number of repeat monomer units and is from about 2 to about 10.

Assignments (9)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073842/0479 →
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064760/0389 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 068261/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 22, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064760/0389 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →