US 12,492,298 B2
2-ethylhexanoyl substituted cellulose esters
Wesley Wayne McConnell, Kingsport, TN (US); Mustafa Humbel Ahmed, Kingsport, TN (US); and Bin Wang, Kingsport, TN (US)
Assigned to Eastman Chemical Company, Kingsport, TN (US)
Appl. No. 17/753,179
Filed by Eastman Chemical Company, Kingsport, TN (US)
PCT Filed Aug. 11, 2020, PCT No. PCT/US2020/045694
§ 371(c)(1), (2) Date Feb. 23, 2022,
PCT Pub. No. WO2021/041018, PCT Pub. Date Mar. 4, 2021.
Claims priority of provisional application 62/891,561, filed on Aug. 26, 2019.
Prior Publication US 2022/0289947 A1, Sep. 15, 2022
Int. Cl. C08L 1/14 (2006.01); C08B 3/16 (2006.01); G02B 5/30 (2006.01)
CPC C08L 1/14 (2013.01) [C08B 3/16 (2013.01); G02B 5/30 (2013.01)] 18 Claims
 
1. A regioselectively substituted cellulose ester comprising:
(i) a plurality of 2-ethylhexanoyl (“2EH”) substituents, wherein the cellulose ester has a degree of substitution for the 2EH (“DS2EH”) of from 0.1 to 1.0;
(ii) a plurality of (C1-6)alkyl-CO— (“AkCO”) substituents, wherein the cellulose ester has a degree of substitution for AkCO (“DSAkCO”) of from 1.0 to 1.5;
(iii) a plurality of hydroxy (“OH”) substituents, wherein the cellulose ester has a degree of substitution for OH (“DSOH”) less than 0.8;
(iv) a plurality of R1—CO— (“ChCO”) substituents, wherein the cellulose ester has a degree of substitution for ChCO (“DSChCO”) of from 1.0 to 1.5,
wherein:
R1 is
(1) an (C10-20)aryl, wherein the aryl is unsubstituted or substituted by 1-5 R2,
(2) a 5-10 membered heteroaryl having 1 to 4 heteroatoms chosen from N, O, or S, wherein heteroaryl is unsubstituted or substituted by 1-5 R2,
(3)

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 wherein the aryl is a (C1-6)aryl, and wherein the aryl is unsubstituted or substituted by 1-5 R2; or
(4)

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 wherein the heteroaryl is a 5- to 10-membered ring having 1-4 heteroatoms chosen from N, O or S, and wherein the heteroaryl is unsubstituted or substituted by 1-5 R2,
each R2 is independently chosen from nitro, cyano, (C1-6)alkyl, halo(C1-6)alkyl; (C6-20)aryl-CO2—, (C6-20)aryl, (C1-6)alkoxyl, halo(C1-6)alkyoxyl, halo, 5-10 membered heteroaryl having 1-4 heteroatoms chosen from N, O, or S, or

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wherein the cellulose ester has a degree of substitution of the AkCO substituent at the C2 position (“C2DSAkCO”) in the range of from 0.2 to 0.3, a degree of substitution of AkCO substituent at the C3 position (“C3DSAkCO”) in the range of from 0.2 to 0.4, and a degree of substitution of AkCO substituent at the C6 position (“C6DSAkCO”) in the range of from 0.5 to 0.7,
wherein the C6DS2EH is greater than the sum of C2DS2EH and C3DS2EH.