IP Library Patent Application 17597817
Patent Application
App. No. 17/597,817

RECYCLE CONTENT (C4)ALKANOIC ACID

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Patent No.
US None
App. No.
17/597,817
Abstract

A process for preparing a recycle content (C 4 )alkanoic acid (i.e., butyric acid and/or isobutyric acid) derived from a recycle propylene composition, a recycle (C 4 )alkanal are provided.

Claims (46)

1 - 47 . (canceled)

48 . A method of making recycle (C 4 )alkanoic acid (r-(C 4 )alkanoic acid), said method comprising carboxylating a recycle propylene composition (r-propylene) to thereby produce a carboxylation effluent comprising (C 4 )alkanoic acid, wherein said r-propylene is derived directly or indirectly from cracking recycle pyoil composition (r-pyoil).

49 . A method of making recycle (C 4 )alkanoic acid (r-(C 4 )alkanoic acid), said method comprising oxidizing a recycle (C 4 )alkanal (r-(C 4 )alkanal) to thereby produce an oxidation effluent comprising (C 4 )alkanoic acid, wherein said r-(C 4 )alkanal is produced from a recycled propylene composition (r-propylene) and said r-propylene is derived directly or indirectly from cracking recycle pyoil composition (r-pyoil).

50 . A method of obtaining a recycle content in (C 4 )alkanoic acid comprising:

method 1:

a. obtaining a propylene composition designated as having recycle content, and

b. feeding said propylene to a reactor under conditions effective to make (C 4 )alkanoic acid, and

wherein, whether or not the designation so indicates, at least a portion of said propylene composition is derived directly or indirectly from cracking a recycle pyoil composition (r-pyoil); or

method 2:

a. obtaining an (C 4 )alkanal designated as having recycle content, and

b. feeding said (C 4 )alkanal to a reactor under conditions effective to make (C 4 )alkanoic acid, and

wherein, whether or not the designation so indicates, at least a portion of said (C 4 )alkanal is produced from a recycle propylene composition that is derived directly or indirectly from cracking a recycle pyoil composition (r-pyoil).

51 . The method of claim 48 , wherein the r-propylene is directly or indirectly derived from cracking r-pyoil.

52 . The method of claim 49 , wherein the r-propylene is directly or indirectly derived from cracking r-pyoil in a gas furnace.

53 . The method of claim 50 , wherein the r-propylene is directly or indirectly derived from cracking r-pyoil in a split furnace or a thermal steam gas furnace.

54 . The method of claim 53 , wherein a cracker facility in which the r-propylene made is in fluid communication, continuously or intermittently, with an (C 4 )alkanal formation facility.

55 . The method of claim 54 , wherein the manufacturer of the (C 4 )alkanal has acquired:

a. a propylene volume made from r-pyoil under a certification, representation, or as advertised, orb. has transferred credits with the supply of propylene to the manufacturer of the (C 4 )alkanal sufficient to allow the manufacturer of the (C 4 )alkanal to satisfy the certification requirements or to make its representations or advertisements, or

b. the propylene has allocated to it a recycle content where such allocation was obtained, through one or more intermediary entities, from a cracked propylene volume at least part of which is obtained by cracking r-pyoil.

56 . The process method of claim 54 , wherein the r-pyoil is a liquid at 25° C. and 1 atm., and predominantly comprises C 5 to C 25 hydrocarbons.

57 . The method 55 , wherein the r-pyoil comprises:

(1) C 4 -C 12 aliphatic compounds (branched or unbranched alkanes and alkenes including diolefins, and alicyclics) and C 13 -C 22 aliphatic compounds in a weight ratio of more than 1:1 and based on the weight of the r-pyoil;

(2) C 13 -C 22 aliphatic compounds (branched or unbranched alkanes and alkenes including diolefins, and alicyclics) and C 4 -C 12 aliphatic compounds in a weight ratio of more than 1:1 and based on the weight of the r-pyoil;

(3) paraffins in an amount of 5 based on the weight of the r-pyoil;

(4) naphthenes or cyclic aliphatic hydrocarbons in amount of 0-35 as wt. % based on the weight of the r-pyoil composition;

(5) not more than 30 weight percent of aromatics, based on the total weight of the r-pyoil;

(6) olefins present in an amount ranging from 40-85 as wt. % based on the weight of the r-pyoil; or

(7) oxygenated compounds or polymers in amount ranging from 0-20 wt. % based on the weight of the r-pyoil.

58 . The method of claim 57 , wherein:

(1) the amount of oxygen atoms in the r-pyoil is from 0-8, or 0-5 wt. % based on the weight of the r-pyoil;

(2) the amount of heteroatoms in the r-pyoil is not more than 5 wt. %, based on the weight of the r-pyoil; or

(3) the sulfur content of the r-pyoil does not exceed 2.5 wt. % based on the weight of the r-pyoil.

59 . The method of claim 58 , wherein the solubility of water in the r-pyoil at 1 atm and 25° C. is less than 2 wt. %, water based on the weight of the r-pyoil.

60 . The method of claim 59 , wherein the r-pyoil can have the following compositional content:

a. carbon atom content of at least 75 wt. %;

b. hydrogen atom content of at least 10 wt %,

c. an oxygen atom content not to exceed 10 wt. %,

in each case based on the weight of the r-pyoil.

61 . The method of claim 60 wherein the weight ratio of paraffin to naphthene can be at least 1:1, based on the weight of the r-pyoil.

62 . The method of claim 61 , wherein the r-pyoil the 90% boiling point of the cracker feed stream or composition to a cracker furnace is not more than 350° C.

63 . The method of claim 62 , wherein the r-pyoil may be introduced into a cracking furnace or coil or tube alone, or combined with one or more non-recycle cracker feed streams.

64 . The method of claim 63 , wherein the r-pyoil is present in an amount of not more than 40 weight percent based on the total weight of the combined stream with a non-recycle cracker feed stream.

65 . The method of claim 64 , comprising feeding a cracker feed stream to a furnace comprising r-pyoil, said cracker feed stream comprising a predominantly C 2 to C 4 hydrocarbon containing composition.

66 . The method of claim 65 , wherein the r-pyoil is cracked in a gas furnace.

67 . The method of claim 66 , wherein the r-pyoil is fed to at least one coil in a furnace which receives (or is operated to receive), at the inlet of the coil at the entrance to a convection zone in the furnace, a predominately vapor-phase feed (more than 50% of the weight of the feed is vapor) (“gas coil”).

68 . The method of claim 67 , wherein the gas coil receives a predominately C 2 -C 4 feedstock, or a predominately a C 2 -C 3 feedstock to the inlet of the coil in the convection section, or alternatively, having at least one coil receiving more than 50 wt. % ethane and/or more than 50% propane and/or more than 50% LPG, or in any one of these cases at least 60 wt % based on the weight of the cracker feed to the coil, or alternatively based on the weight of the cracker feed to the convection zone.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2025
From: EASTMAN CHEMICAL COMPANY
To: EXXONMOBIL PRODUCT SOLUTIONS COMPANY
Reel/Frame 073142/0954 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 16, 2022
From: SLIVENSKY, DAVID EUGENE; BITTING, DARYL; PARKER, KENNY RANDOLPH; POLASEK, MICHAEL GARY; TRAPP, WILLIAM LEWIS; WU, XIANCHUN
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 059278/0300 →