Use of organic fluorochemical compounds with oleophobic and hydrophobic groups in asphaltenic crude oils as viscosity reducing agents

• US 4,769,160 A
• Filed: 07/31/1986
• Issued: 09/06/1988
• Est. Priority Date: 07/31/1986
• Status: Expired due to Term

• Current Assignee: CIBA Specialty Chemicals
• Original Assignee: Ciba-Geigy Corporation (Novartis Ag)
• Inventors: Karydas, Athanasios
• Primary Examiner(s): Guynn, Herbert B.
• Application Number:
  US06/892,213
• Time in Patent Office: 768 Days
• Field of Search: 252/8.551, 252/8.552, 252/8.3, 137/13, 166/304
• US Class Current: 507/205
• CPC Class Codes: C10L 1/20 containing halogen
• CPC Class Codes: C10L 1/22 containing nitrogen
• CPC Class Codes: C10L 1/24 containing sulfur, selenium and/or tellurium
• CPC Class Codes: C10L 1/26 containing phosphorus
• CPC Class Codes: Y10S 507/93 Organic contaminant is asphaltic
• CPC Class Codes: Y10S 507/935 Enhanced oil recovery
• CPC Class Codes: Y10T 137/0391 Affecting flow by the addition of material or energy

Abstract

A method of reducing a viscosity of asphaltenic crude oils by incorporating into said crude oil an effective viscosity reducing amount of an oil soluble organic compound having at least one oleophobic and hydrophobic fluoroaliphatic group, and optionally a low viscosity diluent, and compositions thereof.

Claims

1. A method of reducing the viscosity of asphaltenic crude oils comprising incorporating into said crude oil an effective viscosity reducing amount of an oil soluble organic compound and about 1 to about 80 weight percent based on the weight of the total composition of an asphaltenic oil compatable low viscosity diluent;

said oil soluble organic compound being of the formula

space="preserve" listing-type="equation">[(R.sub.f).sub.n R'"'"'].sub.m Z

wherein

R_f is an inert, stable, oleophobic and hydrophobic fluoroaliphatic group having about 4 to about 20 carbon atoms;

n is an integer from 1 to 3;

R'"'"' is a direct bond or an organic linking group having a valency of n+1 and is covalently bonded to both R_f and Z;

m is an intger of from 1 to about 5000; and

Z is a hydrocarbyl containing residue having a valency of m and being sufficientlky oleophilic so as to impart an oil solubility to said compounds of at least 10 parts per million by weight of asphaltenic crude oil; and

said low viscosity diluent having a viscosity at 20°

C. between about 25 and about 300 centipoise.

2. The method of claim 1 wherein said diluent is incorpporated into said crude oil in an amount between about 5 and about 50 weight percent based on the weight of the total compositions.

3. The method of claim 1 wherein said asphaltenic crude oil contains between about 1% and 20% by weight asphaltenes based on the weight of said crude oil.

4. The method of claim 1 wherein said asphaltenic crude oil contains between about 5% and 20% by weight asphaltenes based on the weight of said crude oil.

5. The method of claim 1 wherein said oil soluble organic compound is sufficiently hydrophobic such that a steel coupon treated with said oil soluble organic compound to thoroughly coat the same exhibits a contact angle with hexadecane of at least 15 degrees.

6. The method of claim 1 wherein said R_f is a straight or branched perfluoroalkyl, perfluoroalkoxy substituted perfluoroalkyl, omega-hydroperfluoroalkyl, or perfluoroalkenyl, or mixtures thereof, each R_f having 4 to 20 carbon atoms.

7. The method of claim 6 wherein said R_f is perfluoroalkyl.

8. An asphaltenic crude oil composition comprising

(a) an asphaltenic crude oil containing between about 1% and 20% asphaltenes;

(b) between about 10 to about 500 parts per million by weight, based on the weight of said asphaltenic crude oil, of a viscosity reducing oil soluble organic compound of the formula

space="preserve" listing-type="equation">[(R.sub.f).sub.n R'"'"'].sub.m Z

wherein

R_f is an inert, stable, oleophobic and hydrophobic fluoroaliphatic group having 4 to about 20 carbon atoms;

n is an integer from 1 to 3;

R'"'"' is a direct bond or an organic linking group having a valency of n+1 and is covalently bonded to both R_f and Z;

m is an integer of from 1 to about 5000; and

Z is a hydrocarbyl containing residue having a velency of m and being sufficeintly oleophilic so as to impart an oil solubility to said compounds of at least 10 parts per million by weight of said asphaltenic crude oil; and

(c) a low viscosity asphaltenic oil compatable diluent, having a viscosity at 20°

C. between about 25 and about 300 centipoise, in an amount between about 1 and about 80 percent by weight based on the weight of said composition.

9. The composition of claim 8 wherien said asphaltenic crude oil contains between about 5% and about 20% asphaltenes.

10. The composition of claim 8 wherein said diluent has a viscosity at 20°

C. of between about 25 and about 200 centipoise.

11. The composition of claim 10 wherein said diluent is present in an amount between 5 and 50 percent by weight based on the weight of the total composition.

12. The composition of claim 8 wherein R_f is a straight or branched chain perfluoroalkyl, perfluoroalkoxy substituted perfluoroalkyl, omega-hydro perfluoroalkyl, perfluoroalkyenyl, or mixtures thereof, each R_f having 4 to 20 carbon atoms.

13. The composition of claim 8 wherein said R_f is perfluoroalkyl having 4 to 20 carbon atoms or mixtures thereof.