US3894839A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for acylating functional groups bearing active hydrogen with isopropenyl esters of long chain fatty acids
Assignee: United States Department of Agriculture
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Filing: 1974-01-24
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Granted: 1975-07-15
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Expires: 1994-01-24
Abstract
Abstract Materials containing an active hydrogen are acylated quickly and easily at low temperatures by reacting them with an in situ acylating agent formed by the reaction of a strong oxy acid and an isopropenyl ester containing from about 9 to 22 carbon atoms. When used on fibrous cellulosic materials, the process imparts to the treated material a water repellency that is durable to dry cleaning and to aqueous laundering with neutral detergents. The process does not significantly alter the strength, color, appearance, hand or fibrous form of the cellulosic material.
Inventors
- 👤 William N Marmer
- 👤 Samuel Serota
- 👤 Gerhard Maerker
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 01:53
CPC Classifications
C; C08; C08B; C08B3/00; C08B3/08; D; D06; D06M; D06M13/00; D06M13/10; D06M13/224
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
183 words
A LOW-TEMPERATURE, SHORT-REACTION-TIME PROCESS FOR IMPARTING WATER REPELLENCY TO FIBROUS CELLULOSIC MATERIALS, COMPRISING THE STEPS OF: A. FORMING AN ACYLATING AGENT BY REACTING FOR ABOUT FROM 5 TO 10 MINUTES AT A TEMPERATURE OF FROM ABOUT -12* TO 30*C, IN AN ORGANIC SOLVENT OF LOW DIELECTRIC CONSTANT A STRONG OXY ACID THAT IS SOLUBLE IN THE REACTION MEDIUM AND CAPABLE OF LIBERATING ACETONE IN THE FORMATION OF THE ACYLATING AGENT AND AN ISOPROPEYL ESTER CONTAINING FROM ABOUT 9 TO 22 CARBON ATOMS, THE MOLAR RATIO OF ISOPROPENYL ESTER TO OXYACID RANGING FROM ABOUT 1:1 TO ABOUT 2:1, B. IMMERSING FOR ABOUT FROM 1 TO 20 MINUTES AT A TEMPERATURE OF FROM ABOUT 0* TO 30*C THE FIBROUS CELLULOSIC MATERIAL INTO THE SOLUTION OF ACYLATING AGENT FOUND IN STEP (A), THE MOLAR RATIO OF ACYLATING AGENT TO THE FIBROUS CELLULOSIC MATERIAL RANGING FROM ABOUT 1:1 TO ABOUT 40:1, C. REMOVING THE FIBROUS CELLULOSIC MATERIAL FROM THE SOLUTION OF ACYLATING AGENT, D. WASHING THE TREATED FIBROUS CELLULOSIC MATERIAL WITH AN ORGANIC SOLVENT OF LOW DIELECTRIC CONSTANT, AND E. AIR DRYING THE TREATED FIBROUS CELLULOSIC MATERIAL.
Claim 2
Dependent Claim
183 words
A LOW-TEMPERATURE, SHORT-REACTION-TIME PROCESS FOR IMPARTING WATER REPELLENCY TO FIBROUS CELLULOSIC MATERIALS, COMPRISING THE STEPS OF: A. FORMING AN ACYLATING AGENT BY REACTING FOR ABOUT FROM 5 TO 10 MINUTES AT A TEMPERATURE OF FROM ABOUT -12* TO 30*C, IN AN ORGANIC SOLVENT OF LOW DIELECTRIC CONSTANT A STRONG OXY ACID THAT IS SOLUBLE IN THE REACTION MEDIUM AND CAPABLE OF LIBERATING ACETONE IN THE FORMATION OF THE ACYLATING AGENT AND AN ISOPROPEYL ESTER CONTAINING FROM ABOUT 9 TO 22 CARBON ATOMS, THE MOLAR RATIO OF ISOPROPENYL ESTER TO OXYACID RANGING FROM ABOUT 1:1 TO ABOUT 2:1, B. IMMERSING FOR ABOUT FROM 1 TO 20 MINUTES AT A TEMPERATURE OF FROM ABOUT 0* TO 30*C THE FIBROUS CELLULOSIC MATERIAL INTO THE SOLUTION OF ACYLATING AGENT FOUND IN STEP (A), THE MOLAR RATIO OF ACYLATING AGENT TO THE FIBROUS CELLULOSIC MATERIAL RANGING FROM ABOUT 1:1 TO ABOUT 40:1, C. REMOVING THE FIBROUS CELLULOSIC MATERIAL FROM THE SOLUTION OF ACYLATING AGENT, D. WASHING THE TREATED FIBROUS CELLULOSIC MATERIAL WITH AN ORGANIC SOLVENT OF LOW DIELECTRIC CONSTANT, AND E. AIR DRYING THE TREATED FIBROUS CELLULOSIC MATERIAL.
Claim 3
Dependent Claim
27 words
The process of claim 1 wherein the solvent of low dielectric constant is selected from the group consisting of methylene chloride, chloroform, carbon tetrachloride, nitrobenzene and benzene.
Claim 4
Dependent Claim
11 words
The process of claim 2 wherein the solvent is methylene chloride.
Claim 5
Dependent Claim
26 words
The process of claim 1 wherein the strong oxy acid is selected from the group consisting of methanesulfonic acid, sulfur trioxide, trifluoromethanesulfonic acid, and p-toluenesulfonic acid.
Claim 6
Dependent Claim
23 words
The process of claim 1 wherein the fibrous cellulosic material is selected from the group consisting of paper, cotton, regenerated cellulose and wood.
Claim 7
Dependent Claim
12 words
The process of claim 5 wherein the fibrous cellulosic material is paper.
Claim 8
Dependent Claim
12 words
The process of claim 5 wherein the fibrous cellulosic material is cotton.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-07-14 | 1979-01-13 | 1979-07-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-07-14 | 1983-01-13 | 1983-07-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-07-14 | 1987-01-13 | 1987-07-15 | $7700.00 | Window Closed / Lapsed |