# US 5,705,779 A · Preparation of 1,1,1,3,3-pentachloropropane by photochlorination of 1,1,1,3-tetrachloropropane

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- Number: US 5,705,779 A
- Document ID: US5705779A
- Status: Granted
- Kind: A
- Application number: 08/694,138
- Filed: 1996-08-08
- Granted: 1998-01-06
- Earliest claimed: 1996-08-08
- Assignees: AlliedSignal Inc.
- Inventors: Timothy Rech Demmin; Valeriy Georglevitch Barabanov; Svetlana Ivanovna Ozol; Victor Grigorievitch Temchenko
- Web page: https://patentgrep.com/patent/US5705779A

## CPC

- C07C 17/10: of hydrogen atoms (combined with addition of halogens to unsaturated hydrocarbons C07C17/06)
- C07C 17/383: by distillation
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A process for the preparation of 1,1,1,3,3-pentachloropropane (HCC-240fa). HCC-240fa is prepared by the photochlorination of 1,1,1,3-tetrachloropropane (HCC-250). HCC-240fa is an important intermediate in the preparation of 1,1,1,3,3-pentafluoropropane (HFC-245fa) an HFC blowing agent which is not destructive to the ozone layer.

## Claims

### Claim 1

A process for the preparation of 1,1,1,3,3-pentachloropropane which comprises contacting 1,1,1,3-tetrachloropropane with chlorine and in contact with sufficient ultraviolet light and under conditions to produce 1,1,1,3,3-pentachloropropane.

### Claim 2 (depends on 1)

The process of claim 1 wherein the contacting is conducted with chlorine gas.

### Claim 3 (depends on 1)

The process of claim 1 wherein the contacting is conducted with liquid 1,1,1,3-tetrachloropropane.

### Claim 4 (depends on 1)

The process of claim 1 wherein chlorine gas is contacted with liquid 1,1,1,3-tetrachloropropane.

### Claim 5 (depends on 1)

The process of claim 1 wherein the contacting is conducted with less than the stoichiometric amount of elemental chlorine per hydrogen atom on the 3 -carbon of CCl.sub.3 CH.sub.2 CH.sub.2 Cl.

### Claim 6 (depends on 1)

The process of claim 1 which is conducted in the absence of oxygen.

### Claim 7 (depends on 1)

The process of claim 1 which is conducted under a nitrogen atmosphere.

### Claim 8 (depends on 1)

The process of claim 1 which is conducted at a temperature of from about 0.degree. C. to about 30.degree. C.

### Claim 9 (depends on 1)

The process of claim 1 which is conducted at atmospheric pressure.

### Claim 10 (depends on 1)

The process of claim 1 further comprising the subsequent step of separating 1,1,1,3,3-pentachloropropane from any reaction by-products and unreacted 1,1,1,3-tetrachloropropane.

### Claim 11 (depends on 1)

The process of claim 1 further comprising the subsequent step of separating 1,1,1,3,3-pentachloropropane from any reaction by-products and unreacted 1,1,1,3-tetrachloropropane by distillation.

### Claim 12 (depends on 1)

The process of claim 1 wherein the contacting is with a molar amount of molecular Cl.sub.2 reacted per mole of 1,1,1,3-tetrachloropropane which ranges from about 25 mole % to about 99 mole %.

### Claim 13 (depends on 1)

The process of claim 1 wherein the contacting is with a molar amount of molecular Cl.sub.2 reacted per mole of 1,1,1,3-tetrachloropropane which ranges from about 25 mole % to about 80 mole %.

### Claim 14 (depends on 1)

The process of claim 1 wherein the contacting is with a molar amount of molecular Cl.sub.2 reacted per mole of 1,1,1,3-tetrachloropropane which ranges from about 25 mole % to about 65 mole %.

### Claim 15 (depends on 1)

The process of claim 1 wherein the contacting is conducted for from about 1 hour to about 20 hours.

### Claim 16 (depends on 1)

The process of claim 1 wherein the contacting is conducted for from about 2 hour to about 10 hours.

### Claim 17 (depends on 1)

The process of claim 1 wherein the contacting is conducted for from about 2 hour to about 8 hours.

### Claim 18 (depends on 1)

The process of claim 1 wherein the contacting is conducted with the ultraviolet light having a wavelength in the range of from about 265 nm to about 435 nm.

### Claim 19 (depends on 1)

The process of claim 1 wherein the contacting is conducted with the ultraviolet light having a power in the range of from about 10 watts to about 500 watts.

### Claim 20 (depends on 1)

The process of claim 1 wherein the contacting is conducted with the ultraviolet light having a power in the range of from about 100 watts to about 450 watts.