# US 7,612,133 B2 · Prestabilization of halogen-containing polymers

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- Number: US 7,612,133 B2
- Document ID: US7612133B2
- Status: Granted
- Kind: B2
- Application number: 11/897,271
- Filed: 2007-08-28
- Published: 2007-12-27
- Granted: 2009-11-03
- Earliest claimed: 2001-12-04
- Assignees: Chemtura Vinyl Additives GmbH
- Inventors: Karl-Josef Kuhn; Hans-Helmut Friedrich
- Web page: https://patentgrep.com/patent/US7612133B2

## CPC

- C08K 3/24: Acids; Salts thereof {(C08K3/16 takes precedence)}
- C08K 5/17: Amines; Quaternary ammonium compounds
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

The invention relates to a process for preparing a stabilized suspension/emulsion polymer of halogen-containing monomers with addition of a polymer stabilizer mixture compatible with the polymerization medium prior to, during or directly after the polymerization process, and to the polymers prepared by this process.

## Claims

### Claim 1

A process for preparing a stabilized suspension/emulsion PVC polymer comprising
(1) adding a polymer thermal stabilizer mixture compatible with the polymerization medium prior to, during or directly after the polymerization, prior to the isolation of the polymer from the polymerization medium, wherein the polymer thermal stabilizer mixture comprises:
a) a perchlorate compound or salt thereof, and
b) an alkanolamine of the formula (I)
where
x=1, 2 or 3;
y=1, 2, 3, 4, 5 or 6;
n=from 1 to 10;
R1, R2=independently of one another, H, C1-C22-alkyl, —[—(CHR3a)y—CHR3b—O—]n—H, —[—(CHR3a)y—CHR3b—O—]n—CO—R4, C2-C20-alkenyl, C2-C18-acyl, C4-C8-cycloalkyl, which may be OH-substituted in the β position, C6-C10-aryl, C7-C10-alkaryl or C7-C10-aralkyl, or when x=1, R1 and R2 may additionally combine with the N to form a closed 4-10-membered ring of carbon atoms and optionally up to 2 heteroatoms, or when x=2, R1 may additionally be C2-C18-alkylene which may be OH-substituted at both β-carbon atoms and/or may be interrupted by one or more O-atoms and/or one or more NR2 groups, or dihydroxy-substituted tetrahydrodicyclopentadienylene, dihydroxy-substituted ethylcyclo-hexanylene, dihydroxy-substituted 4,4′-(bisphenol A dipropyl ether)ylene, isophoronylene, dimethylcyclohexanylene, dicyclohexylmethanylene, or 3,3′-dimethyldicyclohexylmethanylene, and if x=3, R1 may also be trihydroxy-substituted (tri-N-propyl isocyanurate)triyl;
R3a, R3b=independently of one another, C1-C22-alkyl, C2-C6-alkenyl, C6-C10-aryl, H or CH2—X—R5, where X=O, S, —O—CO— or —CO—O—;
R4=C1-C18-alkyl/alkenyl or phenyl, and
R5=H, C1-C22-alkyl, C2-C22-alkenyl or C6-C10-aryl;
or salt thereof: and
(2) adding to the pre-stabilized PVC polymer, after isolation of the polymer from the polymerization medium, one or more additives selected from the group consisting of heat-stabilizers, UV stabilizers, lubricants, plasticizers, pigments, fillers, metal soaps, antioxidants, wetting agents, optical brighteners, and antisettling agents.

### Claim 2 (depends on 1)

The process of claim 1 wherein the polymer thermal stabilizer mixture comprises at least a) a perchlorate compound or salt thereof and b) a reaction product of a mono- or polyfunctional epoxide and ammonia or, respectively, a mono- or polyfunctional dialkyl(aryl)- or monoalkyl(aryl)amine, or salt thereof.

### Claim 3 (depends on 2)

The process of claim 2, wherein the polyfunctional epoxide is dicyclopentadiene diepoxide, vinylcyclohexene diepoxide, bisphenol A diglycidyl ether or trisglycidyl isocyanurate and the dialkylamine is diethanolamine or diisopropanolamine and the monoalkylamine is monoethanolamine or monoisopropanolamine.

### Claim 4 (depends on 1)

The process of claim 1 wherein the perchlorate salt is a compound of the formula M(ClO4)n, where M is H, Li, Na, K, Mg, Ca, Sr, Ba, Zn, Al, La, Ce or NH4 and n is either 1, 2 or 3 as required by the valency of M.

### Claim 5 (depends on 1)

The process of claim 1 wherein, in the compound having the general formula (I), R3a and R3b, independently of one another, are H or CH3 and y=1.

### Claim 6 (depends on 1)

The process of claim 1 wherein, in the compound having the general formula (I), R1═R2═CH2—CHR3b—OH.

### Claim 7 (depends on 4)

The process of claim 4 wherein, in the perchlorate salt, M=Na or K and n=1.

### Claim 8 (depends on 1)

The process of claim 1 wherein the compounds of the general formula (I) are selected from the group consisting of tris(2-hydroxy-1-propyl)amine, tris(2-hydroxy-ethyl)amine, bis(2-hydroxyethyl)-2-hydroxy-1-propylamine, alkyllalkenylbis(2-hydroxyethyl)amine, alkyllalkenyl(2-hydroxy-1-propyl-)-amine, N-(2-hydroxyhexadecyl)diethanolamine,-2-hydroxy-3-octyloxypropyl)-diethan-olamine, N-(2-hydroxy-3-decyloxypropyl)diethanolamine, and mixtures of these.

### Claim 9 (depends on 1)

The process of claim 1 wherein the polymer thermal stabilizer mixture is comprised of from 0.01 to 3.00 parts by weight of sodium perchlorate and/or from 0 to 8.00 parts by weight of alkanolamines of the general formula (I) and/or from 0.01 to 5.00 parts by weight of the salts of a) and b), per hundred parts of polymer.

### Claim 10 (depends on 1)

The process of claim 1 further comprising the step of subsequently stabilizing the polymer using conventional stabilizers and/or additives.

### Claim 11

A process for preparing a stabilized suspension/emulsion PVC polymer comprising
(1) adding a polymer thermal stabilizer mixture compatible with the polymerization medium prior to, during or directly after the polymerization, prior to the isolation of the polymer from the polymerization medium, wherein the polymer thermal stabilizer mixture comprises:
a) a sodium perchlorate compound or salt thereof, and
b) an alkanolamine selected from the group consisting of tris(2-hydroxy-1-propyl)amine, tris(2-hydroxy-ethyl)amine, bis(2-hydroxyethyl)-2-hydroxy-1-propylamine, alkyllalkenylbis(2-hydroxyethyl)amine, alkyllalkenyl(2-hydroxy-1-propyl-)-amine, N-(2-hydroxyhexadecyl)diethanolamine,-2-hydroxy-3-octyloxypropyl)-diethan-olamine, N-(2-hydroxy-3-decyloxypropyl)diethanolamine, and mixtures of these; and
(2) adding to the pre-stabilized PVC polymer, after isolation of the polymer from the polymerization medium, one or more additives selected from the group consisting of heat-stabilizers, UV stabilizers, lubricants, plasticizers, pigments, fillers, metal soaps, antioxidants, wetting agents, optical brighteners, and antisettling agents.