Softener composition which contains tetrahydrofuran derivatives and 1,2-cyclohexane dicarboxylic acid esters

Patent metadata

Field	Value
Publication number	US-10030120-B2
Application number	US-201415101720-A
Country	US
Kind code	B2
Filing date	Dec 5, 2014
Priority date	Dec 6, 2013
Publication date	Jul 24, 2018
Grant date	Jul 24, 2018

Abstract

The invention relates to a softener composition containing at least one tetrahydrofurane derivative and at least one 1,2-cyclohexane dicarboxylic acid ester, molding compounds which contain a thermoplastic polymer or an elastomer and said type of softener composition, and to the use of said softener compositions and molding compounds.

First claim

The invention claimed is:

1. A plasticizer composition comprising
a) at least one compound of the general formula (I),

in which
X is *—(C═O)—O—, *—(CH 2 ) n —O—, or *—(CH 2 ) n —O—(C═O)—, where * represents the point of linkage to the tetrahydrofuran ring, and n has the value 0, 1, or 2;
and
R 1 and R 2 are selected mutually independently from C 4 -C 5 -alkyl and C 5 -C 6 -cycloalkyl, where the cycloalkyl moieties are unsubstituted or can be substituted by at least one C 1 -C 10 -alkyl moiety, and
b) at least one compound of the general formula (II),

in which
R3 and R4 are selected mutually independently from branched and unbranched C7-C12-alkyl moieties.

2. The plasticizer composition according to claim 1 , where R1 and R2 in the compounds of the general formula (I) are mutually independently an unbranched or branched C4-alkyl moiety.

3. The plasticizer composition according to claim 1 , where both of R1 and R2 in the compounds of the general formula (I) are n-butyl, or both are isobutyl.

4. The plasticizer composition according to claim 1 , where both of the groups X in the compounds of the general formula (I) are *—(C═O)—O—.

5. The plasticizer composition according to claim 1 , where both of R3 and R4 in the compounds of the general formula (II) are 2-ethylhexyl or both are isononyl, or both are 2-propylheptyl.

6. The plasticizer composition according to claim 1 , where the plasticizer composition optionally comprises another plasticizer which differs from the compounds (I) and (II) and which is selected from dialkyl phthalates, alkyl aralkyl phthalates, 1,2-cyclohexanedicarboxylic esters differing from compounds (II), dialkyl terephthalates, trialkyl trimellitates, alkyl benzoates, dibenzoic esters of glycols, hydroxybenzoic esters, esters of saturated mono and dicarboxylic acids, esters of unsaturated dicarboxylic acids, amides and esters of aromatic sulfonic acids, alkylsulfonic esters, glycerol esters, isosorbide esters, phosphoric esters, citric triesters, alkylpyrrolidone derivatives, 2,5-tetrahydro-furandicarboxylic esters which differ from compounds (I), epoxidized vegetable oils, epoxidized fatty acid monoalkyl esters, and polyesters made of aliphatic and/or aromatic polycarboxylic acids with at least dihydric alcohols.

7. The plasticizer composition according to claim 1 , where the content of compounds of the general formula (I) in the plasticizer composition is from 1 to 50% by weight.

8. The plasticizer composition according to claim 1 , where the content of compounds of the general formula (II) in the plasticizer composition is from 10 to 99% by weight.

9. The plasticizer composition according to claim 1 , where the ratio by weight of compounds of the general formula (I) to compounds of the general formula (II) is in the range from 1:100 to 1:1.

10. A molding composition comprising at least one polymer and at least one plasticizer composition as defined in claim 1 .

11. The molding composition according to claim 10 , where the polymer is a thermoplastic polymer selected from homo- and copolymers which comprise at least one copolymerized monomer selected from C2-C10-monoolefins, 1,3-butadiene, 2-chloro-1,3-butadiene, vinyl alcohol and its C2-C10-alkyl esters, vinyl chloride, vinylidene chloride, vinylidene fluoride, tetrafluoroethylene, glycidyl acrylate, glycidyl methacrylate, acrylates and methacrylates of C1-C10-alcohols, vinylaromatics, (meth)acrylonitrile, maleic anhydride, and α,β-ethylenically unsaturated mono- and dicarboxylic acids,
homo- and copolymers of vinyl acetals,
polyvinyl esters,
polycarbonates,
polyesters,
polyethers,
polyether ketones,
thermoplastic polyurethanes,
polysulfides,
polysulfones,
polyether sulfones,
cellulose alkyl esters,

and mixtures thereof.

12. The molding composition according to claim 11 , where the thermoplastic polymer is selected from polyvinyl chloride (PVC), polyvinyl butyral (PVB), homo and copolymers of vinyl acetate, homo and copolymers of styrene, polyacrylates, thermoplastic polyurethanes (TPU), or polysulfides.

13. The molding composition according to claim 11 , where the thermoplastic polymer is polyvinyl chloride (PVC).

14. The molding composition according to claim 13 , where the content of the plasticizer composition in the molding composition is from 1.0 to 300 phr.

15. The molding composition according to claim 11 , comprising at least one thermoplastic polymer which differs from polyvinyl chloride, where the content of the plasticizer composition in the molding composition is from 0.5 to 300 phr.

16. The molding composition according to claim 10 , where the polymer is an elastomer.

17. The molding composition according to claim 16 , where the content of the plasticizer composition in the molding composition is from 1.0 to 60 phr.

18. A plasticizer for thermoplastic polymers or elastomers which comprises the plasticizer composition according to claim 1 .

19. A plasticizer in a plastisol which comprises the plasticizer composition as defined in claim 1 .

20. The molding as claimed in claim 10 , wherein the molding is a molding for housings of electrical devices, computer housings, tooling, piping, cables, hoses, wire sheathing, window profiles, vehicle-construction components, tires, furniture, cushion foam and mattress foam, tarpaulins, gaskets, composite foils, recording discs, synthetic leather, packaging containers, adhesive-tape foils, or coatings.

Assignees

• Basf Se

Inventors

• Wagner Jochen
• Breitscheidel Boris
• Bohn Martin A
• Blank Benoit
• Kindler Alois

Classifications

• C08K5/1535 Primary

  Five-membered rings · CPC title

• C08K5/0016

  Plasticisers · CPC title

• C08K5/12

  of cyclic polycarboxylic acids · CPC title

• C08L27/06

  Homopolymers or copolymers of vinyl chloride · CPC title