Plant derivatives as extender oils and biofillers in elastomeric compositions

Patent metadata

Field	Value
Publication number	US-9951218-B2
Application number	US-201314408992-A
Country	US
Kind code	B2
Filing date	Jun 18, 2013
Priority date	Jun 19, 2012
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

The invention relates to elastomeric compositions containing plant derivatives as biofillers and vegetable oil derivatives acting as extender oils. In particular, one object of the invention are elastomeric compositions comprising at least one elastomer, at least one vegetable oil derivative, at least one biofiller of plant origin and at least one coupling agent.

First claim

The invention claimed is:

1. An elastomeric composition comprising at least one elastomer, at least one derivative of a vegetable oil (A), at least one biofiller of plant origin (B) and at least one coupling agent (C), in which
(A) is selected from one or more of the following groups:
A1) mixtures of triglycerides obtained from a vegetable oil comprising one or more of the following oligomeric structures:
R 4 —[O—C(O)—R 1 —C(O)—O—CH 2 —CH(OR 2 )—CH 2 ] n —O—R 3

wherein
R 1 is selected from C 2 -C 22 alkylenes,
R 2 is selected from one or more of the following groups consisting of C6-C 24 dicarboxylic acid residues esterified with monoalcohols and C 6 -C 24 monocarboxylic acid residues,
R 3 is selected from one or more of the following groups consisting of H, C 6 -C 24 dicarboxylic acid residues esterified with monoalcohols and C 6 -C 24 monocarboxylic acid residues,
R 4 is an alkyl group,
n is an integer equal to or greater than 2,
said mixtures of triglycerides having a Number Average Molecular Weight (Mn) of between 800 and 10,000 Da,

A2) triglycerides of one or more carboxylic acids comprising at least one carboxylic acid containing vicinal hydroxyl groups;
A3) polyol esters with at least one C 6 -C 24 monocarboxylic acid and at least one C 6 -C 24 dicarboxylic acid, said esters being different from said triglycerides

(B) comprises starch complexed with a polymer containing a hydrophilic group intercalated with a hydrophobic sequence and present in a quantity of between 1 and 50 parts per 100 parts of elastomer, wherein said polymer containing a hydrophilic group intercalated with a hydrophobic sequence in the biofiller (B) is selected from:
copolymers of ethylene with vinyl alcohol, vinyl acetate, acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic anhydride, glycidyl methacrylate and mixtures thereof;
vinyl acetate/vinyl alcohol copolymers;
6-6, 6-9 or 12 aliphatic polyamides, aliphatic polyurethanes, aliphatic and aliphatic/aromatic polyesters, random and block polyurethane/polyamide, polyurethane/polyether, polyurethane/polyester, polyamide/polyester, polyamide/polyether, polyester/polyether, polyurea/polyester and polyurea/polyether copolymers, polylactic acid, polyglycolic acid, polycaprolactone/urethane wherein the molecular weight of the polycaprolactone blocks lies between 300 and 3000;

(C) comprises organosilane.

2. The elastomeric composition according to claim 1 , wherein said elastomer is a natural rubber or a synthetic rubber.

3. The elastomeric composition according to claim 2 , wherein said elastomer is a synthetic rubber selected from the group comprising diene-based rubbers, thermoplastic elastomers, nitrile rubbers, acrylonitrile-butadiene copolymers and styrene-isoprene-styrene rubbers.

4. The elastomeric composition according to claim 3 , wherein said elastomer is a diene-based rubber.

5. The elastomeric composition according to claim 4 , wherein said diene-based rubber is a vinylarene-conjugated diene copolymer.

6. The elastomeric composition according to claim 1 , wherein the R1 group of the vegetable oil derivative in group A1 is a C 6 -C 11 alkylene.

7. The elastomeric composition according to claim 1 , wherein the C 6 -C 24 dicarboxylic acid residues of R 2 and R 3 are suberic acid, azelaic acid and brassilic acid and their mixtures.

8. The elastomeric composition according to claim 1 , wherein the R 4 group of the vegetable oil derivative in group A1 is a C 1 -C 12 alkyl group.

9. The elastomeric composition according to claim 1 , wherein the vegetable oil derivative in group A1 comprises dimer and/or trimer ester of a triglyceride containing a C 6 -C 24 dicarboxylic acid residue.

10. The elastomeric composition according to claim 1 , wherein the vegetable oil derivative belongs to group A1.

11. The elastomeric composition according to claim 1 , wherein the vegetable oil derivative is used in a mixture with a mineral and/or natural oil.

12. The elastomeric composition according to claim 1 , wherein said polymer containing a hydrophilic group intercalated with a hydrophobic sequence of the biofiller (B) is an ethylene copolymer with vinyl alcohol and acrylic acid.

13. The elastomeric composition according to claim 1 comprising one or more of the following ingredients: inert fillers, reinforcing fillers, vulcanising agents, accelerators, activators, vulcanisation retardants, organic acids, antioxidants, reinforcing materials, process coadjuvants.

14. The elastomeric composition according to claim 13 , wherein said reinforcing fillers are carbon black or silica.

15. The elastomeric composition according to claim 1 comprising, considering the total parts of elastomers (a1)+(a2) equal to 100:
(a1) from 30 to 90% by weight of a random vinylarene-conjugated diene elastomer copolymer;
(a2) from 10 to 70% by weight of one or more diene rubbers;
(b) from 10 to 150 phr of silica;
(c) from 1 to 50 phr of a biofiller of plant origin comprising starch complexed with a polymer containing a hydrophilic group intercalated with a hydrophobic sequence;
(d) from 1 to 50 phr of an extender oil comprising a vegetable oil derivative comprising one or more of:
A1) a mixture of triglycerides obtained from vegetable oils comprising one or more of the following oligomeric structures:
R 4 —[O—C(O)—R 1 —C(O)—O—CH 2 —CH(OR 2 )—CH 2 ] n —O—R 3

in which
R 1 is selected from C 2 -C 22 alkylenes,
R 2 is selected from one or more of the following groups consisting of C 6 -C 24 dicarboxylic acid residues esterified with monoalcohols and C 6 -C 24 monocarboxylic acid residues,
R 3 is selected from one or more of the following groups consisting of H, C 6 -C 24 dicarboxylic acid residues esterified with monoalcohols and C 6 -C 24 monocarboxylic acid residues,
R 4 is an alkyl group,
n is an integer equal to or greater than 2,
said mixtures of triglycerides having a Number Average Molecular Weight (Mn) of between 800 and 10,000 Da,

A2) triglycerides of one or more carboxylic acids comprising at least one carboxylic acid containing vicinal hydroxyl groups;
A3) polyol esters having at least one C 6 -C 24 monocarboxylic acid and at least one C 6 -C 24 dicarboxylic acid, the said esters being different from the triglycerides;
(e) from 1 to 20 phr of a silane-based coupling agent;
(f) from 0.1 to 10 phr of a vulcanising agent.

16. A vulcanised product prepared from the elastomeric composition according to claim 1 .

17. A method for the production of a tyre which comprises obtaining an elastomeric composition according to claim 1 , employing said elastomeric composition in the construction of a tyre and vulcanizing said elastomeric composition.

18. The elastomeric composition according to claim 2 , wherein the R1 group of the vegetable oil derivative in group A1 is a C 6 -C 11 alkylene.

19. The elastomeric composition according to claim 3 , wherein the R1 group of the vegetable oil derivative in group A1 is a C 6 -C 11 alkylene.

Assignees

• Novamont Spa

Inventors

• Bastioli Catia
• Capuzzi Luigi
• Magistrali Paolo
• Gesti' Garcia Sebastia
• Viola Gian Tommaso
• Savini Giuseppe
• Bacchelli Fabio

Classifications

• C08L47/00 Primary

  Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Compositions of derivatives of such polymers (C08L45/00 takes precedence; of conjugated diene rubbers C08L9/00 - C08L21/00) · CPC title

• C08L9/06

  Copolymers with styrene · CPC title

• C08K5/10

  Esters; Ether-esters · CPC title

• C08K5/54

  Silicon-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• B60C1/00 Primary

  Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition · CPC title