# US 10,870,717 B2 · Modifier, modified and conjugated diene-based polymer and rubber composition including the same

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- Number: US 10,870,717 B2
- Document ID: US10870717B2
- Status: Granted
- Kind: B2
- Application number: 15/778,894
- Filed: 2017-06-30
- Published: 2018-12-06
- Granted: 2020-12-22
- Earliest claimed: 2016-07-04
- Assignees: LG Chem, Ltd.
- Applicants: LG Chem, Ltd.
- Inventors: Kyoung Hwan Oh; Hee Jung Jeon; Jeong Heon Ahn; Suk Joon Yoo; Hyo Jin Bae; Su Hwa Kim; Dong Hui Kim; Suk Youn Kang
- Web page: https://patentgrep.com/patent/US10870717B2

## CPC

- C08F 36/04: conjugated
- C07F 7/10: containing nitrogen {having a Si-N linkage}
- C08C 19/22: Incorporating nitrogen atoms into the molecule
- C08C 19/25: Incorporating silicon atoms into the molecule
- C08C 19/44: of polymers containing metal atoms exclusively at one or both ends of the skeleton
- C08F 2/06: Organic solvent
- C08F 4/42: Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F 4/44: selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F 4/545: {rare earths being present, e.g. triethylaluminium + neodymium octanoate}
- C08F 8/42: Introducing metal atoms or metal-containing groups
- C08F 136/06: Butadiene
- C08F 236/08: Isoprene
- C08K 3/04: Carbon
- C08K 3/06: Sulfur
- C08K 3/22: of metals
- C08K 5/09: Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K 5/31: Guanidine; Derivatives thereof
- C08K 5/3412: having one nitrogen atom in the ring
- C08K 5/3437: condensed with carbocyclic rings
- C08K 5/47: Thiazoles
- C08K 5/549: containing silicon in a ring
- C08L 9/00: Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L 15/00: Compositions of rubber derivatives (C08L11/00, C08L13/00 take precedence)
- C08L 91/00: Compositions of oils, fats or waxes; Compositions of derivatives thereof
- C08F 236/06: Butadiene
- C08F 2410/08: Presence of a deactivator
- C08F 2500/17: Viscosity
- C08K 2003/2296: {of zinc}
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C08C: TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

The present invention provides a modifier, a modified conjugated diene-based polymer which is modified using the same, and a rubber composition including the modified conjugated diene-based polymer, and more particularly, a modifier which includes a compound represented by Formula 1 and is capable of improving the mixing properties between a conjugated diene-based polymer and a filler, a modified conjugated diene-based polymer which is modified using the same, and a rubber composition including the modified conjugated diene-based polymer.

## Claims

### Claim 1

A modifier comprising a compound selected from the group consisting of the compounds represented by the following Formulae 2-1 to 2-5:

### Claim 2 (depends on 1)

A modified conjugated diene-based polymer, comprising a functional group derived from the modifier according to claim 1.

### Claim 3 (depends on 2)

The modified conjugated diene-based polymer of claim 2, wherein the modified conjugated diene-based polymer has a Mooney viscosity (MV) of 20 to 70 at 100° C.

### Claim 4 (depends on 2)

The modified conjugated diene-based polymer of claim 2, which has molecular weight distribution 2.5 to 3.5.

### Claim 5 (depends on 4)

A method for preparing a modified conjugated diene-based polymer, the method comprising:
a modification step of reacting a conjugated diene-based polymer comprising an organometal part activated from a catalyst composition comprising a lanthanide series rare earth element-containing compound with the modifier according to claim 4.

### Claim 6 (depends on 5)

The method for preparing a modified conjugated diene-based polymer of claim 5, further comprising prior to the modification step, a step of performing polymerization reaction of a conjugated diene-based monomer using a catalyst composition comprising a lanthanide series rare earth element-containing compound in a polymerization solvent to prepare a conjugated diene-based polymer having an activated organometal part.

### Claim 7 (depends on 6)

The method for preparing a modified conjugated diene-based polymer of claim 6, wherein the catalyst composition comprises the lanthanide series rare earth element-containing compound, an alkylating agent and a halogen compound.

### Claim 8 (depends on 6)

The method for preparing a modified conjugated diene-based polymer of claim 6, wherein the lanthanide series rare earth element-containing compound comprises a neodymium compound represented by the following Formula 3:
in Formula 3,
Ra to Rc are each independently hydrogen, or an alkyl group of 1 to 12 carbon atoms,
provided that not all Ra to Rc are hydrogen, at the same time.

### Claim 9 (depends on 6)

The method for preparing a modified conjugated diene-based polymer of claim 6, wherein the catalyst composition further comprises a conjugated diene-based monomer.

### Claim 10 (depends on 5)

The method for preparing a modified conjugated diene-based polymer of claim 5, wherein the conjugated diene-based polymer comprising the activated organometal part is a conjugated diene-based polymer comprising a terminal activated organometal part.

### Claim 11 (depends on 5)

The method for preparing a modified conjugated diene-based polymer of claim 5, wherein the conjugated diene-based polymer comprising the activated organometal part is a neodymium catalyzed butadiene-based polymer comprising a repeating unit derived from an 1,3-butadiene monomer.

### Claim 12 (depends on 5)

The method for preparing a modified conjugated diene-based polymer of claim 5, wherein the modified conjugated diene-based polymer has molecular weight distribution 2.5 to 3.5.