# US 12,006,389 B2 · Modified polyolefin resin > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 12,006,389 B2 - Document ID: US12006389B2 - Status: Granted - Kind: B2 - Application number: 17/413,697 - Filed: 2019-11-26 - Published: 2022-01-20 - Granted: 2024-06-11 - Earliest claimed: 2018-12-21 - Assignees: Nippon Paper Industries Co., Ltd. - Applicants: Nippon Paper Industries Co., Ltd. - Inventors: Isamu Ono; Kei Kondo; Koji Kimura; Takato Takenaka; Yuuko Nahara; Shunji Sekiguchi - Web page: https://patentgrep.com/patent/US12006389B2 ## CPC - C08F 255/02: on to polymers of olefins having two or three carbon atoms - C08F 255/08: on to polymers of olefins having four or more carbon atoms - C08F 255/00: Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS ## Abstract A modified polyolefin resin may be capable of obtaining an intended adhesion strength regardless of a kind of a base resin thereof even when graft modification is carried out by using an α,β-unsaturated carboxylic acid derivative having a cyclic structure. Such a modified polyolefin resin may be a modified product of a polyolefin resin and satisfying (A) and (B): (A): a modifying component includes an α,β-unsaturated carboxylic acid derivative having a cyclic structure; and (B): a ring-opening degree expressed by formula (1) is 40 or more: ring-opening degree=modification degree K×ring-opening rate R (1), wherein, in formula (1), the modification degree K is a grafting weight (% by weight) of the α,β-unsaturated carboxylic acid derivative, and the ring-opening rate R is a ring-opening rate (%) of the cyclic structure in the α,β-unsaturated carboxylic acid derivative. ## Claims ### Claim 1 A modified polyolefin resin, which is a modified product of a polyolefin resin and satisfies (A) and (B): (A): a modifying component comprises (a1) an α,β-unsaturated carboxylic acid derivative having a cyclic structure and (a2) a (meth)acrylate ester; and (B): a ring-opening degree expressed by formula (1) is 40 or more, Dro=Kmd×Rro (1), wherein, in the formula (1), Dro is the ring-opening degree, Kmd is the modification degree K representing a grafting weight, in % by weight, of the α,β-unsaturated carboxylic acid derivative (a1), and Rro is the ring-opening rate R which is a ring-opening rate (%) of the cyclic structure in the α,β-unsaturated carboxylic acid derivative (a1), Rro being 80% or less. ### Claim 2 (depends on 1) The resin of claim 1, having a melting point of 50° C. or higher. ### Claim 3 (depends on 1) The resin of claim 1, having a weight-average molecular weight of 10,000 or more. ### Claim 4 (depends on 2) The resin of claim 2, having a weight-average molecular weight of 10,000 or more. ### Claim 5 (depends on 1) The resin of claim 1, wherein Rro is in a range of from 10 to 80%. ### Claim 6 (depends on 1) The resin of claim 1, wherein Rro is in a range of from 10 to 75%. ### Claim 7 (depends on 1) The resin of claim 1, wherein Rro is in a range of from 15 to 80%. ### Claim 8 (depends on 1) The resin of claim 1, wherein Rro is in a range of from 15 to 75%. ### Claim 9 (depends on 1) The resin of claim 1, wherein Dro is 50 or more. ### Claim 10 (depends on 1) The resin of claim 1, wherein Dro is in a range of from 40 to 750. ### Claim 11 (depends on 1) The resin of claim 1, wherein Dro is in a range of from 50 to 750. ### Claim 12 (depends on 1) The resin of claim 1, wherein Dro is in a range of from 40 to 700. ### Claim 13 (depends on 1) The resin of claim 1, wherein Dro is in a range of from 50 to 700. ### Claim 14 (depends on 1) The resin of claim 1, having a weight-average molecular weight in a range of from 10,000 to 200,000. ### Claim 15 (depends on 1) The resin of claim 1, having a weight-average molecular weight in a range of from 20,000 to 180,000. ### Claim 16 (depends on 1) The resin of claim 1, wherein the modifying component is in a range of from 0.1 to 20 parts by mass relative to 100 parts by mass of the polyolefin resin. ### Claim 17 (depends on 1) The resin of claim 1, wherein Rro is in a range of from 23.4 to 72.8%. ### Claim 18 (depends on 1) The resin of claim 1, wherein the polyolefin resin is a propylene-butene random copolymer. ### Claim 19 (depends on 1) The resin of claim 1, wherein the polyolefin resin is a propylene-ethylene random copolymer. ### Claim 20 (depends on 1) The resin of claim 1, wherein the (meth)acrylate ester (a2) comprises methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, cyclohexyl (meth)acrylate, hydroxyethyl (meth) acrylate, isobornyl (meth) acrylate, glycidyl (meth)acrylate, octyl (meth)acrylate, lauryl (meth)acrylate, tridecyl (meth)acrylate, stearyl (meth)acrylate, benzyl (meth)acrylate, phenyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, N,N-dimethylaminoethyl (meth) acrylate, and/or acetoacetoxyethyl (meth) acrylate.