Graft copolymers containing polyoxazoline and polyoxazine, and the preparation thereof
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08G-259/04
C08G-253/00
출원번호
US-0796911
(1977-05-16)
발명자
/ 주소
Schulz, Donald N.
Trivedi, Prakash D.
출원인 / 주소
The Firestone Tire & Rubber Company
인용정보
피인용 횟수 :
5인용 특허 :
2
초록▼
The graft copolymer is the reaction of a backbone polymer having allylic chloride groups therein and monomers forming a pendant graft polymer in the presence of a coinitiator. The monomers have the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group havin
The graft copolymer is the reaction of a backbone polymer having allylic chloride groups therein and monomers forming a pendant graft polymer in the presence of a coinitiator. The monomers have the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group having from 4 to 15 carbon atoms, an aryl group having from 6 to 15 carbon atoms, combinations thereof, or hydrogen. The amount of the pendant graft polymer portion by weight ranges from about 0.5 percent to about 90 percent based upon the total weight of the total graft copolymer with the pendant graft polymer being substituted on the polymer backbone in lieu of the chlorine atom of the allylic chloride group. The backbone polymer is selected from the class consisting of poly(vinyl chloride),polychloroprene, and unsaturated elastomers, the unsaturated elastomers being selected from the class consisting of chlorinated polydienes having repeating units containing from 4 to 12 carbon atoms, polychloroprene, chlorinated butyl rubber, chlorinated EPDM, chlorinated natural rubber, chlorinated styrenebutadiene rubber, and blends thereof.
대표청구항▼
1. A graft copolymer composition, comprising; the reaction product of a poly(vinyl chloride) backbone polymer having allylic chloride groups therein and monomers forming a pendant graft polymer, said monomers having the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms
1. A graft copolymer composition, comprising; the reaction product of a poly(vinyl chloride) backbone polymer having allylic chloride groups therein and monomers forming a pendant graft polymer, said monomers having the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group having from 4 to 15 carbon atoms, an aryl group having from 6 to 15 carbon atoms, combinations thereof, or hydrogen, and wherein n is 2 or 3, the amount by weight of said pendant graft polymer ranging from about 0.5 percent to about 90 percent based upon the total weight of said graft copolymer, the number average molecular weight of said poly(vinyl chloride) backbone ranging from about 500 to about 500,000, the amount of said allylic chloride groups in said backbone polymer ranging from about 0.1 percent to about 5 percent by weight, said graft polymer substituted for said chlorine atom of said allylic chloride group of said backbone polymer. 2. A graft copolymer composition according to claim 1, wherein said pendant graft polymers are made from monomers selected from the class consisting of 2-methyloxazoline, 2-methyloxazine, and combinations thereof. 3. A graft copolymer composition according to claim 2, wherein the amount of allylic chloride groups in said backbone polymer ranges from about 0.3 percent about 3.0 percent by weight, wherein the number average molecular weight of said poly(vinyl chloride) backbone polymer ranges from about 20,000 to about 150,000, and wherein the amount by weight of said pendant polymer to the total weight of said graft copolymer ranges from about 2 percent to about 70 percent. 4. A process for preparing graft copolymers, comprising the steps of; providing a poly(vinyl chloride) backbone polymer having allylic chloride groups therein, said poly(vinyl chloride) polymer having a number average molecular weight of from about 500 to about 500,000, the amount of said allylic chloride groups in said backbone polymer ranging from about 0.1 percent to about 5 percent by weight, adding monomers for forming pendant polymers on said backbone polymer, said monomers having the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloakly group having from 4 to 15 carbon atoms, an aryl group having from 6 to 15 carbon atoms, combinations thereof, or hydrogen, and wherein n is 2 to 3, adding from about 0.2 to about 10.0 millimoles of a metal salt coinitiator, said metal of said coinitiator selected from the class consisting of metals of Group 1a and Group 1b of the Periodic Table, said anion portion of said metal salt coinitiator is selected from the class consisting of CF 3 SO 3 -, PF 6 -, Cl 4 -, BF 4 -, SbCl 6 -, AsF 6 -, I -, and Br -, and heating to produce a graft copolymer wherein said monomers are polymerized and form pendant polymers, the amount by weight of said pendant graft polymer ranging from about 0.5 percent to about 90 percent based upon the total weight of said graft copolymer, said pendant polymers substituted for said chlorine atom of said allylic chloride group of said backbone polymer, said heating temperature ranging from about 50° C to about 150° C. 5. A proces for preparing a graft copolymer according to claim 4, wherein the amount of said pendant polymer of the total weight of said graft copolymer ranges from about 2.0 percent to about 70 percent. 6. A process for the preparation of a graft copolymer according to claim 5, wherein said monomers are selected from the class consisting of 2-methyloxazoline, 2-methyloxazine, and combinations thereof, and wherein the amount of said allylic chloride groups in said backbone polymer ranges from about 0.3 to about 3 percent by weight. 7. A process for the preparation of a graft copolymer according to claim 6, wherein said number average molecular weight of said poly(vinyl chloride) backbone polymer ranges from about 20,000 to about 150,000, wherein said heating temperature to produce the graft copolymer ranges from about 80° C to about 150° C, and wherein the amount of said coinitiator ranges from about 0.4 millimoles to about 3 millimoles. 8. A process for the preparation of a graft copolymer comprising the steps of; providing a poly(vinyl chloride) backbone polymer having allylic chloride groups therein, said poly(vinyl chloride) polymer having a number average molecular weight of from about 500 to about 500,000, the amount of said allylic chloride groups in said backbone polymer ranging from about 0.1 percent to about 5 percent by weight, adding monomers for forming pendant polymers on said backbone polymer, said monomers having the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group having from 4 to 15 carbon atoms, an aryl group having from 6 to 15 carbon atoms, combinations thereof, or hydrogen, and wherein n is 2 or 3, adding from 0.2 to about 10.0 millimoles of a metal salt coinitiator, said metal salt coinitiator is AgSO 3 CF 3, and heating to produce a graft copolymer wherein said monomers are polymerized and form pendant polymers, the amount by weight of said pendant graft polymer ranging from about 0.5 percent to about 90 percent based upon the total weight of said graft copolymer, said pendant polymers substituted for said chlorine atom of said allylic chloride group of said backbone polymer, said heating temperature ranging from about 50° C to about 150° C. 9. A process for the preparation of a graft copolymer according to claim 7, wherein said polymerization is conducted in bulk or made in a solvent. 10. A process for the preparation of a graft copolymer according to claim 8, wherein the amount by weight of said pendant polymer to the total weight of said graft copolymer ranges from about 2 percent to about 70 percent, wherein said monomers are selected from the class consisting of 2-methyloxazoline, 2-methyloxazine, and combinations thereof, wherein the amount of said allylic chloride groups in said backbone polymer ranges from about 0.3 to about 3 percent by weight, wherein the number average molecular weight of said poly(vinyl chloride) backbone polymer ranges from about 20,000 to about 150,000, wherein said heating temperature to produce the graft copolymer ranges from about 80° C to about 150° C, and wherein the amount of said coinitiator ranges from about 0.4 millimoles to about 3 millimoles. 11. A graft copolymer composition, comprising, the reaction product of a poly(vinyl chloride) backbone polymer having allylic chloride groups therein and monomers forming a pendant graft copolymer, said reaction product made by forming a reaction mixture, said reaction mixture containing said poly(vinyl chloride) backbone polymer having allylic chloride groups therein and said monomers forming a pendant graft copolymer, the amount of said allylic chloride groups in said backbone polymer ranging from about 0.1 percent to about 5 percent by weight, said poly(vinyl chloride) backbone polymer having a number average molecular weight of from about 500 to about 500,000, said monomers forming said pendant graft polymer having the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group having from 4 to 15 carbon atoms, an aryl group having from 6 to 15 carbon atoms, combination thereof, or hydrogen, and wherein n is 2 or 3, adding from about 0.2 to about 10.0 millimoles of a metal salt coinitiator, said metal of said coninitiator selected from the class consisting of metals of Group 1a and Group 1b of the Periodic Table, said anion portion of said metal salt coinitiator is selected from the class consisting of CF 3 SO 3 -, PF 6 -, ClO 4 -, BF 4 -, SbCl 6 -, AsF 6 -, I -, and Br -, and heating said reaction mixtue to produce a graft copolymer wherein said monomers are polymerized and form pendant polymers, said pendant polymers substituted for said chlorine atom of said allylic chloride group of said backbone polymer, said heating temperature ranging from about 50° C to about 150° C, and wherein the amount by weight of said pendant graft polymer formed ranges from about 0.5 percent to about 90 percent based upon the total weight of said graft copolymer. 12. A graft copolymer composition according to claim 11, wherein the amount of said pendant graft polymer ranges from about 2 to about 70 percent. 13. A graft copolymer composition according to claim 12, wherein said monomers are selected from the class consisting of 2-methyloxazoline, 2-methyloxazine, and wherein the amount of said allylic chloride groups in said backbone polymer ranges from about 0.3 to about 3 percent by weight. 14. A graft copolymer composition according to claim 13, wherein said number average molecular weight of said elastomer backbone polymer ranges from about 20,000 to about 150,000, wherein said heating temperature to produce th graft copolymer ranges from about 80° C to about 150° C, and wherein the amount of said coinitiator ranges from about 0.4 millimoles to about 3 millimoles. 15. A graft copolymer composition comprising, the reaction product of a poly(vinyl chloride) backbone polymer having allylic chloride groups therein and monomers forming a pendant graft copolymer, said reaction product made by forming a reaction mixture, said reaction mixture containing said poly(vinyl chloride) backbone polymer having allylic chloride groups therein and said monomers forming a pendant graft copolymer, the amount of said allylic chloride groups in said backbone polymer ranging from about 0.1 percent to about 5 percent by weight, said poly(vinyl chloride) backbone polymer having a number average molecular weight of from about 500 to about 500,000, said monomers forming said pendant graft polymer having the formula ##STR## wherein R is an alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group having from 4 to 15 carbon atoms, an aryl group having from 6 to 15 carbon atoms, combinations thereof, or hydrogen, and wherein n is 2 or 3, adding from about 0.2 to about 10.0 millimoles of a metal salt coinitiator, said metal salt coinitiator is AgSO 3 CF 3, and heating said reaction mixture to produce a graft copolymer wherein said monomers are polymerized and form pendant polymers, said pendant polymers substituted for said chlorine atom of said allylic chloride group of said backbone polymer, said heating temperature ranging from about 50° C to about 150° C, and wherein the amount by weight of said pendant graft polymer formed ranges from about 0.5 percent to about 90 percent based upon the total weight of said graft copolymer. 16. A graft copolymer composition according to claim 14, wherein said polymerization is conducted in bulk or made in a solvent. 17. A graft copolymer composition according to claim 15, wherein the amount of said pendant graft polymer ranges from about 2.0 percent to about 70 percent, wherein said monomers are selected from the class consisting of 2-methyloxazoline, 2-methyloxazine, and combinations thereof, wherein the amount of said allylic chloride groups in said backbone polymer ranges from about 0.3 to about 3 percent by weight, wherein said number average molecular weight of said elastomer backbone polymer ranges from about 20,000 to about 150,000, wherein said heating temperature to produce said graft copolymer ranges from about 80° C to about 150° C, and wherein the amount of said coinitiator ranges from about 0.4 millimiles to about 3 millimoles.
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이 특허에 인용된 특허 (2)
Tomalia Donald A. (Midland MI) Zubritsky Elizabeth A. (Midland MI), Novel reaction products of allyl halides or vinylbenzyl halides with oxazolines (or oxazines).
De Koch Robert J. (Wausau WI) Kolb Gerald C. (Bay City MI) Lalk James W. (Shepherd MI), Process for the manufacture of oxazoline and/or oxazine-modified adsorbent polymer resins.
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